Darapladib
기본 정보
- CAS
356057-34-6- 표준 SMILES
CCN(CC)CCN(Cc1ccc(-c2ccc(C(F)(F)F)cc2)cc1)C(=O)Cn1c(SCc2ccc(F)cc2)nc(=O)c2c1CCC2- InChIKey
WDPFJWLDPVQCAJ-UHFFFAOYSA-N- 분자식
- C36H38F4N4O2S
- 평균 분자량
- 666.8 g/mol
- 단동위원소 질량
- 666.26516029
개요
Darapladib is a substituted pyrimidone with inhibitory activity towards lipoprotein-associated phospholipase-A2 (Lp-PLA2), an important regulator of lipid metabolism and inflammation that circulates with lipoprotein particles and is carried into the arterial wall with low-density lipoprotein particles during the progression of atherosclerosis.
이름 및 식별자
- 우선 이름
- Darapladib
- IUPAC
- N-[2-(diethylamino)ethyl]-2-[2-[(4-fluorophenyl)methylsulfanyl]-4-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-1-yl]-N-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]acetamide
- 영어명
- DARAPLADIB
- 분자식
- C36H38F4N4O2S
- 분자량
- 666.77
이름 및 동의어
Darapladib356057-34-6SB-480848SB 480848UI1U1MYH09DTXSID70189073N-(2-(Diethylamino)ethyl)-2-(2-((4-fluorobenzyl)sulfanyl)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopentapyrimidin-1-yl)-N-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)acetamidedarapladibumN-(2-diethylaminoethyl)-2-(2-((4-fluorophenyl)methylsulfanyl)-4-oxo-6,7-dihydro-5H-cyclopenta(e)pyrimidin-1-yl)-N-((4-(4-(trifluoromethyl)phenyl)phenyl)methyl)acetamideN-(2-diethylaminoethyl)-2-[2-[(4-fluorophenyl)methylsulfanyl]-4-oxo-6,7-dihydro-5H-cyclopenta[e]pyrimidin-1-yl]-N-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]acetamideRefChem:585191DTXCID00111564
이름 더 보기
CS-1426SB 435445Darapladib APIDARAPLADIB USP/EP/BPDarapladib - Bio-X ?Darapladib(SB-480848)Darapladib, 10 mM in DMSOSB480848SB480848
GSK480848N-(2-(diethylamino)ethyl)-2-(2-(((4-fluorophenyl)methyl)sulfanyl)-4-oxo-1H,4H,5H,6H,7H-cyclopenta(d)pyrimidin-1-yl)-N-((4'-(trifluoromethyl)-(1,1'-biphenyl)-4-yl)methyl)acetamideN-(2-(Diethylamino)ethyl)-2-(2-((4-fluorobenzyl)thio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)-N-((4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)methyl)acetamideDarapladib (SB-480848)MFCD18251452DARAPLADIB [MI]N-[2-(Diethylamino)ethyl]-2-[2-[(4-fluorophenyl)methylsulfanyl]-4-oxo-6,7-dihydro-5h-cyclopenta[d]pyrimidin-1-yl]-n-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]acetamideCHEMBL204021
물성
구조 계산 물성
- XLogP
- 7
- 극성 표면적
- 81.5 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 8
- 회전 가능 결합 수
- 13
- 무거운 원자 수
- 47
- 형식 전하
- 0
- 복잡도
- 1,120
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
물리화학적 성질
- 끓는 점
- 741 · 741.0±70.0 °C(Predicted)
- 밀도
- 1.25 · 1.25
- 저장 조건
- -20 °C · Inert atmosphere,Store in freezer, under -20°C
- 용해도
- 32.95 mg/mL · ≥32.95 mg/mL in DMSO; insoluble in H2O; ≥891 mg/mL in EtOH
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 9.03 · 9.03±0.10(Predicted)
- 색상
- White to off-white
- InChIKey
- WDPFJWLDPVQCAJ-UHFFFAOYSA-N
- SMILES
- O=C1N=C(SCC2=CC=C(F)C=C2)N(CC(N(CCN(CC)CC)CC3=CC=C(C4=CC=C(C(F)(F)F)C=C4)C=C3)=O)C5=C1CCC5
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Danger
H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P354+P338, P317, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazard Classes and CategoriesEye Dam. 1 (100%)
안전 데이터
- wgk
- WGK 3
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Mechanism of Action
Darapladib is a selective lipoprotein-associated phospholipase A2 (Lp-PLA2) inhibitor. Lp-PLA2 is an enzymatic upstream mediator of inflammatory processes. Evidence from experimental settings show that the breakdown products from oxidized low density lipoprotein C (LDL-C)such as lysophosphatidylcholine species and oxidized nonesterified fatty acids are pro-inflammatory and pro-apoptotic. These products are suspected to cause athlerosclerosis progression and plaque vulnerability, which leads to increased risk of cardiovascular problems.
MeSH Pharmacological ClassificationCompounds that inhibit or block the activity of a PHOSPHOLIPASE A2 enzyme.
응용 분야
용도Darapladib (SB-480848) is a reversible lipoprotein-associated phospholipase A2 (Lp-PLA2) inhibitor.
관련 반응
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