KR970010737A - 2- (4-acetylaminobenzoylamino) benzamide derivative, preparation method thereof and analgesic agent containing the same - Google Patents

2- (4-acetylaminobenzoylamino) benzamide derivative, preparation method thereof and analgesic agent containing the same Download PDF

Info

Publication number
KR970010737A
KR970010737A KR1019950027122A KR19950027122A KR970010737A KR 970010737 A KR970010737 A KR 970010737A KR 1019950027122 A KR1019950027122 A KR 1019950027122A KR 19950027122 A KR19950027122 A KR 19950027122A KR 970010737 A KR970010737 A KR 970010737A
Authority
KR
South Korea
Prior art keywords
group
general formula
following general
compound
carbon atoms
Prior art date
Application number
KR1019950027122A
Other languages
Korean (ko)
Other versions
KR100210828B1 (en
Inventor
윤성준
정용호
이상욱
이진수
심형수
박용균
이정아
이덕근
이원용
우원식
이은방
Original Assignee
이우용
동화약품공업 주식회사
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 이우용, 동화약품공업 주식회사 filed Critical 이우용
Priority to KR1019950027122A priority Critical patent/KR100210828B1/en
Publication of KR970010737A publication Critical patent/KR970010737A/en
Application granted granted Critical
Publication of KR100210828B1 publication Critical patent/KR100210828B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton

Landscapes

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

Abstract

본 발명에 따르면, 하기 일반식(I)로 표시되는 2-(4-아세틸아미노벤조일아미노)벤즈아미드 유도체가 제공된다.According to the present invention, there is provided a 2- (4-acetylaminobenzoylamino) benzamide derivative represented by the following general formula (I).

상기 식에서, R1은 페닐기 ; 또는 탄소수 1∼4의 직쇄 또는 분지쇄의 저급알킬기, 탄소수 1∼3의 저급 알콕시기, 할로겐, 트리플루오로메틸기, 카르복시기, 에스테르 잔기 및 아미드 잔기로 이루어진 군에서 선택된 하나 이상의 치환기를 갖는 페닐기이다.In the above formula, R 1 is a phenyl group; Or a phenyl group having at least one substituent selected from the group consisting of a linear or branched lower alkyl group having 1 to 4 carbon atoms, a lower alkoxy group having 1 to 3 carbon atoms, a halogen, a trifluoromethyl group, a carboxyl group, an ester residue and an amide residue.

본 발명의 화합물(I)은 우수한 진통효과를 가지며, 고용량 투여시에도 위장장해 등의 부작용과 독성이 거의 없는 매우 안전한 화합물이다.Compound (I) of the present invention has a good analgesic effect and is a very safe compound having little side effects and toxicity such as gastrointestinal disorder even at high doses.

Description

2-(4-아세틸아미노벤조일아미노)벤즈아미드 유도체, 그 제조방법 및 그를 함유하는 진통제2- (4-acetylaminobenzoylamino) benzamide derivative, preparation method thereof and analgesic agent containing the same

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (7)

