LT4800B - Aii antagonisto sulėtinto atpalaidavimo preparatas, jo gavimas ir panaudojimas - Google Patents

Aii antagonisto sulėtinto atpalaidavimo preparatas, jo gavimas ir panaudojimas Download PDF

Info

Publication number: LT4800B
Authority: LT; Lithuania
Prior art keywords: compound; group; sustained release; angiotensin; acid
Prior art date: 1998-03-04

Application number

LT2000082A

Other languages

English (en)

Lithuanian (lt)

Other versions

LT2000082A (en

Inventor

Yasutaka Igari

Akira Saikawa

Yoshiyuki Inada

Shigeru Kamei

Original Assignee

Takeda Chemical Industries,Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1998-03-04

Filing date

2000-08-31

Publication date

2001-06-25

2000-08-31 Application filed by Takeda Chemical Industries,Ltd filed Critical Takeda Chemical Industries,Ltd

2001-03-26 Publication of LT2000082A publication Critical patent/LT2000082A/xx

2001-06-25 Publication of LT4800B publication Critical patent/LT4800B/lt

Links

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125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000006186 oral dosage form Substances 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
239000011368 organic material Substances 0.000 description 1
229960003104 ornithine Drugs 0.000 description 1
230000003204 osmotic effect Effects 0.000 description 1
ZVTQYRVARPYRRE-UHFFFAOYSA-N oxadiazol-4-one Chemical group O=C1CON=N1 ZVTQYRVARPYRRE-UHFFFAOYSA-N 0.000 description 1
JNGDFYLGDPAEBY-UHFFFAOYSA-N oxadiazole-4-thione Chemical group S=C1CON=N1 JNGDFYLGDPAEBY-UHFFFAOYSA-N 0.000 description 1
KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 1
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
150000002972 pentoses Chemical class 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
230000035699 permeability Effects 0.000 description 1
229940044652 phenolsulfonate Drugs 0.000 description 1
229940044654 phenolsulfonic acid Drugs 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
229920001308 poly(aminoacid) Polymers 0.000 description 1
229920000747 poly(lactic acid) Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229940068918 polyethylene glycol 400 Drugs 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229940068984 polyvinyl alcohol Drugs 0.000 description 1
235000019422 polyvinyl alcohol Nutrition 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
OXCMYAYHXIHQOA-UHFFFAOYSA-N potassium;[2-butyl-5-chloro-3-[[4-[2-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol Chemical compound [K+].CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=2C(=CC=CC=2)C2=N[N-]N=N2)C=C1 OXCMYAYHXIHQOA-UHFFFAOYSA-N 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
230000035755 proliferation Effects 0.000 description 1
125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
UORVCLMRJXCDCP-UHFFFAOYSA-N propynoic acid Chemical compound OC(=O)C#C UORVCLMRJXCDCP-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000008512 pyrimidinediones Chemical class 0.000 description 1
150000008318 pyrimidones Chemical class 0.000 description 1
125000002294 quinazolinyl group Chemical class N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
239000002994 raw material Substances 0.000 description 1
210000000664 rectum Anatomy 0.000 description 1
230000036454 renin-angiotensin system Effects 0.000 description 1
238000012827 research and development Methods 0.000 description 1
HEBKCHPVOIAQTA-ZXFHETKHSA-N ribitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)CO HEBKCHPVOIAQTA-ZXFHETKHSA-N 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
229940010747 sodium hyaluronate Drugs 0.000 description 1
RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
ZNCPFRVNHGOPAG-UHFFFAOYSA-L sodium oxalate Chemical compound [Na+].[Na+].[O-]C(=O)C([O-])=O ZNCPFRVNHGOPAG-UHFFFAOYSA-L 0.000 description 1
229940039790 sodium oxalate Drugs 0.000 description 1
YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
