KR930002305A - N-arylalkyl paraaminoethoxyphenylacetamide derivatives and preparation method thereof - Google Patents

N-arylalkyl paraaminoethoxyphenylacetamide derivatives and preparation method thereof Download PDF

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Publication number
KR930002305A
KR930002305A KR1019910019641A KR910019641A KR930002305A KR 930002305 A KR930002305 A KR 930002305A KR 1019910019641 A KR1019910019641 A KR 1019910019641A KR 910019641 A KR910019641 A KR 910019641A KR 930002305 A KR930002305 A KR 930002305A
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South Korea
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compound
acid
pharmaceutically acceptable
acceptable salt
formula
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KR1019910019641A
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Korean (ko)
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KR940011149B1 (en
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박노상
하덕찬
최중권
김현숙
홍미숙
이광숙
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채영복
재단법인 한국화학연구소
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Priority to KR1019910019641A priority Critical patent/KR940011149B1/en
Priority to US07/868,033 priority patent/US5242944A/en
Priority to JP4163397A priority patent/JP3021187B2/en
Priority to EP19920110157 priority patent/EP0525360B1/en
Priority to DE1992624861 priority patent/DE69224861T2/en
Publication of KR930002305A publication Critical patent/KR930002305A/en
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Publication of KR940011149B1 publication Critical patent/KR940011149B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/18—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides
    • C07C235/20—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음.No content.

Description

N-아릴알킬 파라아미노에톡시페닐아세트아미드 유도체와 그의 제조방법N-arylalkyl paraaminoethoxyphenylacetamide derivatives and preparation method thereof

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

Claims (11)

