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Ezetimibe

HCID 150311
노트반응

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기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
163222-33-1
표준 SMILES
O=C1[C@H](CC[C@H](O)c2ccc(F)cc2)[C@@H](c2ccc(O)cc2)N1c1ccc(F)cc1
InChIKey
OLNTVTPDXPETLC-XPWALMASSA-N
분자식
C24H21F2NO3
평균 분자량
409.432 g/mol
단동위원소 질량
409.14894997

이름 및 식별자

우선 이름
Ezetimibe
IUPAC
(3R,4S)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
영어명
Ezetimibe
분자식
C24H21F2NO3
분자량
409.43

이름 및 동의어

EzetiMibZETIAEzetimideEzatimibe(3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-oneEzetimibe-001(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-oneCS-1965EtimibeYitemibe

데이터베이스 식별자

CAS
163222-33-1
PubChem CID
150311
DTXSID
DTXSID1044223
ChEMBL
CHEMBL1138
ChEBI
CHEBI:49040
UNII
EOR26LQQ24
EC Number
682-606-0
Nikkaji
J900.924H

물성

물리화학적 성질

녹는점
164 · 164-166°C
끓는 점
654.9 · 654.9±55.0 °C(Predicted)
밀도
1.334 · 1.334±0.06 g/cm3(Predicted)
저장 조건
2 · 2-8°C
용해도
DMSO(최대 25mg/ml) 또는 에탄올(최대 15mg/ml)에 용해됩니다.
산도 계수 (pKa)
9.72 · 9.72±0.30(Predicted)
물리적 상태
가루
색상
흰색 또는 황백색
Henry's Law Constant
2.2 · 2.2×1012 mol/(m3Pa) at 25℃, HSDB (2015)
BCS Class
2 · 2
안정성
2 · 제공된 대로 구매일로부터 2년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°C에서 최대 3개월 동안 보관할 수 있습니다.
InChI
InChI=1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1
InChIKey
OLNTVTPDXPETLC-XPWALMASSA-N
SMILES
N1(C2=CC=C(F)C=C2)[C@H](C2=CC=C(O)C=C2)[C@@H](CC[C@@H](C2=CC=C(F)C=C2)O)C1=O
EPA
2 · 2-Azetidinone, 1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-, (3R,4S)- (163222-33-1)

화학적 성질

White Solid

안전 및 규제

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

안전 데이터

wgk
WGK 3
rtecs
CM4554000
ridadr
UN3077
HS 번호
29337900
risk_code
36/37/38
safety_code
26-36-24/25
위험 등급
9
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
163222-33-1(Hazardous Substances Data)

화학 및 산업

응용 분야 · 3건

역사Ezetimibe (brand name Zetia) was approved by the FDA in October 2002 for lowering levels of total cholesterol and LDL (bad) cholesterol in the blood. Zetia is used to treat high cholesterol in people whose cholesterol levels cannot be controlled by diet and exercise alone. It is sometimes given in combination with other cholesterol-lowering drugs, including fenofibrate, or statins, such as atorvastatin, lovastatin, simvastatin, pravastatin, or fluvastatin.

용도Ezetimibe (9) was approved as the first hypolipidemic drug to act by blocking the absorption of dietary cholesterol. This drug was discovered by Schering-Plough and is codeveloped and co-marketed by Merck and Schering-Plough for the treatment of hypercholesterolemia and also two less common forms of hyperlipidemia: homozygous familial hypercholesterolemia and homozygous sitosterolemia.

일반 설명Ezetimibe, (3R,4S)-1-(4-fluorophenyl)-3-((3S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)-2-azetidinone (Zetia), is an antihyperlipidemicagent that has usefulness in lowering cholesterol levels. Itacts by decreasing cholesterol absorption in the intestine byblocking the absorption of the sterol at the Brush boarder.Specifically, the -lactam binds to the Niemann-Pick C1-Like 1 (NPC1L1) protein on the gastrointestinal tract that isresponsible for cholesterol absorption. Although it may beused alone, it is marketed as a combination product withsimvastatin under the trade name Vytorin.

상·하류 제품 정보

상류 원료

(3'R)-에제티미베이지엠케이(3R,4S)-4-(4-(Benzyloxy)Phenyl)-1-(4-Fluorophenyl)-3-((S)-3-(4- Fluorophenyl)-3-Hydroxypropyl)Azetidin-2-One(3R,4S)-4-[4-(Benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one

관련 반응

1건
반응 기록 만들기
HRID 1925206 반응식
HRID 1925206생성물로uspto-grants-2012_05

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추가 설명 · 1건

정의ChEBI: Ezetimibe is a beta-lactam that is azetidin-2-one which is substituted at 1, 3, and 4 by p-fluorophenyl, 3-(p-fluorophenyl)-3-hydroxypropyl, and 4-hydroxyphenyl groups, respectively (the 3R,3'S,4S enantiomer). It has a role as an anticholesteremic drug, an antilipemic drug and an antimetabolite. It is a member of azetidines, an organofluorine compound and a beta-lactam.