239000007901 soft capsule Substances 0.000 description 1
239000007909 solid dosage form Substances 0.000 description 1
238000000527 sonication Methods 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000007858 starting material Substances 0.000 description 1
229920006301 statistical copolymer Polymers 0.000 description 1
238000003756 stirring Methods 0.000 description 1
210000002784 stomach Anatomy 0.000 description 1
239000006203 subcutaneous dosage form Substances 0.000 description 1
125000005415 substituted alkoxy group Chemical group 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
QIQCZROILFZKAT-UHFFFAOYSA-N tetracarbon dioxide Chemical group O=C=C=C=C=O QIQCZROILFZKAT-UHFFFAOYSA-N 0.000 description 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
150000004044 tetrasaccharides Chemical class 0.000 description 1
XWMXMWHHTIEXRE-UHFFFAOYSA-N thiadiazole 1-oxide Chemical group O=S1C=CN=N1 XWMXMWHHTIEXRE-UHFFFAOYSA-N 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
238000013519 translation Methods 0.000 description 1
235000013337 tricalcium citrate Nutrition 0.000 description 1
150000003627 tricarboxylic acid derivatives Chemical class 0.000 description 1
ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
PLSARIKBYIPYPF-UHFFFAOYSA-H trimagnesium dicitrate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O PLSARIKBYIPYPF-UHFFFAOYSA-H 0.000 description 1
210000004291 uterus Anatomy 0.000 description 1
229940005605 valeric acid Drugs 0.000 description 1
ACWBQPMHZXGDFX-QFIPXVFZSA-N valsartan Chemical compound C1=CC(CN(C(=O)CCCC)[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=CC=C1C1=NN=NN1 ACWBQPMHZXGDFX-QFIPXVFZSA-N 0.000 description 1
210000005166 vasculature Anatomy 0.000 description 1
239000000811 xylitol Substances 0.000 description 1
HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
235000010447 xylitol Nutrition 0.000 description 1
229960002675 xylitol Drugs 0.000 description 1
229940102001 zinc bromide Drugs 0.000 description 1
239000011667 zinc carbonate Substances 0.000 description 1
235000004416 zinc carbonate Nutrition 0.000 description 1
229910000010 zinc carbonate Inorganic materials 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
239000011576 zinc lactate Substances 0.000 description 1
235000000193 zinc lactate Nutrition 0.000 description 1
229940050168 zinc lactate Drugs 0.000 description 1
229940118827 zinc phenolsulfonate Drugs 0.000 description 1
NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
229910000368 zinc sulfate Inorganic materials 0.000 description 1
229960001763 zinc sulfate Drugs 0.000 description 1
VRGNUPCISFMPEM-ZVGUSBNCSA-L zinc;(2r,3r)-2,3-dihydroxybutanedioate Chemical compound [Zn+2].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O VRGNUPCISFMPEM-ZVGUSBNCSA-L 0.000 description 1
MCOGTQGPHPAUJN-UHFFFAOYSA-L zinc;2-hydroxyacetate Chemical compound [Zn+2].OCC([O-])=O.OCC([O-])=O MCOGTQGPHPAUJN-UHFFFAOYSA-L 0.000 description 1
BOVNWDGXGNVNQD-UHFFFAOYSA-L zinc;2-hydroxybenzenesulfonate Chemical compound [Zn+2].OC1=CC=CC=C1S([O-])(=O)=O.OC1=CC=CC=C1S([O-])(=O)=O BOVNWDGXGNVNQD-UHFFFAOYSA-L 0.000 description 1
JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 description 1
MLVWCBYTEFCFSG-UHFFFAOYSA-L zinc;dithiocyanate Chemical compound [Zn+2].[S-]C#N.[S-]C#N MLVWCBYTEFCFSG-UHFFFAOYSA-L 0.000 description 1
FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1611—Inorganic compounds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1641—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poloxamers
- A61K9/1647—Polyesters, e.g. poly(lactide-co-glycolide)
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Medicinal Chemistry (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Inorganic Chemistry (AREA)
Organic Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Medicinal Preparation (AREA)
Plural Heterocyclic Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

