DE2251154C3 - 2-Aminoalkylthio-4-(p-thiophenyl)-3H-1,5-benzodiazepinderivate, solche enthaltende Arzneimittel und Desinfektionsmittel und Verfahren zu ihrer Herstellung - Google Patents
2-Aminoalkylthio-4-(p-thiophenyl)-3H-1,5-benzodiazepinderivate, solche enthaltende Arzneimittel und Desinfektionsmittel und Verfahren zu ihrer HerstellungInfo
- Publication number
- DE2251154C3 DE2251154C3 DE2251154A DE2251154A DE2251154C3 DE 2251154 C3 DE2251154 C3 DE 2251154C3 DE 2251154 A DE2251154 A DE 2251154A DE 2251154 A DE2251154 A DE 2251154A DE 2251154 C3 DE2251154 C3 DE 2251154C3
- Authority
- DE
- Germany
- Prior art keywords
- benzodiazepine
- phenylthiophenyl
- solution
- isopropanol
- ethylthio
- 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
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- 201000001155 extrinsic allergic alveolitis Diseases 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- PLHJDBGFXBMTGZ-UHFFFAOYSA-N furazolidone Chemical compound O1C([N+](=O)[O-])=CC=C1C=NN1C(=O)OCC1 PLHJDBGFXBMTGZ-UHFFFAOYSA-N 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 230000009610 hypersensitivity Effects 0.000 description 1
- 208000022098 hypersensitivity pneumonitis Diseases 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- LFETXMWECUPHJA-UHFFFAOYSA-N methanamine;hydrate Chemical group O.NC LFETXMWECUPHJA-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LRMHVVPPGGOAJQ-UHFFFAOYSA-N methyl nitrate Chemical compound CO[N+]([O-])=O LRMHVVPPGGOAJQ-UHFFFAOYSA-N 0.000 description 1
- PTIUDKQYXMFYAI-UHFFFAOYSA-N methylammonium nitrate Chemical group NC.O[N+]([O-])=O PTIUDKQYXMFYAI-UHFFFAOYSA-N 0.000 description 1
- LLWRXQXPJMPHLR-UHFFFAOYSA-N methylazanium;iodide Chemical group [I-].[NH3+]C LLWRXQXPJMPHLR-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 201000009240 nasopharyngitis Diseases 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 210000003300 oropharynx Anatomy 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N p-menthan-3-ol Chemical compound CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- 229940056360 penicillin g Drugs 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229940045105 silver iodide Drugs 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- CGRKYEALWSRNJS-UHFFFAOYSA-N sodium;2-methylbutan-2-olate Chemical compound [Na+].CCC(C)(C)[O-] CGRKYEALWSRNJS-UHFFFAOYSA-N 0.000 description 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 208000003265 stomatitis Diseases 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 1
- 239000001974 tryptic soy broth Substances 0.000 description 1
- 239000006150 trypticase soy agar Substances 0.000 description 1
- 108010050327 trypticase-soy broth Proteins 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/12—1,5-Benzodiazepines; Hydrogenated 1,5-benzodiazepines
-
- 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
-
- 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
- A61P31/12—Antivirals
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Virology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pulmonology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT3001871 | 1971-10-19 | ||
| IT2450972A IT1045205B (it) | 1972-05-18 | 1972-05-18 | 2 aminoalchiltio 3h i 5 benzodiazepine terapeuticamente attive e procedimento per la loro preparazione |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2251154A1 DE2251154A1 (de) | 1973-04-26 |
| DE2251154B2 DE2251154B2 (de) | 1980-10-16 |
| DE2251154C3 true DE2251154C3 (de) | 1981-06-25 |
Family
ID=26328517
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2251154A Expired DE2251154C3 (de) | 1971-10-19 | 1972-10-19 | 2-Aminoalkylthio-4-(p-thiophenyl)-3H-1,5-benzodiazepinderivate, solche enthaltende Arzneimittel und Desinfektionsmittel und Verfahren zu ihrer Herstellung |
