DD159699A5 - Verfahren zur herstellung von 4-aryl-5,6,7,7-tetrahydropyrazolo (3,4b) (1,5)-diazepin-1h,4h-5,7-dione enthaltenden arzneimitteln - Google Patents
Verfahren zur herstellung von 4-aryl-5,6,7,7-tetrahydropyrazolo (3,4b) (1,5)-diazepin-1h,4h-5,7-dione enthaltenden arzneimitteln Download PDFInfo
- Publication number
- DD159699A5 DD159699A5 DD80230827A DD23082780A DD159699A5 DD 159699 A5 DD159699 A5 DD 159699A5 DD 80230827 A DD80230827 A DD 80230827A DD 23082780 A DD23082780 A DD 23082780A DD 159699 A5 DD159699 A5 DD 159699A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- atoms
- group
- trifluoromethyl
- aryl
- medicaments
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 11
- 230000000949 anxiolytic effect Effects 0.000 claims abstract description 8
- 238000002360 preparation method Methods 0.000 claims abstract description 8
- 230000001777 nootropic effect Effects 0.000 claims abstract description 7
- 239000002249 anxiolytic agent Substances 0.000 claims abstract description 6
- 239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 5
- 230000001225 therapeutic effect Effects 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 229940124531 pharmaceutical excipient Drugs 0.000 abstract description 2
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000013543 active substance Substances 0.000 description 3
- 230000000144 pharmacologic effect Effects 0.000 description 3
- 230000001624 sedative effect Effects 0.000 description 3
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- 241000699666 Mus <mouse, genus> Species 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- 230000008485 antagonism Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 229940049706 benzodiazepine Drugs 0.000 description 2
- 150000001557 benzodiazepines Chemical class 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 206010002091 Anaesthesia Diseases 0.000 description 1
- 208000019901 Anxiety disease Diseases 0.000 description 1
- 206010003497 Asphyxia Diseases 0.000 description 1
- 241000699800 Cricetinae Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 206010039897 Sedation Diseases 0.000 description 1
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000036506 anxiety Effects 0.000 description 1
- 230000037007 arousal Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- UYXAWHWODHRRMR-UHFFFAOYSA-N hexobarbital Chemical compound O=C1N(C)C(=O)NC(=O)C1(C)C1=CCCCC1 UYXAWHWODHRRMR-UHFFFAOYSA-N 0.000 description 1
- 229960002456 hexobarbital Drugs 0.000 description 1
- 206010022437 insomnia Diseases 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000037023 motor activity Effects 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- XHRWBYFQXQEVLF-UHFFFAOYSA-N pyrazolo[4,3-e][1,4]diazepine Chemical class C1=NC=CN=C2C=NN=C21 XHRWBYFQXQEVLF-UHFFFAOYSA-N 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 230000036280 sedation Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Classifications
-
- 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
- C07D231/38—Nitrogen atoms
-
- 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
- A61P25/20—Hypnotics; Sedatives
-
- 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
- C07D231/38—Nitrogen atoms
- C07D231/40—Acylated on said nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Anesthesiology (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)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792932835 DE2932835A1 (de) | 1979-08-14 | 1979-08-14 | Neue 4-aryl-5,6,7,8-tetrahydropyrazolo(3,4-b)diazepin-1h,4h-5,7-dione und verfahren zu ihrer darstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD159699A5 true DD159699A5 (de) | 1983-03-30 |
Family
ID=6078398
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD80230827A DD159699A5 (de) | 1979-08-14 | 1980-08-12 | Verfahren zur herstellung von 4-aryl-5,6,7,7-tetrahydropyrazolo (3,4b) (1,5)-diazepin-1h,4h-5,7-dione enthaltenden arzneimitteln |