LT2000082A 1998-03-04 2000-08-31 Aii antagonisto sulėtinto atpalaidavimo preparatas, jo gavimas ir panaudojimas LT4800B (lt)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP5236698		1998-03-04

Publications (2)

Publication Number	Publication Date
LT2000082A LT2000082A (en)	2001-03-26
LT4800B true LT4800B (lt)	2001-06-25

Family

ID=12912818

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LT2000082A LT4800B (lt)	1998-03-04	2000-08-31	Aii antagonisto sulėtinto atpalaidavimo preparatas, jo gavimas ir panaudojimas

Country Status (21)

Country	Link
US (2)	US6589547B1 (pt)
EP (1)	EP1058541B1 (pt)
KR (1)	KR20010086245A (pt)
CN (1)	CN1291888A (pt)
AT (1)	ATE258430T1 (pt)
AU (1)	AU2745199A (pt)
BR (1)	BR9908474A (pt)
CA (1)	CA2318446C (pt)
DE (1)	DE69914460T2 (pt)
EE (1)	EE200000499A (pt)
ES (1)	ES2214013T3 (pt)
HU (1)	HUP0101439A3 (pt)
ID (1)	ID25640A (pt)
IL (1)	IL137979A0 (pt)
LT (1)	LT4800B (pt)
LV (1)	LV12585B (pt)
NO (1)	NO20004350L (pt)
PL (1)	PL342684A1 (pt)
SK (1)	SK11902000A3 (pt)
WO (1)	WO1999044590A1 (pt)
ZA (1)	ZA991706B (pt)