하기 일반식(I)로 표시되는 2-(4-아세틸아미노벤조일아미노)벤즈아미드 유도체.2- (4-acetylaminobenzoylamino) benzamide derivative represented by the following general formula (I). 상기 식에서, R1은 페닐기 ; 또는 탄소수 1∼4의 직쇄 또는 분지쇄의 저급알킬기, 탄소수 1∼3의 저급 알콕시기, 할로겐, 트리플루오로메틸기, 카르복시기, 에스테르 잔기 및 아미드 잔기로 이루어진 군에서 선택된 하나 이상의 치환기를 갖는 페닐기이다.In the above formula, R 1 is a phenyl group; Or a phenyl group having at least one substituent selected from the group consisting of a linear or branched lower alkyl group having 1 to 4 carbon atoms, a lower alkoxy group having 1 to 3 carbon atoms, a halogen, a trifluoromethyl group, a carboxyl group, an ester residue and an amide residue. 제1항에 있어서, R1이 메틸, 에틸, 메톡시 및 에톡시기에서 선택된 1∼2개의 치환기를 갖는 페닐기인 화합물.A compound according to claim 1, wherein R 1 is a phenyl group having 1 to 2 substituents selected from methyl, ethyl, methoxy and ethoxy groups. 제2항에 있어서, R1이 3-메틸페닐, 2,3-디메틸페닐, 2,5-디메틸페닐, 3,4-디메틸페닐, 또는 3,5-디메틸페닐인 화합물.The compound of claim 2, wherein R 1 is 3-methylphenyl, 2,3-dimethylphenyl, 2,5-dimethylphenyl, 3,4-dimethylphenyl, or 3,5-dimethylphenyl. 제3항에 있어서, 2-(4-아세틸아미노벤조일아미노)벤즈아미드 유도체가 2-(4-아세탈아미노벤조일아미노)-N-(2,3-디메틸페닐)-5-히드록시벤즈아미드인 화합물.4. The compound of claim 3 wherein the 2- (4-acetylaminobenzoylamino) benzamide derivative is 2- (4-acetalaminobenzoylamino) -N- (2,3-dimethylphenyl) -5-hydroxybenzamide . 제1항에 있어서, R1이 카르복시기가 치환된 페닐기인 화합물.A compound according to claim 1, wherein R 1 is a phenyl group substituted with a carboxyl group. 유효성분으로 하기 일반식(I)의 2-(4-아세틸아미노벤조일아미노)벤즈아니드 유도체를 함유하는 진통제.An analgesic agent containing 2- (4-acetylaminobenzoylamino) benzanide derivative of the following general formula (I) as an active ingredient. 상기 식에서, R1은 페닐기 ; 또는 탄소수 1∼4의 직쇄 또는 분지쇄의 저급알킬기, 탄소수 1∼3의 저급 알콕시기, 할로겐, 트리플루오로메틸기, 카르복시기, 에스테르 잔기 및 아미드 잔기로 이루어진 군에서 선택된 하나 이상의 치환기를 갖는 페닐기이다.In the above formula, R 1 is a phenyl group; Or a phenyl group having at least one substituent selected from the group consisting of a linear or branched lower alkyl group having 1 to 4 carbon atoms, a lower alkoxy group having 1 to 3 carbon atoms, a halogen, a trifluoromethyl group, a carboxyl group, an ester residue and an amide residue. (i) 하기 일반식(IV, R2=수소)의 5-히드록시안트라닐산을 산촉매 존재하에 에스테르화 반응을 시켜서 하기 일반식(IV, R2=에틸)의 화합물을 제조하는 단계 ; (ii) 하기 구조식(V)의 4-아세틸아미노벤조산을 산염화물과 반응시켜서 반응성이 좋은 산무수물을 생성시킨 후, 이를 상기 수득된 하기 일반식(IV, R2=에틸)의 화합물과 반응시켜서 하기 일반식(IV, R2=에틸)의 에스테르 중간체를 제조하는 단계 ; (iii) 상기 수득된 하기 일반식(IV, R2=에틸)의 에스테르 중간체를 알칼리 수용액으로 가수분해하여 하기 일반식(IV, R2=수소)의 유기산 중간체를 제조하는 단계 ; 및 (iv) 상기 수득된 하기 일반식(VI, R2=수소)의 유기산 중간체를 염화물과 반응시켜 반응성이 좋은 산염화물을 생성시킨 후, 하기 일반식(VII)의 아민 화합물과 반응시켜서 일반식(I)의 화합물을 제조하는 것을 특징으로 하는 하기 일반식(I)로 표시되는 화합물의 제조방법.(i) esterifying 5-hydroxyanthranilic acid of the following general formula (IV, R 2 = hydrogen) in the presence of an acid catalyst to prepare a compound of the following general formula (IV, R 2 = ethyl); (ii) reacting 4-acetylaminobenzoic acid of the following structural formula (V) with an acid chloride to produce a highly reactive acid anhydride, which is then reacted with a compound of the following general formula (IV, R 2 = ethyl) Preparing an ester intermediate of the general formula (IV, R 2 = ethyl); (iii) hydrolyzing the ester intermediate of the following general formula (IV, R 2 = ethyl) obtained with an aqueous alkali solution to prepare an organic acid intermediate of the following general formula (IV, R 2 = hydrogen); And (iv) reacting the obtained organic acid intermediate of the following general formula (VI, R 2 = hydrogen) with chloride to produce a highly reactive acid chloride, and then reacting with an amine compound of the general formula (VII) to give a general formula ( A method for producing a compound represented by the following general formula (I), wherein the compound of I) is prepared. 상기 식에서, R1은 페닐기 ; 또는 탄소수 1∼4의 직쇄 또는 분지쇄의 저급알킬기, 탄소수 1∼3의 저급 알킬기, 할로겐, 트리플루오로메틸기 및 에스테르 잔기로 이루어진 군에서 선택된 하나 이상의 치환기를 갖는 페닐기이고, R2는 수소 또는 에틸기이다.In the above formula, R 1 is a phenyl group; Or a phenyl group having one or more substituents selected from the group consisting of a linear or branched lower alkyl group having 1 to 4 carbon atoms, a lower alkyl group having 1 to 3 carbon atoms, a halogen, a trifluoromethyl group, and an ester residue, and R 2 is a hydrogen or an ethyl group to be. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019950027122A 1995-08-29 1995-08-29 (2-(4-acetylaminobenzoilamino)benzamide)-derivatives KR100210828B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019950027122A KR100210828B1 (en) 1995-08-29 1995-08-29 (2-(4-acetylaminobenzoilamino)benzamide)-derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019950027122A KR100210828B1 (en) 1995-08-29 1995-08-29 (2-(4-acetylaminobenzoilamino)benzamide)-derivatives

