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Racecadotril

HCID 107751
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
81110-73-8
표준 SMILES
CC(=O)SCC(Cc1ccccc1)C(=O)NCC(=O)OCc1ccccc1
InChIKey
ODUOJXZPIYUATO-UHFFFAOYSA-N
분자식
C21H23NO4S
평균 분자량
385.5 g/mol
단동위원소 질량
385.13477939

개요

2-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]acetic acid (phenylmethyl) ester is a N-acyl-amino acid.

이름 및 식별자

우선 이름
Racecadotril
IUPAC
benzyl 2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]acetate
영어명
Racecadotril
분자식
C21H23NO4S
분자량
385.48

이름 및 동의어

Racecadotril81110-73-8AcetorphanHidrasecTiorfanTiorfixracecadotriloNSC-75982876K53XP4TObenzyl 2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]acetateGlycine, N-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)-, phenylmethyl ester, (+-)-DTXSID8045513
이름 더 보기
ZedottRedotilCadotrilRacecadoRACECADORTRILRacemic CardoRacecadotril>
racecadotrilumbenzyl 2-((2-(acetylsulfanylmethyl)-3-phenylpropanoyl)amino)acetateRefChem:178501A07XA04DTXCID00209955N-(3-acetylmercapto-2-benzylpropanoyl)glycine benzyl esterbenzyl 2-(2-((acetylsulfanyl)methyl)-3-phenylpropanamido)acetateBenzyl 2-(3-(acetylthio)-2-benzylpropanamido)acetate

데이터베이스 식별자

CAS
81110-73-8
PubChem CID
107751
DTXSID
DTXSID8045513
ChEMBL
CHEMBL2103772
ChEBI
CHEBI:91508

물성

구조 계산 물성

XLogP
3.3
극성 표면적
97.8 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
5
회전 가능 결합 수
11
무거운 원자 수
27
형식 전하
0
복잡도
485

실험 및 물리화학적 성질

DrugsPharmaceuticals
Human DrugsBreast Feeding; Lactation; Milk, Human; Antidiarrheals

물리화학적 성질

녹는점
89 °C · 89°C
끓는 점
574.5 · 574.5±50.0 °C(Predicted)
밀도
1.206 · 1.206
저장 조건
Keep in dark place,Sealed in dry,Room Temperature
용해도
44 mg/mL · 에 용해됨 DMSO: ≥44mg/mL
산도 계수 (pKa)
13.63 · 13.63±0.46(Predicted)
물리적 상태
가루
색상
흰색에서 황갈색까지
Merck
14 · 14,8090
InChI
InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)
InChIKey
ODUOJXZPIYUATO-UHFFFAOYSA-N
SMILES
C(OCC1=CC=CC=C1)(=O)CNC(=O)C(CSC(C)=O)CC1=CC=CC=C1

화학적 성질

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 2.3% (1 of 43) of reports.

Warning

H302 (93%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (93%)

독성 정보

Drug Induced Liver Injury · 4건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Acetorphan

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

안전 데이터

wgk
3
rtecs
MB7606872
ridadr
UN 3077 9 / PGIII
HS 번호
29309090
risk_code
22-50/53
hazard_code
Xn,N
safety_code
60-61
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 2건

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

MeSH Pharmacological Classification · 2건

Miscellaneous agents found useful in the symptomatic treatment of diarrhea. They have no effect on the agent(s) that cause diarrhea, but merely alleviate the condition.

Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES).

용도 및 제조

UsesUse (kg; approx.) in Germany (2009): >100
응용 분야 · 2건

개요Racecadotril, also known as acetorphan, is a kind of antidiarrheal drug acting as a peripherally acting enkephalinase inhibitor. It belongs to the group of gastrointestinal drugs and is also a lipophilic derivative of Thiorphan. Racecadotril is a dipeptide in which there is a single amide bond. It has an antisecretory effect, reducing the secretion of water and electrolytes into the intestine. Racecadotril is a pro-drug that is metabolized in vivo into the active compound, thiorphan. Thiorphan exerts its inhibitory effect on enkephalinase, reducing the amount of secreted water produced by the intestines. In this case, the body loses less fluid, and the symptoms of diarrhea can be alleviated.

용도Racecadotril is an enkephalinase inhibitor that prevents the degradation of endogenous opioids. It demonstrates antidiarrheal activity by reducing hypersecretion of water and electrolytes into the intestinal lumen. It is an effective and safe treatment for acute diarrhea in adults and children.

상·하류 제품 정보

상류 원료

Benzylmalonic acidPara-포름알데하이드

관련 반응

1건
반응 기록 만들기
HRID 1981229 반응식
HRID 1981229생성물로uspto-grants-1985_04

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
UNII
76K53XP4TO
EC Number
688-010-7
Nikkaji
J545.246E

White Solid

다이에틸아민
2-벤질아크릴산
Benzyl glycinate p-toluenesulfonate
2-[(아세틸티오)메틸]-페닐프로피온산
디사이클로헥실카르보디이미디
1-하이드록시벤조트리아졸 일수화물

공급사100 곳

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추가 설명 · 1건

정의ChEBI: Racecadotril is a N-acyl-amino acid. It is a pro-drug that is metabolized in vivo into the active compound, thiorphan. It has been investigated for the basic science and treatment of Diarrhea, Acute Diarrhea, and Acute Gastroenteritis.