RU94022663A - Derivatives of 2-mercaptobenzimidazole having selective anxyolytic activity - Google Patents
Derivatives of 2-mercaptobenzimidazole having selective anxyolytic activityInfo
- Publication number
- RU94022663A RU94022663A RU94022663/04A RU94022663A RU94022663A RU 94022663 A RU94022663 A RU 94022663A RU 94022663/04 A RU94022663/04 A RU 94022663/04A RU 94022663 A RU94022663 A RU 94022663A RU 94022663 A RU94022663 A RU 94022663A
- Authority
- RU
- Russia
- Prior art keywords
- derivatives
- mercaptobenzimidazole
- compounds
- anxyolytic
- activity
- Prior art date
Links
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical class C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 title claims abstract 5
- 230000000694 effects Effects 0.000 title abstract 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims abstract 2
- 239000002168 alkylating agent Substances 0.000 claims abstract 2
- 229940100198 alkylating agent Drugs 0.000 claims abstract 2
- 230000029936 alkylation Effects 0.000 claims abstract 2
- 238000005804 alkylation reaction Methods 0.000 claims abstract 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 5
- 230000000949 anxiolytic effect Effects 0.000 claims 3
- 231100000053 low toxicity Toxicity 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- -1 hypnotic Substances 0.000 claims 1
- 230000000147 hypnotic effect Effects 0.000 claims 1
- 239000003158 myorelaxant agent Substances 0.000 claims 1
- 230000001003 psychopharmacologic effect Effects 0.000 claims 1
- 230000002040 relaxant effect Effects 0.000 claims 1
- 238000012216 screening Methods 0.000 claims 1
- 239000000932 sedative agent Substances 0.000 claims 1
- 230000001624 sedative effect Effects 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 239000003814 drug Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
FIELD: medicine. SUBSTANCE: desired products have common formulawhere n= 0,2,3; R is allyl, dialkylamino- or nitrogen-containing heterocycles, Rand Rare the same or different and represent H, lower alkyls and alkoxy. Desired derivatives are prepared by alkylation of 2-mercaptobenzimidazoles with appropriate alkylating agent. The process is followed by treatment thus prepared bases with hydrogen chloride. Said derivatives or their pharmaceutically acceptable salts has anxyolytic action and are low toxic. EFFECT: creates novel derivatives of 2-mercaptobenzimidazole having selective anxyolytic activity.
Claims (1)
где n = 0, 2, 3; R - аллил, диалкиламино или азотсодержащие гетероциклы; R1 и R2 - одинаковые или различные, водород, низшие алкилы, алкокси, и их фармацевтически приемлемым солям, обладающим анксиолитической активностью. Целью изобретения является создание новых соединений в ряду 2-меркаптобензимидазола, обладающих селективной анксиолитической активностью при низкой токсичности. Цель достигается синтезом заявляемых соединений путем алкилирования 2-меркаптобензимидазолов соответствующими алкилирующими агентами с последующей обработкой образующихся оснований хлористым водородом. По данным проведенного психофармакологического скрининга по общепринятой схеме заявляемые соединения в широком диапазоне доз обладают выраженным анксиолитическим действием, которое не сопровождается побочными седативным, снотворным, миорелаксантным эффектами. Заявляемые соединения имеют низкую токсичность.The invention relates to new biologically active compounds - derivatives of 2-mercaptobenzimidazole of the General formula
where n = 0, 2, 3; R is allyl, dialkylamino or nitrogen-containing heterocycles; R 1 and R 2 are the same or different, hydrogen, lower alkyls, alkoxy, and their pharmaceutically acceptable salts having anxiolytic activity. The aim of the invention is the creation of new compounds in the series of 2-mercaptobenzimidazole with selective anxiolytic activity with low toxicity. The goal is achieved by the synthesis of the claimed compounds by alkylation of 2-mercaptobenzimidazoles with appropriate alkylating agents, followed by treatment of the resulting bases with hydrogen chloride. According to psychopharmacological screening according to the generally accepted scheme, the claimed compounds in a wide range of doses have a pronounced anxiolytic effect, which is not accompanied by side sedative, hypnotic, muscle relaxant effects. The inventive compounds have low toxicity.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU94022663/04A RU2061686C1 (en) | 1994-06-10 | 1994-06-10 | 2-mercaptobenzimidazole derivatives having selective anxiolytic activity |
| PCT/RU1995/000085 WO1995034304A1 (en) | 1994-06-10 | 1995-05-11 | Pharmacologically active 2-mercaptobenzimidazole derivatives |
| EP95918794A EP0788795B1 (en) | 1994-06-10 | 1995-05-11 | Pharmacologically active 2-mercaptobenzimidazole derivatives |
| JP50199296A JP3559045B2 (en) | 1994-06-10 | 1995-05-11 | 2-mercaptobenzimidazole derivatives having pharmacological activity |
| DE69528843T DE69528843T2 (en) | 1994-06-10 | 1995-05-11 | PHARMACOLOGICALLY ACTIVE 2-MERCAPTOBENZIMIDAZOLE DERIVATIVES |
| US08/750,369 US6376666B1 (en) | 1994-06-10 | 1995-05-11 | 2-mercaptobenzimidazole derivatives possessing pharmacological activity |
| KR1019960707153A KR970703765A (en) | 1994-06-10 | 1996-12-10 | 2-MERCAPTOBENZIMIDAZOLE DERIVATIVES POSSESSING THE PHARMACOLOGICAL ACTIVITY |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU94022663/04A RU2061686C1 (en) | 1994-06-10 | 1994-06-10 | 2-mercaptobenzimidazole derivatives having selective anxiolytic activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU94022663A true RU94022663A (en) | 1996-05-27 |
| RU2061686C1 RU2061686C1 (en) | 1996-06-10 |
Family
ID=20157201
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU94022663/04A RU2061686C1 (en) | 1994-06-10 | 1994-06-10 | 2-mercaptobenzimidazole derivatives having selective anxiolytic activity |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2061686C1 (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2157684C2 (en) * | 1997-12-22 | 2000-10-20 | Научно-исследовательский институт фармакологии Российской академии медицинских наук | Agent for treatment of patients with systemic lupus erythematosis |
| RU2288714C2 (en) * | 2004-03-31 | 2006-12-10 | Государственное учреждение Научно-исследовательский институт фармакологии им. В.В. Закусова Российской Академии медицинских наук | Agent for treatment of brain ischemic injury |
| RU2289403C2 (en) * | 2004-07-30 | 2006-12-20 | Государственное учреждение Научно-исследовательский институт фармакологии им. В.В. Закусова Российской Академии медицинских наук | Afobasol-base pharmaceutical composition |
| RU2373202C2 (en) * | 2007-10-12 | 2009-11-20 | Учреждение Российской академии медицинских наук Научно-исследовательский институт фармакологии имени В.В. Закусова РАМН | Substituted 2-[2(3-oxomorpholin-4-yl)ethylthio]benzimidazoles, with anxiolytic activity |
| RU2401831C2 (en) * | 2008-12-15 | 2010-10-20 | Алла Хем, Ллс | Medication, reducing desire for alcohol, pharmaceutical composition and methods of its obtaining, medication and treatment method |
| EP2423200A1 (en) * | 2010-05-26 | 2012-02-29 | Afofarm, Cjsc | Polymorphic forms of 5-ethoxy-2-[2-(morpholino)-ethylthio]benzimidazole dihydrochloride and processes for their preparation |
| RU2519191C1 (en) * | 2013-02-19 | 2014-06-10 | Общество с ограниченной ответственностью "Научно-производственное объединение "МедФармСинтез" | Medication, possessing anxiolytic activity |
| RU2578412C1 (en) * | 2014-12-02 | 2016-03-27 | Общество С Ограниченной Ответственностью "Валента - Интеллект" | Pharmaceutical composition for treating asthenia and/or chronic fatigue syndrome |
| EP4153209A1 (en) | 2020-05-20 | 2023-03-29 | The Board of Trustees of the University of Illinois | Method for treating lysosomal storage diseases with histatin peptides |
-
1994
- 1994-06-10 RU RU94022663/04A patent/RU2061686C1/en active Protection Beyond IP Right Term
Also Published As
| Publication number | Publication date |
|---|---|
| RU2061686C1 (en) | 1996-06-10 |
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