| DE2265242A Expired DE2265242C2 (de) | 1971-10-19 | 1972-10-19 | Verfahren zur Herstellung von tautomeren 4-Phenyl-1,3-dihydro-2H-1,5-benzodiazepin-2-thionen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2265242A Expired DE2265242C2 (de) | 1971-10-19 | 1972-10-19 | Verfahren zur Herstellung von tautomeren 4-Phenyl-1,3-dihydro-2H-1,5-benzodiazepin-2-thionen |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US3933793A (https=) |
| JP (1) | JPS5616788B2 (https=) |
| AT (1) | AT321922B (https=) |
| BE (1) | BE790224A (https=) |
| CA (1) | CA975770A (https=) |
| DE (2) | DE2251154C3 (https=) |
| DK (1) | DK143800C (https=) |
| ES (1) | ES407722A1 (https=) |
| FR (1) | FR2157890B1 (https=) |
| IE (1) | IE37514B1 (https=) |
| IL (1) | IL40563A (https=) |
| NL (1) | NL147141B (https=) |
| NO (1) | NO138113C (https=) |
| SE (1) | SE393983B (https=) |
| YU (1) | YU36935B (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4123430A (en) * | 1977-11-10 | 1978-10-31 | G. D. Searle & Co. | 2-Aryl-4-(1-piperazinyl)-3H-1,5-benzodiazepines |
| JPH0681779U (ja) * | 1993-05-11 | 1994-11-22 | エムエイシイサンコー株式会社 | 状差し |
| CN112812070B (zh) * | 2021-01-30 | 2022-10-21 | 陕西师范大学 | 一种吡啶钯高效催化制备苯二氮卓类化合物的方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3296251A (en) * | 1963-02-26 | 1967-01-03 | American Home Prod | 3-mercapto and 3-substituted mercapto-1, 3-dihydro-2h-1, 4-benzodiazepin-2-ones |
| DE1933666A1 (de) * | 1968-08-17 | 1970-09-03 | Egyt Gyogyszervegyeszeti Gyar | Neue 2,3-Dihydro-6,7-benzo-(1,5)-diazepine und Verfahren zur Herstellung derselben |
| US3595858A (en) * | 1969-10-21 | 1971-07-27 | Pfizer | 1h-1,5-benzodiazepinecarboxamide antiinflammatory agents |
| DE2053679A1 (de) * | 1970-11-02 | 1972-05-18 | Neue 2-Alkoxy-(bzw. 2-Alkylmercapto)- |
-
0
- BE BE790224D patent/BE790224A/xx not_active IP Right Cessation
-
1972
- 1972-08-02 JP JP7757372A patent/JPS5616788B2/ja not_active Expired
- 1972-10-04 YU YU2494/72A patent/YU36935B/xx unknown
- 1972-10-06 DK DK493672A patent/DK143800C/da not_active IP Right Cessation
- 1972-10-10 US US05/296,045 patent/US3933793A/en not_active Expired - Lifetime
- 1972-10-12 IL IL40563A patent/IL40563A/en unknown
- 1972-10-13 IE IE1392/72A patent/IE37514B1/xx unknown
- 1972-10-16 AT AT884472A patent/AT321922B/de not_active IP Right Cessation
- 1972-10-17 NL NL727214034A patent/NL147141B/xx not_active IP Right Cessation
- 1972-10-18 ES ES407722A patent/ES407722A1/es not_active Expired
- 1972-10-18 CA CA154,243A patent/CA975770A/en not_active Expired
- 1972-10-18 SE SE7213420A patent/SE393983B/xx unknown
- 1972-10-18 NO NO3736/72A patent/NO138113C/no unknown
- 1972-10-19 DE DE2251154A patent/DE2251154C3/de not_active Expired
- 1972-10-19 DE DE2265242A patent/DE2265242C2/de not_active Expired
- 1972-10-19 FR FR7237114A patent/FR2157890B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES407722A1 (es) | 1976-02-16 |
| DK143800C (da) | 1982-03-29 |
| BE790224A (fr) | 1973-02-15 |
| DE2251154B2 (de) | 1980-10-16 |
| IE37514B1 (en) | 1977-08-17 |
| SE393983B (sv) | 1977-05-31 |
| NL7214034A (https=) | 1973-04-25 |
| FR2157890A1 (https=) | 1973-06-08 |
| FR2157890B1 (https=) | 1975-10-31 |
| JPS4848487A (https=) | 1973-07-09 |
| IL40563A (en) | 1976-01-30 |
| DE2265242A1 (de) | 1977-01-13 |
| NO138113C (no) | 1978-07-05 |
| AT321922B (de) | 1975-04-25 |
| DK143800B (da) | 1981-10-12 |
| IE37514L (en) | 1973-04-19 |
| YU249472A (en) | 1982-06-18 |
| JPS5616788B2 (https=) | 1981-04-18 |
| DE2251154A1 (de) | 1973-04-26 |
| NO138113B (no) | 1978-03-28 |
| IL40563A0 (en) | 1972-12-29 |
| YU36935B (en) | 1984-08-31 |
| NL147141B (nl) | 1975-09-15 |
| DE2265242C2 (de) | 1983-03-10 |
| US3933793A (en) | 1976-01-20 |
| CA975770A (en) | 1975-10-07 |
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