하기 일반식 (I)로 표시되는 N-아릴알킬-4-(2-아미노에톡시)페닐아세트아미드유도체 또는 그의 약제학적으로 허용가능한 염.N-arylalkyl-4- (2-aminoethoxy) phenylacetamide derivative represented by the following general formula (I) or a pharmaceutically acceptable salt thereof. 상기식에서, X는 니트로, 히드록시 또는 아미노기이며, Y는 각각 서로 같거나 다를수 있으며, 수소원자, 할로겐원자, 히드록시, 메틸렌 디옥시. 트리플루오로메틸, R1또는 OR1이고, 이때 Rl은 C1-5의 치환되거나 치환되지 않은 알킬기, 고리 알킬기 또는 벤질기이며, n은 2내지 5의 정수이고, p는 0내지 5의 정수이다.Wherein X is a nitro, hydroxy or amino group, and Y may be the same or different from each other, hydrogen atom, halogen atom, hydroxy, methylene dioxy. Trifluoromethyl, R 1 or OR 1, wherein R 1 is a C 1-5 substituted or unsubstituted alkyl, cyclic alkyl or benzyl group, n is an integer from 2 to 5, p is 0 to 5 Is an integer. 제1항에 있어서, 상기 X가 히드록시이고, n은 2 내지 4의 정수이고, p가 0내지 3의 정수인 화합물 또는 그의 약제학적으로 허용가능한 염.The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein X is hydroxy, n is an integer from 2 to 4, and p is an integer from 0 to 3. 3. 제2항에 있어서, Y가 수소원자, 할로겐원자 또는 R1인 화합물 또는 그의 약제학적으로 허용가능한 염.The compound according to claim 2 or a pharmaceutically acceptable salt thereof, wherein Y is a hydrogen atom, a halogen atom or R 1 . 제3항에 있어서, Y가 할로겐원자 또는 R1이며, n은 3이고. p가 1 또는 2인 화합물 또는 그의 약제학적으로 허용가능한 염.4. The compound of claim 3 wherein Y is a halogen atom or R 1 and n is 3. or a pharmaceutically acceptable salt thereof. 제1항에 있어서, X가 니트로 또는 아미노기이고, n은 2 내지 4의 정수이고 p가 0 내지 3의 정수인 화합물 또는 그의 약제학적으로 허용가능한 염.The compound or pharmaceutically acceptable salt thereof according to claim 1, wherein X is a nitro or amino group, n is an integer from 2 to 4 and p is an integer from 0 to 3. 제5항에 있어서, Y가 수소원자, 할로겐 원자 또는 Rl인 화합물 또는 그의 약제학적으로 허용가능한 염.The compound according to claim 5 or a pharmaceutically acceptable salt thereof, wherein Y is a hydrogen atom, a halogen atom or R 1 . 제6항에 있어서, Y가 할로겐 원자 또는 R1이며, n은 3이고, p가 1 또는 2인 화합물 또는 그의 약제학적으로 허용가능한 염.The compound according to claim 6, or a pharmaceutically acceptable salt thereof, wherein Y is a halogen atom or R 1 , n is 3 and p is 1 or 2. 8. 제1항 내지 제7항중 어느 한 항에 있어서, 상기 염이 염산. 브롬화수소, 황산, 황산수소나트륨 또는 탄산과 같은 무기산, 및 포름산, 아세트산, 옥살산, 벤조산. 시트르산, 타타르산, 글루콘산, 게스티스산, 푸마르산 또는 락토비온산과 같은 유기산과의 염으로 이루어진 그룹중에서 선택되는 약제학적으로 허용가능한 염.8. The hydrochloric acid of claim 1, wherein the salt is hydrochloric acid. Inorganic acids such as hydrogen bromide, sulfuric acid, sodium hydrogen sulfate or carbonic acid, and formic acid, acetic acid, oxalic acid, benzoic acid. A pharmaceutically acceptable salt selected from the group consisting of salts with organic acids, such as citric acid, tartaric acid, gluconic acid, gesty acid, fumaric acid or lactobionic acid. (i)하기 일반식 (II)의 아민화합물과 하기 일반식 (III)의 파라히드록시페날아세트산 또는 그의 염화물을 반응시켜 하기 일반식(IV)의 화합물을 수득하는 단계; (ii)일반식 (IV)의 화합물을 1,2-디브로모에탄과 반응시켜 하기 일반식 (V)의 화합물을 수득하는 단계; (iii) 일반식(V)의 화합물을 아지드화 나트륨 (NaN3)과 반응시켜 하기 일반식 (VI)의 아지드 화합물을 수득하는 단계 ; 및 (iv)일반식 (VI)의 아지드 화합물을 제1항에 따르는 일반식 (I)의 화합물로 전환시키는 단계를 포함하는, 제1항에 따르는 일반실(I)의 화합물의 제조 방법.(i) reacting an amine compound of the general formula (II) with parahydroxyphenal acetic acid of the following general formula (III) or a chloride thereof to obtain a compound of the general formula (IV); (ii) reacting a compound of formula (IV) with 1,2-dibromoethane to give a compound of formula (V); (iii) reacting the compound of formula (V) with sodium azide (NaN 3 ) to obtain an azide compound of formula (VI); And (iv) converting the azide compound of formula (VI) to the compound of formula (I) according to claim 1. 상기식에서, X,Y,n 및 p는 제1항에서 정의한 바와같고, Z는 니트로 또는 벤질옥시기를 나타낸다.Wherein X, Y, n and p are as defined in claim 1 and Z represents a nitro or benzyloxy group. 제9항에 있어서, 상기 (iv)단계를, 탄소상 팔라듐 촉매 존재하에 수소가압하에서 환원하거나또는 물존재 하에 테트라히드로푸란 용매중에서 트리페닐포스핀과 반응시킴으로써 수행하는 방법.10. The process according to claim 9, wherein step (iv) is carried out by reducing under hydrogen pressure in the presence of a palladium on carbon catalyst or by reacting with triphenylphosphine in a tetrahydrofuran solvent in the presence of water. 다음 구조식(I)로 표시되는 N-아릴알킬-4- (2-아미노에톡시)페닐아세트아미드 유도체 또는 그의 약제학적으로 허용가능한 염을 유효성분으로 포함하는 약제학적 조성물.A pharmaceutical composition comprising an N-arylalkyl-4- (2-aminoethoxy) phenylacetamide derivative represented by the following formula (I) or a pharmaceutically acceptable salt thereof as an active ingredient. 상기식에서, X,Y,n 및 p는 제2항에서 정의한 바와같다.Wherein X, Y, n and p are as defined in claim 2. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019910019641A 1991-06-01 1991-11-06 Novel phenylacetamide derivatives and process for the preparation thereof KR940011149B1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
KR1019910019641A KR940011149B1 (en) 1991-07-30 1991-11-06 Novel phenylacetamide derivatives and process for the preparation thereof
US07/868,033 US5242944A (en) 1991-06-20 1992-04-13 Phenylacetamide derivatives and pharmaceutical compositions thereof
JP4163397A JP3021187B2 (en) 1991-06-01 1992-06-01 Novel phenylacetamide derivatives and their preparation
EP19920110157 EP0525360B1 (en) 1991-07-30 1992-06-16 Novel phenylacetamide derivatives and processes for the preparation thereof
DE1992624861 DE69224861T2 (en) 1991-07-30 1992-06-16 New phenylacetamide derivatives and process for their preparation

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
KR910013096 1991-07-30
KR91-13096 1991-07-30
KR1019910019641A KR940011149B1 (en) 1991-07-30 1991-11-06 Novel phenylacetamide derivatives and process for the preparation thereof

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KR930002305A true KR930002305A (en) 1993-02-22
KR940011149B1 KR940011149B1 (en) 1994-11-24

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