KR890013003A - Benzimidazole Carbamate Derivatives - Google Patents

Benzimidazole Carbamate Derivatives Download PDF

Info

Publication number
KR890013003A
KR890013003A KR1019890001626A KR890001626A KR890013003A KR 890013003 A KR890013003 A KR 890013003A KR 1019890001626 A KR1019890001626 A KR 1019890001626A KR 890001626 A KR890001626 A KR 890001626A KR 890013003 A KR890013003 A KR 890013003A
Authority
KR
South Korea
Prior art keywords
alkyl
general formula
acid addition
addition salt
formula
Prior art date
Application number
KR1019890001626A
Other languages
Korean (ko)
Inventor
헤르만 마아가레사 레이메케르스 알폰스
제인 데드가아드 프레인 에디이
Original Assignee
구스타프 반 리이트
쟈안센 파아하슈우티카 엔.부이.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by 구스타프 반 리이트, 쟈안센 파아하슈우티카 엔.부이. filed Critical 구스타프 반 리이트
Priority to KR1019890001626A priority Critical patent/KR890013003A/en
Publication of KR890013003A publication Critical patent/KR890013003A/en

Links

Landscapes

  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음.No content.

Description

벤즈이미다졸 카르바메이트 유도체Benzimidazole Carbamate Derivatives

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (10)