| DD80223270A DD152936A5 (de) | 1979-08-14 | 1980-08-12 | Verfahren zur herstellung von neuen 4-aryl-5,6-7,8-tetrahydropyrazolo(3,4-b)diazepin-1h,4h-5,7-dionen und diese enthaltende arzneimittel |
| DD81230731A DD159640A5 (de) | 1979-08-14 | 1981-06-11 | Verfahren zur herstellung von 5,6,7,8-tetrahydropyrazolo-(3,4 b)(1,5)-diazepin-1h,4h-5,7-dionen |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD80223270A DD152936A5 (de) | 1979-08-14 | 1980-08-12 | Verfahren zur herstellung von neuen 4-aryl-5,6-7,8-tetrahydropyrazolo(3,4-b)diazepin-1h,4h-5,7-dionen und diese enthaltende arzneimittel |
| DD81230731A DD159640A5 (de) | 1979-08-14 | 1981-06-11 | Verfahren zur herstellung von 5,6,7,8-tetrahydropyrazolo-(3,4 b)(1,5)-diazepin-1h,4h-5,7-dionen |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4302468A (cs) |
| EP (2) | EP0024038B1 (cs) |
| JP (1) | JPS5630977A (cs) |
| AR (1) | AR226860A1 (cs) |
| AT (2) | ATE5536T1 (cs) |
| AU (1) | AU535884B2 (cs) |
| CA (1) | CA1151645A (cs) |
| CS (4) | CS223847B2 (cs) |
| DD (3) | DD159699A5 (cs) |
| DE (3) | DE2932835A1 (cs) |
| DK (1) | DK350180A (cs) |
| ES (4) | ES8103749A1 (cs) |
| FI (1) | FI802536A7 (cs) |
| GR (1) | GR69798B (cs) |
| HU (1) | HU180163B (cs) |
| IL (1) | IL60828A (cs) |
| NO (1) | NO802425L (cs) |
| NZ (1) | NZ194633A (cs) |
| PH (1) | PH18209A (cs) |
| PT (1) | PT71692B (cs) |
| ZA (1) | ZA804959B (cs) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5198436A (en) * | 1989-10-17 | 1993-03-30 | Ellinwood Jr Everett H | Intraoral dosing method of administering trifluorobenzodiazepines |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3558605A (en) * | 1969-05-14 | 1971-01-26 | Parke Davis & Co | Pyrazolo(3,4-e)(1,4)diazepin-7-(1h)-one compounds |
| AT325052B (de) * | 1972-12-07 | 1975-10-10 | Degussa | Verfahren zur herstellung von neuen 6-azabenzo-1,5-diazepinen und ihren salzen |
-
1979
- 1979-08-14 DE DE19792932835 patent/DE2932835A1/de not_active Withdrawn
-
1980
- 1980-08-07 DE DE8080104654T patent/DE3062746D1/de not_active Expired
- 1980-08-07 AT AT81110770T patent/ATE5536T1/de not_active IP Right Cessation
- 1980-08-07 EP EP80104654A patent/EP0024038B1/de not_active Expired
- 1980-08-07 AT AT80104654T patent/ATE3040T1/de not_active IP Right Cessation
- 1980-08-07 DE DE8181110770T patent/DE2966484D1/de not_active Expired
- 1980-08-07 EP EP81110770A patent/EP0050376B1/de not_active Expired
- 1980-08-08 ES ES494144A patent/ES8103749A1/es not_active Expired
- 1980-08-08 ES ES494142A patent/ES8103747A1/es not_active Expired
- 1980-08-08 ES ES494141A patent/ES8103746A1/es not_active Expired
- 1980-08-08 ES ES494143A patent/ES494143A0/es active Granted
- 1980-08-12 US US06/177,411 patent/US4302468A/en not_active Expired - Lifetime
- 1980-08-12 FI FI802536A patent/FI802536A7/fi not_active Application Discontinuation
- 1980-08-12 NZ NZ194633A patent/NZ194633A/xx unknown
- 1980-08-12 DD DD80230827A patent/DD159699A5/de unknown
- 1980-08-12 AR AR282129A patent/AR226860A1/es active
- 1980-08-12 PH PH24435A patent/PH18209A/en unknown
- 1980-08-12 DD DD80223270A patent/DD152936A5/de unknown
- 1980-08-12 PT PT71692A patent/PT71692B/pt unknown
- 1980-08-12 IL IL60828A patent/IL60828A/xx unknown
- 1980-08-12 GR GR62647A patent/GR69798B/el unknown
- 1980-08-13 DK DK350180A patent/DK350180A/da not_active Application Discontinuation
- 1980-08-13 CA CA000358165A patent/CA1151645A/en not_active Expired
- 1980-08-13 ZA ZA00804959A patent/ZA804959B/xx unknown
- 1980-08-13 AU AU61423/80A patent/AU535884B2/en not_active Ceased
- 1980-08-13 CS CS817966A patent/CS223847B2/cs unknown
- 1980-08-13 CS CS817965A patent/CS223846B2/cs unknown
- 1980-08-13 CS CS817964A patent/CS223845B2/cs unknown
- 1980-08-13 NO NO802425A patent/NO802425L/no unknown
- 1980-08-13 CS CS805580A patent/CS223833B2/cs unknown
- 1980-08-13 HU HU80802017A patent/HU180163B/hu unknown
- 1980-08-14 JP JP11225480A patent/JPS5630977A/ja active Pending
-
1981
- 1981-06-11 DD DD81230731A patent/DD159640A5/de unknown
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