Lacidipine

HCID 5311217CAS 103890-78-4

기본 정보

표준 SMILES
CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1ccccc1/C=C/C(=O)OC(C)(C)C
InChIKey
GKQPCPXONLDCMU-CCEZHUSRSA-N
분자식
C26H33NO6
평균 분자량
455.5 g/mol
단동위원소 질량
455.23078778

개요

Lacidipine is a tert-butyl ester and a cinnamate ester.

이름 및 식별자

우선 이름
Lacidipine
IUPAC
diethyl 2,6-dimethyl-4-[2-[(E)-3-[(2-methylpropan-2-yl)oxy]-3-oxoprop-1-enyl]phenyl]-1,4-dihydropyridine-3,5-dicarboxylate
영어명
Lacidipine
분자식
C26H33NO6
분자량
455.54

이름 및 동의어

Lacidipine103890-78-4LacipilMotensGR-43659XLacidipinoLacidipinumGR 43659XMolapDTXSID1046429diethyl 2,6-dimethyl-4-[2-[(E)-3-[(2-methylpropan-2-yl)oxy]-3-oxoprop-1-enyl]phenyl]-1,4-dihydropyridine-3,5-dicarboxylateDTXCID9026429
이름 더 보기
β-GPALacidipinSN-305LACIREXGX-1048CALDINE
260080034N3,5-diethyl 4-{2-[(1E)-3-(tert-butoxy)-3-oxoprop-1-en-1-yl]phenyl}-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate3,5-diethyl 4-(2-((1E)-3-(tert-butoxy)-3-oxoprop-1-en-1-yl)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylatediethyl 2,6-dimethyl-4-(2-((E)-3-((2-methylpropan-2-yl)oxy)-3-oxoprop-1-enyl)phenyl)-1,4-dihydropyridine-3,5-dicarboxylateRefChem:924456C08CA09diethyl 2,6-dimethyl-4-(2-((E)-2-((2-methylpropan-2-yl)oxycarbonyl)ethenyl)phenyl)-1,4-dihydropyridine-3,5-dicarboxylateLACIDIPINE [USAN]

데이터베이스 식별자

CAS
103890-78-4
PubChem CID
5311217
DTXSID
DTXSID1046429
ChEMBL
CHEMBL1728809、CHEMBL460291
ChEBI
CHEBI:135737
UNII
260080034N
EC Number
638-759-0
Nikkaji
J325.878E

물성

구조 계산 물성

XLogP
4.5
극성 표면적
90.9 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
7
회전 가능 결합 수
11
무거운 원자 수
33

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
LogP4.43

물리화학적 성질

녹는점
174 · 174-175°C
끓는 점
558.4 · 558.4±50.0 °C(Predicted)
밀도
1.127 · 1.127±0.06 g/cm3(Predicted)
저장 조건
2 · 2-8°C
용해도
20 mg/mL, · DMSO: 용해성20mg/mL, 투명
물리적 상태
가루

화학적 성질

White-to-Off-White Crystalline Solid

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H302 (97.9%): Harmful if swallowed [Warning Acute toxicity, oral]

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

Aggregated GHS information provided per 48 reports by companies from 5 notifications to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (97.9%)

안전 데이터

wgk
3
rtecs
US7970200
독성
mouse,LD50,intraperitoneal,80200ug/kg (80.2mg/kg),SKIN AND APPENDAGES (SKIN): HAIR: OTHERSENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYEBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 22, Pg. 335, 1994.
risk_code
22
hazard_code
Xn
Hazard Classifications
Acute Tox. 4 Oral

화학 및 산업

약리 정보

ATC Code · 2건

C - Cardiovascular system

QC - Cardiovascular system

Protein BindingLacidipine is highly protein-bound (more than 95%) to predominantly albumin and to a lesser extent, alpha-1-glycoprotein.
Pharmacodynamics · 1건

acidipine is a specific and potent calcium antagonist with a predominant selectivity for calcium channels in the vascular smooth muscle. Its main action is to dilate predominantly peripheral and coronary arteries, reducing peripheral vascular resistance and lowering blood pressure. Following the oral administration of 4 mg lacidipine to volunteer subjects, a minimal prolongation of QTc interval has been observed (mean QTcF increase between 3.44 and 9.60 ms in young and elderly volunteers).

Mechanism of Action · 1건

By blocking the voltage-dependent L-type calcium channels, it prevents the transmembrane calcium influx. Normally, calcium ions serve as intracellular messengers or activators in exictable cells including vascular smooth muscles. The influx of calcium ultimately causes the excitation and depolarization of the tissues. Lacidipine inhibits the contractile function in the vascular smooth muscle and reduce blood pressure. Due to its high membrane partition coefficient, some studies suggest that lacidipine may reach the receptor via a two-step process; it first binds and accumulates in the membrane lipid bilayer and then diffuses within the membrane to the calcium channel receptor. It is proposed that lacidipine preferentially blocks the inactivated state of the calcium channel. Through its antioxidant properties shared amongst other dihydropyridine calcium channel blockers, lacidipine demonstrates an additional clinical benefit. Its antiatherosclerotic effects are mediated by suppressing the formation of reactive oxygen species (ROS) and subsequent inflammatory actions by chemokines, cytokines and adhesion molecules, thus reducing atherosclerotic lesion formation. Lacidipine may also suppress cell proliferation and migration in smooth muscle cells and suppress the expression of matrix metalloproteinases, which affects the stability of atheromatous plaques.

Biological Half-LifeThe average terminal half-life of lacidipine ranges from between 13 and 19 hours at steady state.
Metabolism/MetabolitesLacidipine undergoes complete CYP3A4-mediated hepatic metabolism, with no parent drug detected in the urine or faeces. The 2 main metabolites have no pharmacological activity.
응용 분야 · 1건

개요Lacidipine is a new second-generation dihydropyridine calcium antagonist introduced as a once a day treatment for mild to moderate hypertension. It is reported to have high selectivity for vascular smooth muscle and also a long duration of action. The use of lacidipine as an antiatherosclerotic agent is currently under investigation.

공급사50 곳

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]

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