Families Citing this family (36)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR20010086245A (ko) *	1998-03-04	2001-09-10	다케다 야쿠힌 고교 가부시키가이샤	Ａⅱ 길항제용 서방성 제제, 그것의 제조 및 용도
AU774799B2 (en)	1999-04-28	2004-07-08	Takeda Pharmaceutical Company Limited	Preventives / remedies / progression inhibitors for simplex retinopathy or preproliferating retinopathy
SE9903028D0 (sv) *	1999-08-27	1999-08-27	Astra Ab	New use
DK1216038T3 (da)	1999-08-30	2005-12-27	Sanofi Aventis Deutschland	Anvendelse af inhibitorer af reninangiotensinsystemet ved forebyggelsen af cardiovaskulære hændelser
WO2001060362A1 (fr) *	2000-02-18	2001-08-23	Takeda Chemical Industries, Ltd.	INHIBITEURS DE TNF-$g(a)
CA2400845A1 (en) *	2000-02-21	2001-08-23	Takeda Chemical Industries, Ltd.	Sustained-release preparation of physiologically active compound slightly soluble in water and production process and use of the same
WO2002015935A1 (en) *	2000-08-25	2002-02-28	Takeda Chemical Industries, Ltd.	Fibrinogen lowering agents
WO2002034263A1 (en) *	2000-10-25	2002-05-02	Takeda Chemical Industries, Ltd.	Preventives/remedies for portal hypertension
US20040121008A1 (en) *	2001-03-16	2004-06-24	Keiko Shiraishi	Process for producing sustained release preparation
WO2003013609A1 (fr) *	2001-08-03	2003-02-20	Takeda Chemical Industries, Ltd.	Medicaments a liberation continue
BRPI0105509B8 (pt) *	2001-11-05	2021-05-25	Univ Minas Gerais	formulações do peptídeo angiotensina-(1-7) usando as ciclodextrinas, lipossomas e o polímero plga
WO2003041739A1 (fr)	2001-11-13	2003-05-22	Takeda Chemical Industries, Ltd.	Agents anticancer
WO2003047573A1 (en) *	2001-12-03	2003-06-12	Takeda Chemical Industries, Ltd.	Insulin resistance improving agents
US7407778B2 (en) *	2002-02-07	2008-08-05	Pettegrew Jay W	Compounds, compositions and methods for treating neuropsychiatric disorders
US7700074B2 (en) *	2002-02-07	2010-04-20	Pettegrew Jay W	Method and system for diagnosis of neuropsychiatric disorders including chronic alcoholism
AU2003292775A1 (en) *	2002-12-27	2004-07-29	Takeda Pharmaceutical Company Limited	Body weight gain inhibitor
US20050038093A1 (en) *	2003-05-02	2005-02-17	Boehringer Ingelheim International Gmbh	Treating diabetic retinopathy with angiotensin II receptor blockers
ATE437884T1 (de) *	2003-05-29	2009-08-15	Jay W Pettegrew	Glycerophosphocholin und derivate davon zur medizinischen abbildung von neuropsychiatrischen erkrankungen
US20060257842A1 (en) *	2003-05-29	2006-11-16	Pettegrew Jay W	Cryopreservation media and molecules
WO2005097109A1 (en) *	2004-04-01	2005-10-20	Daniel Batlle	Methods for achieving a protective ace2 expression level
EP1750862B1 (en)	2004-06-04	2011-01-05	Teva Pharmaceutical Industries Ltd.	Pharmaceutical composition containing irbesartan
KR20070073872A (ko) *	2004-10-07	2007-07-10	다케다 야쿠힌 고교 가부시키가이샤	대사 증후군의 예방 또는 치료용 제제
WO2006046528A1 (ja) *	2004-10-29	2006-05-04	Kowa Co., Ltd.	糸球体疾患治療剤
WO2006087394A1 (fr) *	2005-02-21	2006-08-24	Flamel Technologies	Forme pharmaceutique orale de losartan
US20090054502A1 (en) *	2005-03-30	2009-02-26	Takeda Pharmaceutical Company Limited	Benzimidazole Derivative and Use as Angiotensin II Antagonist
JP2009504800A (ja) *	2005-08-22	2009-02-05	アレンビクリミテッド	バルサルタンの調製方法
EA016728B1 (ru) *	2006-08-10	2012-07-30	Такеда Фармасьютикал Компани Лимитед	Фармацевтическая композиция
EP1897537A1 (en) *	2006-09-04	2008-03-12	Novartis AG	Composition comprising an angiotensin II receptor antagonist
PE20081364A1 (es) *	2006-09-04	2008-12-04	Novartis Ag	Composicion farmaceutica que comprende valsartan
EP1908469A1 (en)	2006-10-06	2008-04-09	Boehringer Ingelheim Vetmedica Gmbh	Angiotensin II receptor antagonist for the treatment of systemic diseases in cats
AR064381A1 (es)	2006-12-18	2009-04-01	Takeda Pharmaceutical	Composicion de liberacion sostenida y metodos para producirla
CN101011393B (zh) *	2007-02-16	2010-10-06	广州柏赛罗药业有限公司	厄贝沙坦胃内滞留型缓释药物组合物
AU2008235790B2 (en) *	2007-03-28	2013-06-06	Takeda Pharmaceutical Company Limited	Solid pharmaceutical composition comprising a benzimidazole-7-carboxylate derivative and a pH control agent
EP2281557A4 (en) *	2008-04-29	2011-08-31	Hanall Biopharma Co Ltd	PHARMACEUTICAL FORMULATION CONTAINING AN ANGIOTENSIN II RECEPTOR BLOCKING AGENT
CA2761576C (en)	2009-05-20	2017-08-22	Boehringer Ingelheim Vetmedica Gmbh	Oral suspension comprising telmisartan
WO2018002673A1 (en)	2016-07-01	2018-01-04	N4 Pharma Uk Limited	Novel formulations of angiotensin ii receptor antagonists