Publications (2)

Publication Number Publication Date
KR970010737A true KR970010737A (en) 1997-03-27
KR100210828B1 KR100210828B1 (en) 1999-07-15

Family

ID=19424857

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019950027122A KR100210828B1 (en) 1995-08-29 1995-08-29 (2-(4-acetylaminobenzoilamino)benzamide)-derivatives

Country Status (1)

Country Link
KR (1) KR100210828B1 (en)

Also Published As

Publication number Publication date
KR100210828B1 (en) 1999-07-15

Similar Documents

Publication Publication Date Title
KR870006072A (en) Method for preparing rapamycin precursor
AU515774B2 (en) Benzopyran derivatives
KR960701881A (en) Ureido derivatives of naphtha1enephosphonic acids and process for their preparation
KR930016389A (en) Dual inhibitors of NO synthase and cyclooxygenase, methods for their preparation and therapeutic compositions containing them
KR927003595A (en) Pyrimidine derivatives, preparation method thereof and androgen inhibitor
HUP9901212A2 (en) N-[2-(3-alkoxy-phenoxy)-ethyl]-dialkylamine derivatives, pharmaceutical compositions containing the same and their use as local anaesthetics
KR970010737A (en) 2- (4-acetylaminobenzoylamino) benzamide derivative, preparation method thereof and analgesic agent containing the same
KR890002103A (en) Piperidine Derivatives, Preparations and Dorjival 38
ES2167869T3 (en) PROCEDURE TO PREPARE NICOTINIC ACIDS.
KR880007490A (en) Substituted aminopropionamides, methods of preparation thereof, medicaments containing the same, uses thereof and intermediates produced during the preparation thereof
KR960029312A (en) N-arylalkylphenylacetamide derivatives and preparation methods thereof
PT832067E (en) PROCESS FOR THE CONVERSATION OF 2,4-DICHLOROPYRIDINES TO 2-ARYLOXY-4-CHLOROPYRIDINES
KR950703544A (en) Amide derivatives
JPS6413083A (en) Streptonigrin derivative and medicinal composition
KR830010090A (en) Method for preparing aniline derivative
KR930007880A (en) Bis (phenyl) ethane derivatives
KR850001903A (en) Method for preparing 2,6-disubstituted-1,4-dihydropyridine derivative and pharmaceutical composition comprising the same
KR900018033A (en) Naphthalene Propionate
ES384946A1 (en) Novel adamantylurea derivatives and a process for the preparation thereof
PT971899E (en) HEXA-HYDROINDENOPYRIDINE COMPOUNDS HAVING ANTIESPERMATOGENIC ACTIVITY.
KR890011830A (en) Method for preparing 2-oxyimino-3-oxobutyric acid
Yaguchi et al. Steric effects of polymethylcarboranes. Unusual reactivity of N-(deca-B-methyl-1, 12-dicarba-closo-dodecaborane-1-carbonyl) pyridinium
KR890005027A (en) Phenoxyalkylcarboxylic acid derivatives and preparation methods thereof
KR960037642A (en) 2- (4-alkoxybenzoylamino) benzamide derivatives, preparation method thereof and anti-inflammatory analgesic containing the same
KR850007797A (en) N- (3-phenylbemelthio-1-oxopropyl) amino acetic acid derivative, its preparation and pharmaceutical composition comprising the same

Legal Events

Date Code Title Description
A201 Request for examination
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20061211

Year of fee payment: 9

LAPS Lapse due to unpaid annual fee