NO800326L - Fremgangsmaate for fremstilling av tiazolderivater - Google Patents
Fremgangsmaate for fremstilling av tiazolderivaterInfo
- Publication number
- NO800326L NO800326L NO800326A NO800326A NO800326L NO 800326 L NO800326 L NO 800326L NO 800326 A NO800326 A NO 800326A NO 800326 A NO800326 A NO 800326A NO 800326 L NO800326 L NO 800326L
- Authority
- NO
- Norway
- Prior art keywords
- carbon atoms
- halogen
- phenyl
- thiazole
- derivatives
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
- 150000002576 ketones Chemical class 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 4
- 150000003839 salts Chemical class 0.000 claims abstract description 4
- 125000001424 substituent group Chemical group 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 3
- 150000002367 halogens Chemical class 0.000 claims abstract description 3
- -1 CF^ Chemical group 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000000935 antidepressant agent Substances 0.000 abstract description 4
- 150000007979 thiazole derivatives Chemical class 0.000 abstract description 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract description 3
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 8
- 239000007787 solid Substances 0.000 description 4
- 206010015995 Eyelid ptosis Diseases 0.000 description 3
- 229940005513 antidepressants Drugs 0.000 description 3
- 201000003004 ptosis Diseases 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
- 230000001430 anti-depressive effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 229960003147 reserpine Drugs 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- DNXIKVLOVZVMQF-UHFFFAOYSA-N (3beta,16beta,17alpha,18beta,20alpha)-17-hydroxy-11-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-yohimban-16-carboxylic acid, methyl ester Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(C(=O)OC)C(O)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 DNXIKVLOVZVMQF-UHFFFAOYSA-N 0.000 description 1
- NVHNGVXBCWYLFA-UHFFFAOYSA-N 1,3-diazinane-2-thione Chemical compound S=C1NCCCN1 NVHNGVXBCWYLFA-UHFFFAOYSA-N 0.000 description 1
- XNTVDJIRXYIWQH-UHFFFAOYSA-N 2,4-dichloropentan-3-one Chemical compound CC(Cl)C(=O)C(C)Cl XNTVDJIRXYIWQH-UHFFFAOYSA-N 0.000 description 1
- 208000020401 Depressive disease Diseases 0.000 description 1
- PDQAZBWRQCGBEV-UHFFFAOYSA-N Ethylenethiourea Chemical compound S=C1NCCN1 PDQAZBWRQCGBEV-UHFFFAOYSA-N 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- LCQMZZCPPSWADO-UHFFFAOYSA-N Reserpilin Natural products COC(=O)C1COCC2CN3CCc4c([nH]c5cc(OC)c(OC)cc45)C3CC12 LCQMZZCPPSWADO-UHFFFAOYSA-N 0.000 description 1
- QEVHRUUCFGRFIF-SFWBKIHZSA-N Reserpine Natural products O=C(OC)[C@@H]1[C@H](OC)[C@H](OC(=O)c2cc(OC)c(OC)c(OC)c2)C[C@H]2[C@@H]1C[C@H]1N(C2)CCc2c3c([nH]c12)cc(OC)cc3 QEVHRUUCFGRFIF-SFWBKIHZSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000008485 antagonism Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- BJOIZNZVOZKDIG-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C([C]5C=CC(OC)=CC5=N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 BJOIZNZVOZKDIG-MDEJGZGSSA-N 0.000 description 1
- MDMGHDFNKNZPAU-UHFFFAOYSA-N roserpine Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(OC(C)=O)C(OC)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 MDMGHDFNKNZPAU-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Psychiatry (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7903431A FR2448544A1 (fr) | 1979-02-12 | 1979-02-12 | Derives de thiazole et leur application en therapeutique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO800326L true NO800326L (no) | 1980-08-13 |
Family
ID=9221832
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO800326A NO800326L (no) | 1979-02-12 | 1980-02-07 | Fremgangsmaate for fremstilling av tiazolderivater |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4282225A (pt) |
| EP (1) | EP0015798B1 (pt) |
| JP (1) | JPS55111492A (pt) |
| AT (1) | ATE772T1 (pt) |
| AU (1) | AU5536180A (pt) |
| CA (1) | CA1117942A (pt) |
| DE (1) | DE3060236D1 (pt) |
| DK (1) | DK58380A (pt) |
| ES (1) | ES488388A1 (pt) |
| FR (1) | FR2448544A1 (pt) |
| GR (1) | GR74116B (pt) |
| IE (1) | IE49387B1 (pt) |
| IL (1) | IL59358A (pt) |
| NO (1) | NO800326L (pt) |
| NZ (1) | NZ192844A (pt) |
| PT (1) | PT70818A (pt) |
| ZA (1) | ZA80742B (pt) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2719346A (en) * | 1952-06-14 | 1955-10-04 | Caciagli Armando | Molding apparatus having vibrating means |
| FR2479831A1 (fr) * | 1980-04-08 | 1981-10-09 | Synthelabo | Derives de thiazole, leur preparation et leur application en therapeutique |
| DK2875069T3 (en) | 2012-07-17 | 2018-01-02 | Italmatch Chemicals Spa | FLAMMABLE PVC COMPOSITIONS |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2853872A (en) * | 1955-03-14 | 1958-09-30 | E J Lavino & Co | Refractory brick |
| US4059588A (en) * | 1965-07-19 | 1977-11-22 | Ici Australia Limited | Process for preparing 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole |
| CH513918A (de) * | 1968-07-31 | 1971-10-15 | Sandoz Ag | Verfahren zur Herstellung von 2-n-Alkyl-3-phenyl-6,7-dihydro-5H-thiazolo(3,2-a)pyrimidinen bzw. 2-n-Alkyl-3-phenyl-5,6-dihydroimidazo(2,1-b)thiazolen |
| US3671533A (en) * | 1970-01-26 | 1972-06-20 | Sandoz Ag | 2,3,5,6-TETRAHYDROIMIDAZO{8 2,1-b{9 THIAZOLES |
| BE797547A (fr) * | 1973-03-29 | 1973-10-01 | Ici Ltd | Composes, compositions et procedes antibacteriens |
-
1979
- 1979-02-12 FR FR7903431A patent/FR2448544A1/fr active Granted
-
1980
- 1980-02-04 US US06/117,990 patent/US4282225A/en not_active Expired - Lifetime
- 1980-02-07 NO NO800326A patent/NO800326L/no unknown
- 1980-02-08 AU AU55361/80A patent/AU5536180A/en not_active Abandoned
- 1980-02-08 ES ES488388A patent/ES488388A1/es not_active Expired
- 1980-02-08 ZA ZA00800742A patent/ZA80742B/xx unknown
- 1980-02-08 IE IE245/80A patent/IE49387B1/en unknown
- 1980-02-09 JP JP1538780A patent/JPS55111492A/ja active Pending
- 1980-02-11 NZ NZ192844A patent/NZ192844A/xx unknown
- 1980-02-11 IL IL59358A patent/IL59358A/xx unknown
- 1980-02-11 PT PT70818A patent/PT70818A/pt unknown
- 1980-02-11 DK DK58380A patent/DK58380A/da unknown
- 1980-02-11 CA CA000345387A patent/CA1117942A/en not_active Expired
- 1980-02-12 EP EP80400210A patent/EP0015798B1/fr not_active Expired
- 1980-02-12 AT AT80400210T patent/ATE772T1/de not_active IP Right Cessation
- 1980-02-12 DE DE8080400210T patent/DE3060236D1/de not_active Expired
- 1980-11-23 GR GR61022A patent/GR74116B/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IE49387B1 (en) | 1985-10-02 |
| DE3060236D1 (en) | 1982-04-29 |
| EP0015798A1 (fr) | 1980-09-17 |
| IL59358A0 (en) | 1980-05-30 |
| JPS55111492A (en) | 1980-08-28 |
| EP0015798B1 (fr) | 1982-03-24 |
| FR2448544B1 (pt) | 1982-11-12 |
| ES488388A1 (es) | 1980-10-01 |
| US4282225A (en) | 1981-08-04 |
| CA1117942A (en) | 1982-02-09 |
| ATE772T1 (de) | 1982-04-15 |
| IL59358A (en) | 1982-09-30 |
| NZ192844A (en) | 1981-07-13 |
| ZA80742B (en) | 1981-02-25 |
| GR74116B (pt) | 1984-06-06 |
| AU5536180A (en) | 1980-08-21 |
| FR2448544A1 (fr) | 1980-09-05 |
| DK58380A (da) | 1980-08-13 |
| PT70818A (fr) | 1980-03-01 |
| IE800245L (en) | 1980-08-12 |
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