GB1391052A - Medicinal use of pyrazolone derivatives - Google Patents
Medicinal use of pyrazolone derivativesInfo
- Publication number
- GB1391052A GB1391052A GB2978673A GB2978673A GB1391052A GB 1391052 A GB1391052 A GB 1391052A GB 2978673 A GB2978673 A GB 2978673A GB 2978673 A GB2978673 A GB 2978673A GB 1391052 A GB1391052 A GB 1391052A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- pyrazol
- alkyl
- diluent
- admixture
- Prior art date
- 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
Links
- 229940083761 high-ceiling diuretics pyrazolone derivative Drugs 0.000 title abstract 2
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 title abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000003085 diluting agent Substances 0.000 abstract 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 2
- 239000004480 active ingredient Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- -1 carbonamido Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- OBSLWIKITOYASJ-YDEIVXIUSA-N (3r,4r,5s,6r)-6-(hydroxymethyl)-3-(methylamino)oxane-2,4,5-triol Chemical class CN[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O OBSLWIKITOYASJ-YDEIVXIUSA-N 0.000 abstract 1
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 abstract 1
- DQPSGRGQVKFYCB-UHFFFAOYSA-N 5-amino-2-[(3,4-dimethylphenyl)methyl]-1h-pyrazol-3-one Chemical compound C1=C(C)C(C)=CC=C1CN1C(=O)C=C(N)N1 DQPSGRGQVKFYCB-UHFFFAOYSA-N 0.000 abstract 1
- XXFKYVPYCORMHQ-UHFFFAOYSA-N 5-amino-2-[(4-bromophenyl)methyl]-1h-pyrazol-3-one Chemical compound N1C(N)=CC(=O)N1CC1=CC=C(Br)C=C1 XXFKYVPYCORMHQ-UHFFFAOYSA-N 0.000 abstract 1
- ACOIYJJFAXRSHM-UHFFFAOYSA-N 5-aminopyrazol-3-one Chemical compound NC1=CC(=O)N=N1 ACOIYJJFAXRSHM-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 150000005840 aryl radicals Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 abstract 1
- 239000008298 dragée Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229960002442 glucosamine Drugs 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000000644 isotonic solution Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000006187 pill Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000008174 sterile solution Substances 0.000 abstract 1
- 239000000829 suppository Substances 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- A61K31/415—1,2-Diazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
- C07D231/52—Oxygen atom in position 3 and nitrogen atom in position 5, or vice versa
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1391052 Pyrazolone derivatives BAYER AG 22 June 1973 [23 June 1972] 29786/73 Heading A5B A pharmaceutical composition contains as an active ingredient a compound which is a 3-amino-pyrazol-5-one of general formula: or its salt in which R is an aryl radical which carries either no substituents or the following substituents, (a) 1, 2 or 3 identical or different substituents selected from halogen, trifluoromethyl, alkyl, phenyl, alkoxy, and alkenoxy groups; or (b) one alkylamino, dialkylamino, trifluoromethoxy, nitro, nitrile, carbonamido, sulphonamido or SO n -Alkyl (n=0, 1 or 2) group and optionally also 1 or 2 substituents selected from alkyl, alkoxy, halogen and trifluoromethyl groups; or (c) an annellated branched or unbranched, saturated or unsaturated 5-, 6- or 7-membered-isocyclic or heterocyclic ring (which latter ring can optionally contain 1 or 2 oxygen andlor sulphur atoms) in admixture with a solid or liquefied gaseous diluent or in admixture with a liquid diluent other than a solvent of a molecular weight less than 200 except in the presence of a surface active agent. The active ingredient may be in the form of its sodium, potassium, ethanolamine, diethanolamine, triethanolamine, amino-tris-hydroxymethyl-methane, glucosamine or N-methyl-glucosamine salt. The compound may be used in the form of a sterile or isotonic solution. It may also be used with or without a diluent, as a medicament and in the form of tablets, pills, dragees, capsules, ampoules or suppositories. Suitable compounds exemplified are 3-aminol-(4-chlorobenzyl)-pyrazole- 5 - one, 3-amino- 1-(4-bromobenzyl)-pyrazol-5-one and 3-amino- 1-(3, 4-dimethylbenzyl)-pyrazol-5-one.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2230675A DE2230675A1 (en) | 1972-06-23 | 1972-06-23 | DIURETIC AND ANTIHYPERTENSIVE AGENT |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1391052A true GB1391052A (en) | 1975-04-16 |
Family
ID=5848526
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2978673A Expired GB1391052A (en) | 1972-06-23 | 1973-06-22 | Medicinal use of pyrazolone derivatives |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE801227A (en) |
| DE (1) | DE2230675A1 (en) |
| FR (1) | FR2189071B1 (en) |
| GB (1) | GB1391052A (en) |
| IE (1) | IE37835B1 (en) |
| IL (1) | IL42562A (en) |
| LU (1) | LU67748A1 (en) |
| NL (1) | NL7308648A (en) |
| ZA (1) | ZA734240B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE30420E (en) * | 1973-04-17 | 1980-10-21 | Bayer Aktiengesellschaft | Pyrazol-5-ones |
| DE2319278C2 (en) * | 1973-04-17 | 1986-02-20 | Bayer Ag, 5090 Leverkusen | Pharmaceutical agent |
| US4081596A (en) * | 1973-04-17 | 1978-03-28 | Bayer Aktiengesellschaft | Pyrazol-5-ones |
-
1972
- 1972-06-23 DE DE2230675A patent/DE2230675A1/en not_active Withdrawn
-
1973
- 1973-06-06 LU LU67748A patent/LU67748A1/xx unknown
- 1973-06-20 IL IL42562A patent/IL42562A/en unknown
- 1973-06-21 NL NL7308648A patent/NL7308648A/xx unknown
- 1973-06-21 BE BE132532A patent/BE801227A/en unknown
- 1973-06-22 GB GB2978673A patent/GB1391052A/en not_active Expired
- 1973-06-22 IE IE1036/73A patent/IE37835B1/en unknown
- 1973-06-22 FR FR7322954A patent/FR2189071B1/fr not_active Expired
- 1973-06-22 ZA ZA734240A patent/ZA734240B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2230675A1 (en) | 1974-01-10 |
| ZA734240B (en) | 1974-05-29 |
| AU5720073A (en) | 1975-01-09 |
| LU67748A1 (en) | 1973-08-16 |
| IL42562A0 (en) | 1973-08-29 |
| FR2189071A1 (en) | 1974-01-25 |
| IL42562A (en) | 1977-05-31 |
| NL7308648A (en) | 1973-12-27 |
| FR2189071B1 (en) | 1977-09-09 |
| IE37835B1 (en) | 1977-10-26 |
| IE37835L (en) | 1973-12-23 |
| BE801227A (en) | 1973-12-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |