IE42416B1 - Triazolocycloalkahydrothiadiazine derivatives - Google Patents
Triazolocycloalkahydrothiadiazine derivativesInfo
- Publication number
- IE42416B1 IE42416B1 IE184/76A IE18476A IE42416B1 IE 42416 B1 IE42416 B1 IE 42416B1 IE 184/76 A IE184/76 A IE 184/76A IE 18476 A IE18476 A IE 18476A IE 42416 B1 IE42416 B1 IE 42416B1
- Authority
- IE
- Ireland
- Prior art keywords
- grams
- compounds
- amino
- triazole
- hexahydro
- Prior art date
Links
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- 239000011812 mixed powder Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 230000036651 mood Effects 0.000 description 1
- 230000037023 motor activity Effects 0.000 description 1
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Chemical group CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003176 neuroleptic agent Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 125000001400 nonyl 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])C([H])([H])[H] 0.000 description 1
- 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
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 125000002958 pentadecyl 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])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
- 229940111202 pepsin Drugs 0.000 description 1
- 230000001175 peptic effect Effects 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 230000000505 pernicious effect Effects 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 1
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 125000006233 propoxy propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 230000003236 psychic effect Effects 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000011084 recovery 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
- 229960003147 reserpine Drugs 0.000 description 1
- 239000012260 resinous material Substances 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
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000003248 secreting effect Effects 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 239000008279 sol Substances 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 239000012439 solid excipient Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000013222 sprague-dawley male rat Methods 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 210000001562 sternum Anatomy 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 239000002731 stomach secretion inhibitor Substances 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000007916 tablet composition Substances 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
- 238000002560 therapeutic procedure Methods 0.000 description 1
- HTSABYAWKQAHBT-UHFFFAOYSA-N trans 3-methylcyclohexanol Natural products CC1CCCC(O)C1 HTSABYAWKQAHBT-UHFFFAOYSA-N 0.000 description 1
- DZCJZBPBJLJJCT-UHFFFAOYSA-N triazolo[4,5-e]thiadiazine Chemical compound N1=NSC2=NN=NC2=C1 DZCJZBPBJLJJCT-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000002948 undecyl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012431 wafers Nutrition 0.000 description 1
- 229940100445 wheat starch Drugs 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- 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
- C07D249/12—Oxygen or sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/571,940 US3954981A (en) | 1975-04-28 | 1975-04-28 | Triazolocycloalkylhydrothiadiazine derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE42416L IE42416L (en) | 1976-10-28 |
| IE42416B1 true IE42416B1 (en) | 1980-07-30 |
Family
ID=24285683
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE184/76A IE42416B1 (en) | 1975-04-28 | 1976-01-30 | Triazolocycloalkahydrothiadiazine derivatives |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US3954981A (en, 2012) |
| JP (1) | JPS51127096A (en, 2012) |
| BE (1) | BE839033A (en, 2012) |
| CA (1) | CA1051892A (en, 2012) |
| CH (1) | CH619713A5 (en, 2012) |
| DE (1) | DE2607575A1 (en, 2012) |
| DK (1) | DK140018B (en, 2012) |
| ES (1) | ES445219A1 (en, 2012) |
| FR (1) | FR2309228A1 (en, 2012) |
| GB (1) | GB1479572A (en, 2012) |
| IE (1) | IE42416B1 (en, 2012) |
| IL (1) | IL48972A (en, 2012) |
| MX (1) | MX3257E (en, 2012) |
| NL (1) | NL7601315A (en, 2012) |
| NO (1) | NO760328L (en, 2012) |
| PH (1) | PH11323A (en, 2012) |
| SE (1) | SE7601208L (en, 2012) |
| ZA (1) | ZA76940B (en, 2012) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1565734A (en) * | 1977-05-03 | 1980-04-23 | Laroche Navarron Sa | Fused triazoles |
| US4411905A (en) * | 1979-09-04 | 1983-10-25 | Richardson-Merrell Inc. | Antisecretory 1,2,4-triazole-3-thiols |
-
1975
- 1975-04-28 US US05/571,940 patent/US3954981A/en not_active Expired - Lifetime
-
1976
- 1976-01-30 IE IE184/76A patent/IE42416B1/en unknown
- 1976-02-02 NO NO760328*[A patent/NO760328L/no unknown
- 1976-02-04 IL IL48972A patent/IL48972A/xx unknown
- 1976-02-04 DK DK45776AA patent/DK140018B/da unknown
- 1976-02-04 SE SE7601208A patent/SE7601208L/xx unknown
- 1976-02-05 GB GB4486/76A patent/GB1479572A/en not_active Expired
- 1976-02-06 PH PH18064A patent/PH11323A/en unknown
- 1976-02-10 NL NL7601315A patent/NL7601315A/xx not_active Application Discontinuation
- 1976-02-16 ES ES76445219D patent/ES445219A1/es not_active Expired
- 1976-02-17 CA CA245,925A patent/CA1051892A/en not_active Expired
- 1976-02-17 ZA ZA940A patent/ZA76940B/xx unknown
- 1976-02-18 MX MX000330U patent/MX3257E/es unknown
- 1976-02-24 FR FR7605110A patent/FR2309228A1/fr active Granted
- 1976-02-25 DE DE19762607575 patent/DE2607575A1/de not_active Withdrawn
- 1976-02-27 CH CH245676A patent/CH619713A5/de not_active IP Right Cessation
- 1976-02-27 BE BE164726A patent/BE839033A/xx unknown
- 1976-03-11 JP JP51025665A patent/JPS51127096A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| MX3257E (es) | 1980-08-12 |
| DK140018B (da) | 1979-06-05 |
| CH619713A5 (en, 2012) | 1980-10-15 |
| FR2309228B1 (en, 2012) | 1980-06-27 |
| DE2607575A1 (de) | 1976-11-11 |
| GB1479572A (en) | 1977-07-13 |
| US3954981A (en) | 1976-05-04 |
| CA1051892A (en) | 1979-04-03 |
| NO760328L (en, 2012) | 1976-10-29 |
| SE7601208L (sv) | 1976-10-29 |
| DK140018C (en, 2012) | 1979-11-05 |
| ES445219A1 (es) | 1977-06-01 |
| ZA76940B (en) | 1977-01-26 |
| DK45776A (en, 2012) | 1976-10-29 |
| IE42416L (en) | 1976-10-28 |
| AU1089976A (en) | 1977-08-11 |
| NL7601315A (nl) | 1976-11-01 |
| JPS51127096A (en) | 1976-11-05 |
| IL48972A0 (en) | 1976-04-30 |
| IL48972A (en) | 1978-12-17 |
| PH11323A (en) | 1977-11-02 |
| FR2309228A1 (fr) | 1976-11-26 |
| BE839033A (fr) | 1976-06-16 |
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