DE2727333A1 - Triazolderivate, verfahren zu deren herstellung und sie enthaltende arzneimittel - Google Patents
Triazolderivate, verfahren zu deren herstellung und sie enthaltende arzneimittelInfo
- Publication number
- DE2727333A1 DE2727333A1 DE19772727333 DE2727333A DE2727333A1 DE 2727333 A1 DE2727333 A1 DE 2727333A1 DE 19772727333 DE19772727333 DE 19772727333 DE 2727333 A DE2727333 A DE 2727333A DE 2727333 A1 DE2727333 A1 DE 2727333A1
- Authority
- DE
- Germany
- Prior art keywords
- triazole
- hydrazino
- acceptable salts
- therapeutically acceptable
- compound
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 title claims 4
- 229940126601 medicinal product Drugs 0.000 title 1
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- 150000003839 salts Chemical class 0.000 claims description 28
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- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
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- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 239000011363 dried mixture Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 230000001077 hypotensive effect Effects 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000037023 motor activity Effects 0.000 description 1
- UWOWFTKCBCYKNZ-UHFFFAOYSA-N n-(benzylideneamino)-1h-1,2,4-triazol-5-amine Chemical class N=1C=NNC=1NN=CC1=CC=CC=C1 UWOWFTKCBCYKNZ-UHFFFAOYSA-N 0.000 description 1
- JNYGYDMKLXJAOU-UHFFFAOYSA-N n-[(2,6-dimethylphenyl)methylideneamino]-1h-1,2,4-triazol-5-amine Chemical compound CC1=CC=CC(C)=C1C=NNC1=NC=NN1 JNYGYDMKLXJAOU-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 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
- 235000019260 propionic acid Nutrition 0.000 description 1
- 229940107700 pyruvic acid Drugs 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
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000020374 simple syrup Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008107 starch Chemical class 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/14—Nitrogen atoms
-
- 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Cardiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmacology & Pharmacy (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)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE7607653A SE7607653L (sv) | 1976-07-05 | 1976-07-05 | Substituerade triazoler |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2727333A1 true DE2727333A1 (de) | 1978-01-12 |
Family
ID=20328383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19772727333 Pending DE2727333A1 (de) | 1976-07-05 | 1977-06-16 | Triazolderivate, verfahren zu deren herstellung und sie enthaltende arzneimittel |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS535168A (enExample) |
| AT (1) | AT351529B (enExample) |
| AU (1) | AU2650677A (enExample) |
| BE (1) | BE856356A (enExample) |
| DD (1) | DD130478A5 (enExample) |
| DE (1) | DE2727333A1 (enExample) |
| DK (1) | DK295377A (enExample) |
| FI (1) | FI772013A7 (enExample) |
| FR (1) | FR2357549A1 (enExample) |
| HU (1) | HU172956B (enExample) |
| LU (1) | LU77684A1 (enExample) |
| NL (1) | NL7707445A (enExample) |
| NO (1) | NO772339L (enExample) |
| SE (1) | SE7607653L (enExample) |
| SU (1) | SU664562A3 (enExample) |
| ZA (1) | ZA773470B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4338453A (en) | 1980-09-17 | 1982-07-06 | The Upjohn Company | Aminoalkyl-1,2,4-triazoles |
| GB201300435D0 (en) | 2013-01-10 | 2013-02-27 | Medical Res Council | Benzylideneguanidine Derivatives and Therapeutic Use for the Treatment of Protein Misfolding Diseases |
-
1976
- 1976-07-05 SE SE7607653A patent/SE7607653L/xx unknown
-
1977
- 1977-06-04 HU HU77HE00000739A patent/HU172956B/hu unknown
- 1977-06-08 ZA ZA00773470A patent/ZA773470B/xx unknown
- 1977-06-16 DE DE19772727333 patent/DE2727333A1/de active Pending
- 1977-06-24 AT AT446877A patent/AT351529B/de not_active IP Right Cessation
- 1977-06-27 AU AU26506/77A patent/AU2650677A/en active Pending
- 1977-06-28 FI FI772013A patent/FI772013A7/fi not_active Application Discontinuation
- 1977-07-01 DK DK295377A patent/DK295377A/da unknown
- 1977-07-01 BE BE178983A patent/BE856356A/xx unknown
- 1977-07-01 NO NO772339A patent/NO772339L/no unknown
- 1977-07-01 DD DD7700199841A patent/DD130478A5/xx unknown
- 1977-07-04 SU SU772499560A patent/SU664562A3/ru active
- 1977-07-04 FR FR7720495A patent/FR2357549A1/fr active Granted
- 1977-07-04 LU LU77684A patent/LU77684A1/xx unknown
- 1977-07-05 NL NL7707445A patent/NL7707445A/xx unknown
- 1977-07-05 JP JP7958577A patent/JPS535168A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ZA773470B (en) | 1978-04-26 |
| FI772013A7 (enExample) | 1978-01-06 |
| DK295377A (da) | 1978-01-06 |
| NL7707445A (nl) | 1978-01-09 |
| LU77684A1 (enExample) | 1978-01-31 |
| HU172956B (hu) | 1979-01-28 |
| FR2357549A1 (fr) | 1978-02-03 |
| AU2650677A (en) | 1979-01-04 |
| SE7607653L (sv) | 1978-01-06 |
| SU664562A3 (ru) | 1979-05-25 |
| BE856356A (fr) | 1978-01-02 |
| JPS535168A (en) | 1978-01-18 |
| ATA446877A (de) | 1979-01-15 |
| AT351529B (de) | 1979-07-25 |
| DD130478A5 (de) | 1978-04-05 |
| NO772339L (no) | 1978-01-06 |
| FR2357549B1 (enExample) | 1979-07-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |