KR830001934A - Benz azepine derivatives - Google Patents

Benz azepine derivatives Download PDF

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KR830001934A
KR830001934A KR1019800000487A KR800000487A KR830001934A KR 830001934 A KR830001934 A KR 830001934A KR 1019800000487 A KR1019800000487 A KR 1019800000487A KR 800000487 A KR800000487 A KR 800000487A KR 830001934 A KR830001934 A KR 830001934A
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hydrogen
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lower alkyl
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KR840000035B1 (en
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이안 푸라이어 로드니
더불류 길만 노만
제이. 트라이벌스키 유겐
왈서 아민
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쿠르트 네셀보쉬 한스 스튀클린
에프 호프만-라 롯슈 앤드 캄파니 아크티엔 게젤샤프트
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    • C07C45/68—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
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    • C07C45/68—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
    • C07C65/34—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups polycyclic
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    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
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    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
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    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
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    • 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
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Abstract

내용 없음No content

Description

벤즈 아제핀 유도체Benz azepine derivatives

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this content is publicly disclosed, the full text is not included.

Claims (1)

일반식 Ⅱ의 화합물을 고리화하거나; 일반식 Ⅱ의 화합물을 탈수소화하거나; 일반식 Ⅳ 화합물을 시안아마이드와 반응시키거나; 일반식 Ⅳ 화합물을 일반식 Ⅴ 화합물과 반응시키거나; 일반식 Ia화합물을 환원하거나; 일반식 Ib화합물을 저급-알킬화하거나; 일반식 Ic화합물을 산화하거나; 일반식 Id화합물을 저급알킬화 하거나; 일반식 Ie화합물을 상응하는 2-하이드록시 화합물로 전환하거나; 일반식 If화합물을 상응하는 2-클로로 또는 브로모 화합물로 전환하거나; 일반식 Ig화합물을 하이드로겐 설파이드, 저급알킬머캅탄, 저급알칸올, R4및 R5가 후기와 같은 구조식 NH4R5화합물, R8, R9및 m이 후기와 같은 구조식 H2N-(CH2)mNR8R9화합물이나 구조식의 카바니온으로 처리하거나; 일반식 Ih화합물을 상응하는 유리산이나 아마이드, 저급알킬아마이드나 디-저급알킬 아마이드로 전환하거나; 일반식 Ii화합물을 저급아실화제와 함께 반응시키거나; 일반식 Ik화합물을 가수분해하거나; 일반식 Il화합물을 산소이탈 반응시키거나; 일반식 Ⅲ'화합물로부터 H-Z를 제거하거나; 구조식Ⅰ화합물을 약제학적으로 무독한 산부가염으로 전환시켜, 일반식Ⅰ의 피리미도-2-벤즈아제핀 및 그것의 약제학적으로 무독한 산부가염을 제조하는 방법.Cyclize the compound of formula II; Dehydrogenating the compound of formula II; Reacting a compound of Formula IV with cyanamide; Reacting the compound of formula IV with the compound of formula V; Reducing the compound of formula I a ; Lower-alkylating the compound of formula I b ; Oxidize the compound of formula I c ; Lower alkylating the compound of formula I d ; Converting the general formula I e compound into the corresponding 2-hydroxy compound; Convert the compound of formula I f to the corresponding 2-chloro or bromo compound; Compounds of the general formula I g are hydrogen sulfide, lower alkylmercaptans, lower alkanols, structural formula NH 4 R 5 where R 4 and R 5 are the same as the latter, and structural formula H 2 N where R 8 , R 9 and m are the same as the latter. -(CH 2 ) m NR 8 R 9 compound or structural formula Treated with a carbion of; Converting the compound of formula I h to the corresponding free acid or amide, lower alkylamide or di-lower alkyl amide; The general formula I i compound is reacted with a lower acylating agent; Hydrolyze the general formula I k compound; Deoxygenation of the compound of formula I l ; Removing HZ from the general formula III'compound; A method for preparing pyrimido-2-benzazepine of general formula (I) and its pharmaceutically non-toxic acid addition salt by converting the structural formula (I) compound into a pharmaceutically non-toxic acid addition salt. ( ( 상기 구조식에서 A는 다음중 하나이고,In the structural formula, A is one of the following, R1은 수소, 염소, 브롬, 저급알킬, 그룹 NR4R5, 그룹 -CH2-CO-R7, 그룹-NH(CH2)m NR8R9, 하이드록시, 저급알콕시, 머캅토 또는 저급알킬 머캅토이고R 1 is hydrogen, chlorine, bromine, lower alkyl, group NR 4 R 5 , group -CH 2 -CO-R 7 , group-NH(CH 2 )m NR 8 R 9 , hydroxy, lower alkoxy, mercapto or Lower alkyl mercapto R2는 수소, 아미노 또는 디-저급 알킬아미노이고R 2 is hydrogen, amino or di-lower alkylamino R3는 수소, 저급아실옥시 또는 하이드록시이고R 3 is hydrogen, lower acyloxy or hydroxy X는 수소, 할로겐, 트루플루오로메틸, 에틸, α-하이드록시에틸 또는 아세틸이고X is hydrogen, halogen, truefluoromethyl, ethyl, α-hydroxyethyl or acetyl Y는 수소 또는 할로겐이고Y is hydrogen or halogen R4및 R5는 각각 수소거나 저급알킬, 또는 같이 결합한 질소와 함께, 산소 또는 황 또는 ＞N-저급알킬 그룹을 함유하기도 하는 5내지 7환의 헤테로 고리를 나타내고,R 4 and R 5 each represent hydrogen or lower alkyl, or a 5 to 7 ring heterocyclic ring which may also contain oxygen or sulfur or >N-lower alkyl group, together with nitrogen bonded together, R7은 하이드록시, 저급알콕시 또는 NR8R9이고R 7 is hydroxy, lower alkoxy or NR 8 R 9 R8및 R9는 각각 수소이거나 저급알킬이고R 8 and R 9 are each hydrogen or lower alkyl n은 0 또는 1이고n is 0 or 1 m은 1내지 7이며m is 1 to 7 R"은 수소, 저급알킬이나 NR8R9이며,R" is hydrogen, lower alkyl or NR 8 R 9 , P는 0 또는 1이고P is 0 or 1 R21은 디-저급알킬 아미노를 나타내고R 21 represents di-lower alkyl amino R12는 수소, 머캅토, 저급알킬 머캅토, 저급알킬이나 NR8R9이고R 12 is hydrogen, mercapto, lower alkyl mercapto, lower alkyl or NR 8 R 9 R13은 수소, 저급알킬, 하이드록시, 저급알콕시 NR41R51(R41및 R51은 각각 수소 또는 저급알킬 이거나 같이 결합된 질소와 함께 산소를 함유하기도 하는 5내지 7환의 헤테로 고리를 나타낸다), 염소 브롬 또는 그룹 -CH2-CO-R7이며,R 13 is hydrogen, lower alkyl, hydroxy, lower alkoxy NR 41 R 51 (R 41 and R 51 each represents hydrogen or lower alkyl or a 5 to 7 ring heterocycle which may also contain oxygen together with the nitrogen attached thereto) , Chlorine bromine or the group -CH 2 -CO-R 7 , R14는 머캅토 또는 하이드록시이고R 14 is mercapto or hydroxy R15는 염소 또는 브롬을 나타내고R 15 represents chlorine or bromine R71은 저급알콕시이며R 71 is lower alkoxy R16은 수소, 염소, 브롬, 저급알킬, 그룹 NR4R5, 그룹 -CH2-CO-R7, 그룹 -NH(CH2)mNR81R91하이드록시, 저급알콕시, 머캅토 또는 저급알킬 머캅토이고R 16 is hydrogen, chlorine, bromine, lower alkyl, group NR 4 R 5 , group -CH 2 -CO-R 7 , group -NH(CH 2 ) m NR 81 R 91 hydroxy, lower alkoxy, mercapto or lower Alkyl mercapto X'는 수소, 할로겐 트리풀루오로메틸, 에틸이나 아세틸이고X'is hydrogen, halogen trifluoromethyl, ethyl or acetyl R81및 R91은 각각 저급알킬이며R 81 and R 91 are each lower alkyl R31은 저급아실옥시이고R 31 is lower acyloxy R17은 수소, 저급알킬, 그룹 NR4R5, 그룹 -CH2-CO-R7, 그룹 -NH(CH2)mNR8R9하이드록시, 저급알콕시, 머캅토 또는 저급알킬 머캅토이며R 17 is hydrogen, lower alkyl, group NR 4 R 5 , group -CH 2 -CO-R 7 , group -NH(CH 2 ) m NR 8 R 9 hydroxy, lower alkoxy, mercapto or lower alkyl mercapto R18은 수소, 저급알킬, 저급알콕시, 염소, 브롬이나 그룹 -CH2-CO-R7이며R 18 is hydrogen, lower alkyl, lower alkoxy, chlorine, bromine group -CH 2 -CO-R 7 Z는 수소 또는 쉽게 분리되는 아실그룹을 나타내는데, 단, R1과 R2중 최소한 하나는 수소이어야 하고 R3가 저급아실옥시, 하이드록시이고 A가 그룹 (a)이고 X가 수소, 할로겐, 트리풀루오로메틸, 에틸 또는 아세틸이고 만일 R1이 그룹 -NH(CH2)mNR8R9이면, R8및 R9는 각각 저급알킬이어야하고 A가 그룹(d)이고 R1이 그룹 -NH(CH2)mNR8R9을 나타내면 R8및 R9는 각각 저급알킬이어야 하고 n이1이고 R1이 수소, 저급알킬, 저급알콕시, 염소 또는 브롬 또는 -CH2-CO(R7은 상기와 같다(일 때, A는 그룹(a) 또는 (b)이어야 하며, R13과 R2, R16과 R2, R17과 R2, R18과 R2에서 각각, 최소한 하나는 수소이어야 한다.Z represents hydrogen or an easily separated acyl group, provided that at least one of R 1 and R 2 must be hydrogen, R 3 is lower acyloxy, hydroxy, A is group (a) and X is hydrogen, halogen, tri Fullomethyl, ethyl or acetyl and if R 1 is a group -NH(CH 2 ) m NR 8 R 9 , R 8 and R 9 must each be lower alkyl and A is a group (d) and R 1 is a group- When NH(CH 2 ) m NR 8 R 9 represents , R 8 and R 9 must each be lower alkyl, n is 1 and R 1 is hydrogen, lower alkyl, lower alkoxy, chlorine or bromine or -CH 2 -CO(R 7 Is as above (when A is a group (a) or (b), R 13 and R 2 , R 16 and R 2 , R 17 and R 2 , R 18 and R 2 , respectively, at least one It must be hydrogen. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: Disclosure is based on the original application.
KR1019800000487A 1979-02-07 1980-02-06 Process for preparing benzazepin derivatives KR840000035B1 (en)

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KR1019830006014A KR840000062B1 (en) 1979-02-07 1983-12-19 Process for preparing benzazepine derivatives
KR1019830006013A KR840000061B1 (en) 1979-02-07 1983-12-19 Process for preparing benzazepine derivatives

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US1011879A 1979-02-07 1979-02-07
US10118 1979-02-07
US1670979A 1979-03-01 1979-03-01
US16709 1979-03-01

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KR1019830006013A Division KR840000061B1 (en) 1979-02-07 1983-12-19 Process for preparing benzazepine derivatives

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