CA1184120A - Pharmaceutical composition containing 1-(2-3'- carboxypropionyl oxyethyl)-2-methyl-5-nitroimidazole as active therapeutic agent - Google Patents

Pharmaceutical composition containing 1-(2-3'- carboxypropionyl oxyethyl)-2-methyl-5-nitroimidazole as active therapeutic agent

Info

Publication number: CA1184120A
Authority: CA; Canada
Prior art keywords: composition; oxyethyl; nitroimidazole; methyl; carboxypropionyl
Prior art date: 1980-12-03
Legal status (The legal status 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 status listed.): Expired

Application number

CA000391456A

Other languages

English (en)

French (fr)

Inventor

Jose Juan Morales Roman

Jose Antonio Martinez Venegas

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Laboratorios Silanes SA de CV

Original Assignee

Laboratorios Silanes SA de CV

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.)

1980-12-03

Filing date

1981-12-03

Publication date

1985-03-19

1981-12-03 Application filed by Laboratorios Silanes SA de CV filed Critical Laboratorios Silanes SA de CV

1985-03-19 Application granted granted Critical

1985-03-19 Publication of CA1184120A publication Critical patent/CA1184120A/en

Status Expired legal-status Critical Current

Links

239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 7
APPATXNXXOVPAY-UHFFFAOYSA-N 4-[2-(2-methyl-5-nitroimidazol-1-yl)ethoxy]-4-oxobutanoic acid Chemical compound CC1=NC=C([N+]([O-])=O)N1CCOC(=O)CCC(O)=O APPATXNXXOVPAY-UHFFFAOYSA-N 0.000 title abstract description 3
239000003814 drug Substances 0.000 title 1
229940124597 therapeutic agent Drugs 0.000 title 1
238000000034 method Methods 0.000 claims abstract description 6
150000003839 salts Chemical class 0.000 claims abstract description 6
238000011282 treatment Methods 0.000 claims abstract description 5
239000004480 active ingredient Substances 0.000 claims abstract description 3
239000000203 mixture Substances 0.000 claims description 29
150000001875 compounds Chemical class 0.000 claims description 10
-1 aliphatic amino acids Chemical class 0.000 claims description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
238000007911 parenteral administration Methods 0.000 claims description 4
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
208000015181 infectious disease Diseases 0.000 claims description 3
241000606125 Bacteroides Species 0.000 claims description 2
241000606124 Bacteroides fragilis Species 0.000 claims description 2
241000193468 Clostridium perfringens Species 0.000 claims description 2
150000001342 alkaline earth metals Chemical class 0.000 claims description 2
229910021529 ammonia Inorganic materials 0.000 claims description 2
238000001356 surgical procedure Methods 0.000 claims description 2
239000002253 acid Substances 0.000 claims 3
150000007513 acids Chemical class 0.000 claims 3
239000002585 base Substances 0.000 claims 3
239000003937 drug carrier Substances 0.000 claims 3
208000022506 anaerobic bacteria infectious disease Diseases 0.000 claims 2
241000193464 Clostridium sp. Species 0.000 claims 1
241000191992 Peptostreptococcus Species 0.000 claims 1
239000003513 alkali Substances 0.000 claims 1
239000002552 dosage form Substances 0.000 claims 1
230000002265 prevention Effects 0.000 claims 1
238000011321 prophylaxis Methods 0.000 claims 1
238000011200 topical administration Methods 0.000 claims 1
201000010099 disease Diseases 0.000 abstract 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
244000005700 microbiome Species 0.000 abstract 1
239000000243 solution Substances 0.000 description 14
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
239000003795 chemical substances by application Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000013543 active substance Substances 0.000 description 3
239000003708 ampul Substances 0.000 description 3
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
239000003701 inert diluent Substances 0.000 description 3
235000019359 magnesium stearate Nutrition 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
239000000829 suppository Substances 0.000 description 3
239000003826 tablet Substances 0.000 description 3
230000000699 topical effect Effects 0.000 description 3
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
229910002016 Aerosil® 200 Inorganic materials 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
239000000654 additive Substances 0.000 description 2
239000000783 alginic acid Substances 0.000 description 2
235000010443 alginic acid Nutrition 0.000 description 2
229920000615 alginic acid Polymers 0.000 description 2
229960001126 alginic acid Drugs 0.000 description 2
150000004781 alginic acids Chemical class 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
238000001914 filtration Methods 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
239000003906 humectant Substances 0.000 description 2
239000007924 injection Substances 0.000 description 2
238000002347 injection Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000012528 membrane Substances 0.000 description 2
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
239000002674 ointment Substances 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000003755 preservative agent Substances 0.000 description 2
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 2
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
229960003415 propylparaben Drugs 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000008223 sterile water Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000000454 talc Substances 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
229940099259 vaseline Drugs 0.000 description 2
LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
FFYTTYVSDVWNMY-UHFFFAOYSA-N 2-Methyl-5-nitroimidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1 FFYTTYVSDVWNMY-UHFFFAOYSA-N 0.000 description 1
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose 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](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
241000193403 Clostridium Species 0.000 description 1
229920002261 Corn starch Polymers 0.000 description 1
LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
206010017711 Gangrene Diseases 0.000 description 1
239000001828 Gelatine Substances 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
206010024652 Liver abscess Diseases 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
229920003072 Plasdone™ povidone Polymers 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
WINXNKPZLFISPD-UHFFFAOYSA-M Saccharin sodium Chemical compound [Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 WINXNKPZLFISPD-UHFFFAOYSA-M 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose 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)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
241000906446 Theraps Species 0.000 description 1
238000001056 aerosol solvent extraction system Methods 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
244000052616 bacterial pathogen Species 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
229960000541 cetyl alcohol Drugs 0.000 description 1
238000000576 coating method Methods 0.000 description 1
239000003086 colorant Substances 0.000 description 1
239000008120 corn starch Substances 0.000 description 1
229940099112 cornstarch Drugs 0.000 description 1
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000008298 dragée Substances 0.000 description 1
LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 1
229940093471 ethyl oleate Drugs 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
239000011521 glass Substances 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
239000008187 granular material Substances 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
238000003780 insertion Methods 0.000 description 1
230000037431 insertion Effects 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
239000001095 magnesium carbonate Substances 0.000 description 1
229910000021 magnesium carbonate Inorganic materials 0.000 description 1
159000000003 magnesium salts Chemical class 0.000 description 1
239000000463 material Substances 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
235000008390 olive oil Nutrition 0.000 description 1
239000004006 olive oil Substances 0.000 description 1
150000002895 organic esters Chemical class 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
229940127557 pharmaceutical product Drugs 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
229920001592 potato starch Polymers 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
230000000069 prophylactic effect Effects 0.000 description 1
206010038351 renal abscess Diseases 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000008174 sterile solution Substances 0.000 description 1
239000003206 sterilizing agent Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
241001148471 unidentified anaerobic bacterium Species 0.000 description 1
210000001215 vagina Anatomy 0.000 description 1
239000000003 vaginal tablet Substances 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000003981 vehicle Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
- C07D233/94—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to other ring members
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Life Sciences & Earth Sciences (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Communicable Diseases (AREA)
Pharmacology & Pharmacy (AREA)
Oncology (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

CA000391456A 1980-12-03 1981-12-03 Pharmaceutical composition containing 1-(2-3'- carboxypropionyl oxyethyl)-2-methyl-5-nitroimidazole as active therapeutic agent Expired CA1184120A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
MX9,191		1980-12-03
MX809191U MX6789E (es)	1980-12-03	1980-12-03	Procedimiento para la elaboracion de composiciones antibacterianas a base de 1-(2,3'-carboxipropioniloxietil)-2-metil-5-nitroimidazol

Publications (1)

Publication Number	Publication Date
CA1184120A true CA1184120A (en)	1985-03-19

Family

ID=19741552

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000391456A Expired CA1184120A (en)	1980-12-03	1981-12-03	Pharmaceutical composition containing 1-(2-3'- carboxypropionyl oxyethyl)-2-methyl-5-nitroimidazole as active therapeutic agent

Country Status (12)

Country	Link
JP (1)	JPS57188518A (es)
BE (1)	BE891284A (es)
CA (1)	CA1184120A (es)
CH (1)	CH652597A5 (es)
DE (1)	DE3147959A1 (es)
FR (1)	FR2494993A1 (es)
GB (1)	GB2089208A (es)
IT (1)	IT1145989B (es)
LU (1)	LU83802A1 (es)
MX (1)	MX6789E (es)
NL (1)	NL8105449A (es)
PT (1)	PT74056B (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1194283B (it) *	1983-06-21	1988-09-14	Isnardi Pietro & C Spa	Derivato idrosolubile del 1-(2-idrossietil)-2-metil-5-nitro-imidazolo ad attivita' terapeutica,procedimento per la sua preparazione e relative composizioni farmaceutiche
KR927003604A (ko) *	1990-12-11	1992-12-18	헨리커스 요하네스 휘벨츠	헤테로고리 카르복실산 에스테르, 그의 제조방법 및 위장약 제조에의 용도

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB983123A (en) *	1961-07-07	1965-02-10	Rhone Poulenc Sa	Improvements in or relating to imidazole derivatives

1980
- 1980-12-03 MX MX809191U patent/MX6789E/es unknown
1981
- 1981-11-27 PT PT74056A patent/PT74056B/pt unknown
- 1981-11-27 IT IT12688/81A patent/IT1145989B/it active
- 1981-11-30 BE BE//206684A patent/BE891284A/fr not_active IP Right Cessation
- 1981-12-01 CH CH7680/81A patent/CH652597A5/de not_active IP Right Cessation
- 1981-12-01 LU LU83802A patent/LU83802A1/fr unknown
- 1981-12-02 FR FR8122594A patent/FR2494993A1/fr active Pending
- 1981-12-02 NL NL8105449A patent/NL8105449A/nl not_active Application Discontinuation
- 1981-12-02 GB GB8136309A patent/GB2089208A/en not_active Withdrawn
- 1981-12-03 CA CA000391456A patent/CA1184120A/en not_active Expired
- 1981-12-03 JP JP56193768A patent/JPS57188518A/ja active Pending
- 1981-12-03 DE DE19813147959 patent/DE3147959A1/de not_active Withdrawn

Also Published As

Publication number	Publication date
CH652597A5 (de)	1985-11-29
JPS57188518A (en)	1982-11-19
MX6789E (es)	1986-07-21
GB2089208A (en)	1982-06-23
LU83802A1 (fr)	1983-09-01
IT1145989B (it)	1986-11-12
PT74056B (en)	1983-04-26
PT74056A (en)	1981-12-01
NL8105449A (nl)	1982-07-01
DE3147959A1 (de)	1983-03-24
IT8112688A0 (it)	1981-11-27
FR2494993A1 (fr)	1982-06-04
BE891284A (fr)	1982-06-01

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