Citations (23)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5671073A (en)	1979-11-12	1981-06-13	Takeda Chem Ind Ltd	Imidazole derivative
JPS5671074A (en)	1979-11-12	1981-06-13	Takeda Chem Ind Ltd	1,2-disubstituted-4-halogenoimidazole-5-acetic acid derivative
JPS5798270A (en)	1980-10-21	1982-06-18	Takeda Chem Ind Ltd	1,2-disubstituted-4-chloroimidazole-5-acetic acid derivative
JPS58157768A (ja)	1982-03-16	1983-09-19	Takeda Chem Ind Ltd	４−クロロ−２−フエニルイミダゾ−ル−５−酢酸誘導体
EP0253310A2 (en)	1986-07-11	1988-01-20	E.I. Du Pont De Nemours And Company	Angiotensin II receptor blocking imidazoles
EP0291969A2 (en)	1987-05-22	1988-11-23	E.I. Du Pont De Nemours And Company	Tetrazole intermediates to antihypertensive compounds
EP0323841A2 (en)	1988-01-07	1989-07-12	E.I. Du Pont De Nemours And Company	Substituted pyrrole, pyrazole and triazole angiotensin II antagonists
EP0324377A2 (en)	1988-01-07	1989-07-19	E.I. Du Pont De Nemours And Company	Angiotensin II receptor blocking imidazoles and combinations thereof with diuretics and NSaids
US4880804A (en)	1988-01-07	1989-11-14	E. I. Du Pont De Nemours And Company	Angiotensin II receptor blocking benzimidazoles
EP0392317A2 (de)	1989-04-08	1990-10-17	Dr. Karl Thomae GmbH	Benzimidazole, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
EP0399731A1 (en)	1989-05-23	1990-11-28	Zeneca Limited	Azaindenes
EP0403158A2 (en)	1989-06-14	1990-12-19	Smithkline Beecham Corporation	Imidazolyl-alkenoic acids
EP0407342A2 (de)	1989-07-06	1991-01-09	Ciba-Geigy Ag	Neue Pyrimidin Derivate
WO1991000277A1 (en)	1989-06-30	1991-01-10	E.I. Du Pont De Nemours And Company	Substituted imidazoles
EP0409332A2 (en)	1989-07-19	1991-01-23	Merck & Co. Inc.	Substituted triazoles as angiotensin II antagonists
EP0411766A1 (en)	1989-07-03	1991-02-06	Merck & Co. Inc.	Substituted quinazolinones as angiotensin II antagonists
EP0434038A1 (en)	1989-12-22	1991-06-26	Takeda Chemical Industries, Ltd.	Fused imidazole derivatives, their production and use
EP0442473A1 (en)	1990-02-15	1991-08-21	Takeda Chemical Industries, Ltd.	Pyrimidinedione derivatives, their production and use
EP0443568A1 (en)	1990-02-22	1991-08-28	Takeda Chemical Industries, Ltd.	Fused thiophene derivatives, their production and use
EP0518033A1 (en)	1991-04-16	1992-12-16	Takeda Chemical Industries, Ltd.	Fused heterocyclic compounds, their production and use
US5183899A (en)	1989-08-02	1993-02-02	Takeda Chemical Industries, Ltd.	Pyrazole derivative
EP0603712A2 (en)	1992-12-22	1994-06-29	Takeda Chemical Industries, Ltd.	Heterocyclic compounds having angiotensin II antagonistic activity and use thereof
JPH10504017A (ja)	1994-05-03	1998-04-14	アルカームズコントロールドセラピューティックス，インコーポレイテッド	生体適合性ポリマーからの薬物放出調節方法