일반식(Ⅰ)의 화합물, 그 산부가염 또는 그 입체이성체.The compound of general formula (I), its acid addition salt, or its stereoisomer. 위의 일반식에서, R은 C1-6알킬, C3-6시클로알킬, 티에닐 또는 페닐인데 상기 기들은 할로, C1-6알킬 및 C1-6알킬옥시로 이루어진 그룹으로부터 선택한 3이하의 기로 치환될 수 있고, R1은 C1-6알킬이고, R2는 수소 또는 C1-6알킬이고, Q는 N 또는 CH이고, 1H-아졸-1-일메틸 부위는 벤즈이미다졸환의 5 또는 6위치가 치환된다.In the general formula above, R is C 1-6 alkyl, C 3-6 cycloalkyl, thienyl or phenyl wherein the groups are 3 or less selected from the group consisting of halo, C 1-6 alkyl and C 1-6 alkyloxy And R 1 is C 1-6 alkyl, R 2 is hydrogen or C 1-6 alkyl, Q is N or CH, and the 1H-azol-1-ylmethyl moiety is 5 of the benzimidazole ring. Or 6-position is substituted. 제1항에 있어서, R1이 메틸 또는 에틸이고, R2가 수소인 일반식(Ⅰ)의 화합물, 그 산부가염 또는 그 입체이성체.The compound of formula (I), acid addition salt thereof or stereoisomer thereof according to claim 1, wherein R 1 is methyl or ethyl and R 2 is hydrogen. 제2항에 있어서, Q가 CH이고, R이 페닐 또는 할로페닐인, 일반식(Ⅰ)의 화합물, 그 산부가염 또는 그 입체이성체.The compound of formula (I), acid addition salt thereof or stereoisomer thereof according to claim 2, wherein Q is CH and R is phenyl or halophenyl. 제1항에 있어서, 화합물이 메틸[5-[(4-플루오로페닐)(1H-이미다졸-1-일)메틸]-1H-벤조이미다졸-2-일]카르바메이트인 일반식(Ⅰ)의 화합물, 그 산부가염 또는 그 입체이성체.The compound of claim 1, wherein the compound is methyl [5-[(4-fluorophenyl) (1H-imidazol-1-yl) methyl] -1H-benzoimidazol-2-yl] carbamate The compound of (I), its acid addition salt, or its stereoisomer. 일반식(Ⅰ)의 화합물, 그 산부가염 또는 그 입체이성체 1이상을 구충효과량 유효성분으로 함유하고, 1이상의 담체를 조성성분으로 하는 구충약제 조성물.An antiparasitic drug composition comprising a compound of the general formula (I), an acid addition salt thereof, or one or more stereoisomers thereof as an antiparasitic effective ingredient, and comprising at least one carrier as a component. 위의 일반식에서, R은 C1-6알킬, C3-6시클로알킬, 티에닐 또는 페닐인데 상기 기들은 할로, C1-6알킬 및 C1-6알킬옥시로 이루어진 그룹으로부터 선택한 3이하의 기로 치환될 수 있고, R1은 C1-6알킬이고, R2는 수소 또는 C1-6알킬이고, Q는 N 또는 CH이고, 1H-아졸-1-일메틸 부위는 벤즈이미다졸환의 5 또는 6위치가 치환된다.In the general formula above, R is C 1-6 alkyl, C 3-6 cycloalkyl, thienyl or phenyl wherein the groups are 3 or less selected from the group consisting of halo, C 1-6 alkyl and C 1-6 alkyloxy And R 1 is C 1-6 alkyl, R 2 is hydrogen or C 1-6 alkyl, Q is N or CH, and the 1H-azol-1-ylmethyl moiety is 5 of the benzimidazole ring. Or 6-position is substituted. 제5항에 있어서, R1이 메틸이고, R2가 수소인, 구충약제 조성물.The antiparasitic composition according to claim 5, wherein R 1 is methyl and R 2 is hydrogen. 제6항에 있어서, Q가 CH이고, R이 페닐 또는 할로페닐인, 구충약제 조성물.The antiparasitic composition of claim 6 wherein Q is CH and R is phenyl or halophenyl. 일반식(Ⅰ)의 화합물, 그 산부가염 또는 그 입체이성체를 기생충 감염 온혈동물에 치료 효과량 투여하여 기생충 성장을 예방 또는 분쇄하는 방법.A method of preventing or pulverizing parasite growth by administering a compound of formula (I), an acid addition salt thereof, or a stereoisomer thereof to a warm-blooded animal infected with a parasite. 위의 일반식에서, R은 C1-6알킬, C3-6시클로알킬, 티에닐 또는 페닐인데 상기 기들은 할로, C1-6알킬 및 C1-6알킬옥시로 이루어진 그룹으로부터 선택한 3이하의 기로 치환될 수 있고, R1은 C1-6알킬이고, R2는 수소 또는 C1-6알킬이고, Q는 N 또는 CH이고, 1H-아졸-1-일메틸 부위는 벤즈이미다졸환의 5 또는 6위치가 치환된다.In the general formula above, R is C 1-6 alkyl, C 3-6 cycloalkyl, thienyl or phenyl wherein the groups are 3 or less selected from the group consisting of halo, C 1-6 alkyl and C 1-6 alkyloxy And R 1 is C 1-6 alkyl, R 2 is hydrogen or C 1-6 alkyl, Q is N or CH, and the 1H-azol-1-ylmethyl moiety is 5 of the benzimidazole ring. Or 6-position is substituted. 제8항에 있어서, Q가 CH이고, R이 페닐 또는 할로페닐인, 온혈동물에서의 기생충 성장을 예방 또는 분쇄하는 방법.The method of claim 8, wherein Q is CH and R is phenyl or halophenyl. a) 일반식(Ⅲ)의 아졸 또는 그 산부가염을 일반식(Ⅱ)의 벤즈이미다졸 카르바메이트로 필요에 따라 불활성 용매중에서, 염기존재하에 N-알킬화하거나, b) 일반식(Ⅵ)의 벤즈이미다졸 카르바메이트 또는 그 산부가염을 일반식(Ⅴ)의 1,1'-카르보일 비스[1H-아졸]로 불활성 용매중에 반응시키거나, c) 일반식(Ⅵ)의 벤젠디아민 또는 그 산부가염을 일반식(Ⅶ)의 우레아 또는 이소티오우레아로 불활성 용매중에서 산존재하에 폐환반응시키나, d) 시아나미드 또는 그 칼슘염을 일반식 할로 -COOR'의 할로포르메이트 에스테르와 반응시켜 일반식(Ⅸ)의 시아노카르바 메이트를 제조하고, 이들 분활성 용매중에서 일반식(Ⅷ)의 벤젠 디아민 또는 그 산부가염과 반응시키거나, e) 일반식(Ⅹ)의 벤젠 디아민을 브롬화 시아노겐과 반응시키고, 생성된 2-아미노 벤즈이미다졸을 일반식 할로 -COOR'의 할로포르메이트 에스테르와 반응시킴을 특징으로 하여, 일반식(Ⅰ)의 화합물, 그 산부가염 또는 그 입체이성체를 제조하는 방법.a) N-alkylation of an azole of general formula (III) or an acid addition salt thereof with benzimidazole carbamate of general formula (II) in an inert solvent in the presence of a base, if necessary, or b) of general formula (VI) Benzimidazole carbamate or an acid addition salt thereof is reacted with 1,1'-carboyl bis [1H-azole] of general formula (V) in an inert solvent, or c) benzenediamine of general formula (VI) or its Acid addition salts are cyclized with urea or isothiourea of general formula in the presence of acid in an inert solvent, but d) cyanamide or its calcium salt is reacted with haloformate ester of the general formula halo-COOR '. Cyanocarbamate of formula (III) is prepared and reacted with benzene diamine of formula (III) or its acid addition salt in these active solvents, or e) Benzene diamine of formula (XI) is brominated cyanogen And the resulting 2-amino benzimidazole Characterized by the Sikkim halo formate ester and the reaction of the formula halo -COOR ', compounds of formula (Ⅰ), method for preparing the acid addition salt or its stereoisomers. 위의 일반식에서, R은 C1-6알킬, C3-6시클로알킬, 티에닐 또는 페닐인데 상기 기들은 할로, C1-6알킬 및 C1-6알킬옥시로 이루어진 그룹으로부터 선택한 3이하의 기로 치환될 수 있고, R1은 C1-6알킬이고, R2는 수소 또는 C1-6알킬이고, Q는 N 또는 CH이고, 1H-아졸-1-일메틸 부위는 벤즈이미다졸환의 5 또는 6위치가 치환되고, W는 반응이탈기이고, X는 S 또는 O이다.In the general formula above, R is C 1-6 alkyl, C 3-6 cycloalkyl, thienyl or phenyl wherein the groups are 3 or less selected from the group consisting of halo, C 1-6 alkyl and C 1-6 alkyloxy And R 1 is C 1-6 alkyl, R 2 is hydrogen or C 1-6 alkyl, Q is N or CH, and the 1H-azol-1-ylmethyl moiety is 5 of the benzimidazole ring. Or the 6-position is substituted, W is a reaction leaving group, and X is S or O. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019890001626A 1988-02-12 1989-02-13 Benzimidazole Carbamate Derivatives KR890013003A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019890001626A KR890013003A (en) 1988-02-12 1989-02-13 Benzimidazole Carbamate Derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
BE155464 1988-02-12
KR1019890001626A KR890013003A (en) 1988-02-12 1989-02-13 Benzimidazole Carbamate Derivatives

Publications (1)

Publication Number Publication Date
KR890013003A true KR890013003A (en) 1989-09-20

Family

ID=68051552

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019890001626A KR890013003A (en) 1988-02-12 1989-02-13 Benzimidazole Carbamate Derivatives

Country Status (1)

Country Link
KR (1) KR890013003A (en)

Similar Documents

Publication Publication Date Title
KR900018098A (en) Pyridone Carboxylic Acids and Antibacterials
ATE126216T1 (en) PYRAZOLE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL COMPOSITION CONTAINING SAME.
KR900004722A (en) Fumagilol derivatives
KR900001688A (en) Benzodiazepines derivatives
DE69230163D1 (en) Thiazolylbenzofuran derivatives, processes for their preparation and pharmaceutical compositions containing them
KR970706260A (en) Imidazole derivatives (IMIDAZOLE DERIVATIVE)
KR860008173A (en) Preparation of Substituted N - [(4-piperidinyl) alkyl] bicycles condensed oxazolamine and thiazolamine
KR900006296A (en) Imidazoline derivatives and preparation method thereof
KR830010103A (en) Carboximide Derivatives and Manufacturing Method of Pharmaceuticals Containing the Same
KR910002800A (en) 4-acyloxyquinoline derivatives and pesticidal or acaricide compositions containing them
KR890011829A (en) Diurea derivatives and preparation methods thereof
KR960029337A (en) A camptothecin derivative, a pharmaceutically acceptable salt thereof, a preparation method thereof and an anticancer drug containing the same
KR900003155A (en) 3-piperazinylbenzazole derivatives with anti-systemic properties
KR880001677A (en) β-lactam compounds, methods for their preparation, pharmaceuticals for the treatment of bacterial infectious diseases containing them and intermediates for their synthesis
KR930016408A (en) Oxazoline derivatives, preparation method and use thereof
KR910006309A (en) Antiviral drugs with phospholipids and phospholipid derivatives as active ingredients
KR840006482A (en) Method for preparing [3,4-b] pyridine derivative with dihydropyrazolo
KR910016689A (en) Urea derivatives and salts thereof, pharmaceutical compositions containing the same and methods for preparing the same
KR900018089A (en) (Thio) morpholinyl and piperazinyl alkylphenol ether derivatives
KR890013003A (en) Benzimidazole Carbamate Derivatives
KR900701762A (en) Tetrahydropyrimidine derivatives
KR900003179A (en) Benzodiazepines Compounds and Uses thereof as Pharmaceuticals
KR930021655A (en) Morpholine- and thiomorpholin-4-ylamides
KR890002036A (en) Azole derivatives, preparation methods thereof, and agents for inhibiting plant diseases containing the same
KR900009661A (en) Ergoline derivatives

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E601 Decision to refuse application