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2751907A (en) *	1953-09-18	1956-06-26	Bishop & Co Platinum Works J	Pellet injector
US4898732A (en) *	1988-05-04	1990-02-06	The Clinipad Corporation	Inhibiting of tumor growth with an antagonist of the renin-angioten-sin system
DE69010076T2 (de) *	1989-05-25	1994-12-08	Takeda Chemical Industries Ltd	Transdermales therapeutisches Mittel.
US5225205A (en) *	1989-07-28	1993-07-06	Debiopharm S.A.	Pharmaceutical composition in the form of microparticles
IL95975A (en)	1989-10-24	1997-06-10	Takeda Chemical Industries Ltd	N-benzyl- 2-alkylbenzimidazole derivatives, their production and pharmaceutical compositions containing them
IL99246A0 (en) *	1990-09-10	1992-07-15	Abbott Lab	Angiotensin ii receptor antagonists and pharmaceutical compositions containing them
US5171217A (en) *	1991-02-28	1992-12-15	Indiana University Foundation	Method for delivery of smooth muscle cell inhibitors
JPH06510763A (ja) *	1991-08-19	1994-12-01	イー・アイ・デュポン・ドゥ・ヌムール・アンド・カンパニー	アンジオテンシン２受容体遮断イミダゾリノン誘導体
TW284688B (pt) *	1991-11-20	1996-09-01	Takeda Pharm Industry Co Ltd
GB2272899A (en) *	1992-11-30	1994-06-01	Du Pont Merck Pharma	Angiotensin-11 receptor blocking cycloalkylbenzylimidazoles
US5288720A (en) *	1993-04-23	1994-02-22	American Cyanamid Company	Angiotensin II receptor blocking 2,3,6 substituted quinazolinones
US5721263A (en) *	1993-06-07	1998-02-24	Takeda Chemical Industries, Ltd.	Pharmaceutical composition for angiotensin II-mediated diseases
ATE502664T1 (de) *	1993-07-19	2011-04-15	Angiotech Pharm Inc	Herstellungsmethode eines stents mit anti- angiogener zusammensetzung
JPH0789849A (ja)	1993-09-20	1995-04-04	Fujisawa Pharmaceut Co Ltd	徐放性製剤
DE69632684T2 (de) *	1995-06-27	2005-06-09	Takeda Pharmaceutical Co. Ltd.	Verfahren zur herstellung von zubereitungen mit verzögerter freisetzung
SK282346B6 (sk)	1996-03-29	2002-01-07	Smithkline Beecham Corporation	Dihydrát monometánsulfonátu kyseliny (E)-alfa-[2-n-butyl-1-[(4- karboxyfenyl)metyl]-1H-imidazol-5-yl]metylén-2- tiofénpropiónovej, spôsob jeho prípravy, farmaceutický prostriedok s jeho obsahom
GB9613470D0 (en) *	1996-06-27	1996-08-28	Ciba Geigy Ag	Small solid oral dosage form
US6201002B1 (en) *	1997-01-10	2001-03-13	Merck & Co., Inc.	Method for reducing mortality with an angiotensin II antagonist
US5958884A (en) *	1997-04-11	1999-09-28	The Brigham And Women's Hospital, Inc.	Compositions and methods for treating erectile dysfunction
US6306826B1 (en) *	1997-06-04	2001-10-23	The Regents Of The University Of California	Treatment of heart failure with growth hormone
DE19741635A1 (de) *	1997-09-22	1999-03-25	Hoechst Marion Roussel De Gmbh	Biphenylsulfonylcyanamide, Verfahren zu ihrer Herstellung und ihre Verwendung als Medikament
KR20010086245A (ko) *	1998-03-04	2001-09-10	다케다 야쿠힌 고교 가부시키가이샤	Ａⅱ 길항제용 서방성 제제, 그것의 제조 및 용도

1999
- 1999-03-03 KR KR1020007008919A patent/KR20010086245A/ko not_active Abandoned
- 1999-03-03 CA CA002318446A patent/CA2318446C/en not_active Expired - Fee Related
- 1999-03-03 EE EEP200000499A patent/EE200000499A/xx unknown
- 1999-03-03 ID IDW20001680A patent/ID25640A/id unknown
- 1999-03-03 SK SK1190-2000A patent/SK11902000A3/sk unknown
- 1999-03-03 DE DE69914460T patent/DE69914460T2/de not_active Expired - Lifetime
- 1999-03-03 ES ES99907846T patent/ES2214013T3/es not_active Expired - Lifetime
- 1999-03-03 AU AU27451/99A patent/AU2745199A/en not_active Abandoned
- 1999-03-03 AT AT99907846T patent/ATE258430T1/de not_active IP Right Cessation
- 1999-03-03 HU HU0101439A patent/HUP0101439A3/hu unknown
- 1999-03-03 ZA ZA9901706A patent/ZA991706B/xx unknown
- 1999-03-03 IL IL13797999A patent/IL137979A0/xx unknown
- 1999-03-03 EP EP99907846A patent/EP1058541B1/en not_active Expired - Lifetime
- 1999-03-03 BR BR9908474-0A patent/BR9908474A/pt not_active IP Right Cessation
- 1999-03-03 PL PL99342684A patent/PL342684A1/xx unknown
- 1999-03-03 CN CN99803444A patent/CN1291888A/zh active Pending
- 1999-03-03 WO PCT/JP1999/001011 patent/WO1999044590A1/en not_active Ceased
- 1999-03-09 US US09/601,986 patent/US6589547B1/en not_active Expired - Fee Related
2000
- 2000-08-16 LV LVP-00-110A patent/LV12585B/en unknown
- 2000-08-31 LT LT2000082A patent/LT4800B/lt not_active IP Right Cessation
- 2000-09-01 NO NO20004350A patent/NO20004350L/no unknown
2003
- 2003-05-22 US US10/443,308 patent/US7294344B2/en not_active Expired - Fee Related

Patent Citations (25)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5671073A (en)	1979-11-12	1981-06-13	Takeda Chem Ind Ltd	Imidazole derivative
JPS5671074A (en)	1979-11-12	1981-06-13	Takeda Chem Ind Ltd	1,2-disubstituted-4-halogenoimidazole-5-acetic acid derivative
US4340598A (en)	1979-11-12	1982-07-20	Takeda Chemical Industries, Ltd.	Hypotensive imidazole derivatives
US4355040A (en)	1979-11-12	1982-10-19	Takeda Chemical Industries, Ltd.	Hypotensive imidazole-5-acetic acid derivatives
JPS5798270A (en)	1980-10-21	1982-06-18	Takeda Chem Ind Ltd	1,2-disubstituted-4-chloroimidazole-5-acetic acid derivative
JPS58157768A (ja)	1982-03-16	1983-09-19	Takeda Chem Ind Ltd	４−クロロ−２−フエニルイミダゾ−ル−５−酢酸誘導体
EP0253310A2 (en)	1986-07-11	1988-01-20	E.I. Du Pont De Nemours And Company	Angiotensin II receptor blocking imidazoles
EP0291969A2 (en)	1987-05-22	1988-11-23	E.I. Du Pont De Nemours And Company	Tetrazole intermediates to antihypertensive compounds
EP0323841A2 (en)	1988-01-07	1989-07-12	E.I. Du Pont De Nemours And Company	Substituted pyrrole, pyrazole and triazole angiotensin II antagonists
EP0324377A2 (en)	1988-01-07	1989-07-19	E.I. Du Pont De Nemours And Company	Angiotensin II receptor blocking imidazoles and combinations thereof with diuretics and NSaids
US4880804A (en)	1988-01-07	1989-11-14	E. I. Du Pont De Nemours And Company	Angiotensin II receptor blocking benzimidazoles
EP0392317A2 (de)	1989-04-08	1990-10-17	Dr. Karl Thomae GmbH	Benzimidazole, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
EP0399731A1 (en)	1989-05-23	1990-11-28	Zeneca Limited	Azaindenes
EP0403158A2 (en)	1989-06-14	1990-12-19	Smithkline Beecham Corporation	Imidazolyl-alkenoic acids
WO1991000277A1 (en)	1989-06-30	1991-01-10	E.I. Du Pont De Nemours And Company	Substituted imidazoles
EP0411766A1 (en)	1989-07-03	1991-02-06	Merck & Co. Inc.	Substituted quinazolinones as angiotensin II antagonists
EP0407342A2 (de)	1989-07-06	1991-01-09	Ciba-Geigy Ag	Neue Pyrimidin Derivate
EP0409332A2 (en)	1989-07-19	1991-01-23	Merck & Co. Inc.	Substituted triazoles as angiotensin II antagonists
US5183899A (en)	1989-08-02	1993-02-02	Takeda Chemical Industries, Ltd.	Pyrazole derivative
EP0434038A1 (en)	1989-12-22	1991-06-26	Takeda Chemical Industries, Ltd.	Fused imidazole derivatives, their production and use
EP0442473A1 (en)	1990-02-15	1991-08-21	Takeda Chemical Industries, Ltd.	Pyrimidinedione derivatives, their production and use
EP0443568A1 (en)	1990-02-22	1991-08-28	Takeda Chemical Industries, Ltd.	Fused thiophene derivatives, their production and use
EP0518033A1 (en)	1991-04-16	1992-12-16	Takeda Chemical Industries, Ltd.	Fused heterocyclic compounds, their production and use
EP0603712A2 (en)	1992-12-22	1994-06-29	Takeda Chemical Industries, Ltd.	Heterocyclic compounds having angiotensin II antagonistic activity and use thereof
JPH10504017A (ja)	1994-05-03	1998-04-14	アルカームズコントロールドセラピューティックス，インコーポレイテッド	生体適合性ポリマーからの薬物放出調節方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATRICE HILDGEN ET AL.: "Improved Activity of a New Angiotensin Receptor Antagonist by an Injectable Spray-Dried Polymer Microsphere Preparation", PHARMACEUTICAL RESEARCH, 1997, pages 887 - 891, XP002109157, DOI: doi:10.1023/A:1012147700014

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EE200000499A (et)	2002-02-15
EP1058541A1 (en)	2000-12-13
CA2318446C (en)	2008-09-23
ID25640A (id)	2000-10-19
AU2745199A (en)	1999-09-20
PL342684A1 (en)	2001-07-02
LV12585B (en)	2001-03-20
CA2318446A1 (en)	1999-09-10
NO20004350L (no)	2000-10-03
US7294344B2 (en)	2007-11-13
ES2214013T3 (es)	2004-09-01
DE69914460D1 (de)	2004-03-04
SK11902000A3 (sk)	2001-02-12
WO1999044590A1 (en)	1999-09-10
LV12585A (en)	2000-12-20
EP1058541B1 (en)	2004-01-28
ATE258430T1 (de)	2004-02-15
ZA991706B (en)	2000-10-03
KR20010086245A (ko)	2001-09-10
IL137979A0 (en)	2001-10-31
US20030198676A1 (en)	2003-10-23
CN1291888A (zh)	2001-04-18
US6589547B1 (en)	2003-07-08
LT2000082A (en)	2001-03-26
DE69914460T2 (de)	2004-10-28
BR9908474A (pt)	2000-12-05
HUP0101439A2 (hu)	2001-10-28
NO20004350D0 (no)	2000-09-01
HUP0101439A3 (en)	2002-09-30

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US20040219208A1 (en)	2004-11-04	Sustained-release medicines
WO2002074340A1 (fr)	2002-09-26	Procede de fabrication d'une preparation a liberation continue
KR100245395B1 (ko)	2000-03-02	장기간의 국소 마취를 제공하는 제형 및 그 방법
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CA2407472A1 (en)	2002-10-23	Sustained release compositions
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CZ20003164A3 (cs)	2000-11-15	Prostředek s prodlouženým uvolňováním pro antagonistů angiotensinu II, jeho příprava a použití
JP2001316296A (ja)	2001-11-13	水に難溶性の生理活性化合物の徐放性製剤、その製造法および用途
MXPA00008171A (en)	2001-07-31	Sustained-release preparation for aii antagonist, production and use thereof
JP2002201128A (ja)	2002-07-16	門脈圧亢進症予防・治療剤
JP2002068982A (ja)	2002-03-08	徐放性組成物
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