Isradipine

HCID 3784CAS 75695-93-1

기본 정보

표준 SMILES
COC(=O)C1=C(C)NC(C)=C(C(=O)OC(C)C)C1c1cccc2nonc12
InChIKey
HMJIYCCIJYRONP-UHFFFAOYSA-N
분자식
C19H21N3O5
평균 분자량
371.4 g/mol
단동위원소 질량
371.14812078

이름 및 식별자

우선 이름
Isradipine
IUPAC
3-O-methyl 5-O-propan-2-yl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
영어명
Isradipine
분자식
C19H21N3O5
분자량
371.39

이름 및 동의어

isradipine75695-93-1DynaCircLomirPrescalDynacirc CRPN 200-110IsradipinoPN-200-110IsradipinumDTXSID4023179NSC-759892
이름 더 보기
IomirPrescaCS-139EsradinRebfidenClivotenDynacrine
YO1UK1S5983,5-Pyridinedicarboxylic acid, 4-(4-benzofurazanyl)-1,4-dihydro-2,6-dimethyl-, methyl 1-methylethyl ester3,5-Pyridinedicarboxylic acid, 4-(2,1,3-benzoxadiazol-4-yl)-1,4-dihydro-2,6-dimethyl-, methyl 1-methylethyl esterDTXCID203179O5-methyl O3-propan-2-yl 4-(2,1,3-benzoxadiazol-7-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate3,5-Pyridinedicarboxylic acid, 4-(4-benzofurazanyl)-1,4-dihydro-2,6-dimethyl-, methyl 1-methylethyl ester, (+-)-3-methyl 5-propan-2-yl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylatePN 205-033

데이터베이스 식별자

CAS
75695-93-1
PubChem CID
3784
DTXSID
DTXSID4023179
ChEMBL
CHEMBL1648、CHEMBL315436、CHEMBL3211306
ChEBI
CHEBI:6073
UNII
YO1UK1S598
EC Number
630-420-5
Nikkaji
J33.142B、J356.392H、J356.393F

물성

구조 계산 물성

XLogP
4.3
극성 표면적
104 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
8
회전 가능 결합 수
6
무거운 원자 수
27

실험 및 물리화학적 성질

LogP · 2건

4.28

2.901

Solubility · 2건

Practically insoluble (< 10 mg/L at 37 °C)

2.28e-01 g/L

Melting Point · 2건

168-170 °C

168 - 170 °C

Physical DescriptionSolid
Kovats Retention Index2578.89

물리화학적 성질

녹는점
166 · 166-1680C
끓는 점
501.9 · 501.9±60.0 °C(Predicted)
밀도
1.249 · 1.249±0.06 g/cm3(Predicted)
저장 조건
2 · 2-8°C
용해도
26 mg/mL · DMSO: ~26mg/mL
물리적 상태
고체

화학적 성질

Yellow Solid

안전 및 규제

GHS 분류

GHS Classification · 5건

Danger

H301 (98%): Toxic if swallowed [Danger Acute toxicity, oral];H319 (92.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H372 (92.2%): Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure];H400 (98%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (98%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P260, P264, P264+P265, P270, P273, P280, P301+P316, P305+P351+P338, P319, P321, P330, P337+P317, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 3 (98%);Eye Irrit. 2 (92.2%);STOT RE 1 (92.2%);Aquatic Acute 1 (98%);Aquatic Chronic 1 (98%)

독성 정보

Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Isradipine

vLess-DILI-concern

3

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation · 1건

◉ Summary of Use during Lactation;Because no information is available on the use of isradipine during breastfeeding, an alternate drug may be preferred.;◉ Effects in Breastfed Infants;Relevant published information was not found as of the revision date.;◉ Effects on Lactation and Breastmilk;Relevant published information was not found as of the revision date.

안전 데이터

wgk
3
HS 번호
2934990002
safety_code
22-24/25
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 2건

C - Cardiovascular system;C08 - Calcium channel blockers;C08C - Selective calcium channel blockers with mainly vascular effects;C08CA - Dihydropyridine derivatives;C08CA03 - Isradipine

QC - Cardiovascular system;QC08 - Calcium channel blockers;QC08C - Selective calcium channel blockers with mainly vascular effects;QC08CA - Dihydropyridine derivatives;QC08CA03 - Isradipine

Protein Binding95%
Pharmacodynamics · 1건

Isradipine decreases arterial smooth muscle contractility and subsequent vasoconstriction by inhibiting the influx of calcium ions through L-type calcium channels. Calcium ions entering the cell through these channels bind to calmodulin. Calcium-bound calmodulin then binds to and activates myosin light chain kinase (MLCK). Activated MLCK catalyzes the phosphorylation of the regulatory light chain subunit of myosin, a key step in muscle contraction. Signal amplification is achieved by calcium-induced calcium release from the sarcoplasmic reticulum through ryanodine receptors. Inhibition of the initial influx of calcium decreases the contractile activity of arterial smooth muscle cells and results in vasodilation. The vasodilatory effects of isradipine result in an overall decrease in blood pressure.

Mechanism of Action · 1건

Isradipine belongs to the dihydropyridine (DHP) class of calcium channel blockers (CCBs), the most widely used class of CCBs. There are at least five different types of calcium channels in <i>Homo sapiens</i>: L-, N-, P/Q-, R- and T-type. CCBs target L-type calcium channels, the major channel in muscle cells that mediates contraction. Similar to other DHP CCBs, isradipine binds directly to inactive calcium channels stabilizing their inactive conformation. Since arterial smooth muscle depolarizations are longer in duration than cardiac muscle depolarizations, inactive channels are more prevalent in smooth muscle cells. Alternative splicing of the alpha-1 subunit of the channel gives isradipine additional arterial selectivity. At therapeutic sub-toxic concentrations, isradipine has little effect on cardiac myocytes and conduction cells.

Biological Half-Life8 hours
Metabolism/MetabolitesHepatic. Completely metabolized prior to excretion and no unchanged drug is detected in the urine.

용도 및 제조

UsesUse (kg; approx.) in Germany (2009): >10;Consumption (g per capita; approx.) in Germany (2009): 0.000122;Calculated removal (%): 78.8
Use ClassificationPharmaceuticals
응용 분야 · 3건

개요Isradipine is a long-acting calcium blocker effective in the treatment of essential hypertension. The advantages of isradipine as compared with other dihydropyridine calcium antagonists include a "gentle" onset and fewer contraindications. It can be taken by patients with diabetes mellitus, chronic obstructive airway diseases, gout, congestive heart failure or ischemic heart disease.

용도Isradipine is a L-type calcium channel blocker, Isradipine has anti-atherosclerotic effects in animals and improves endothelium-mediated nitric oxide (NO)-dependent vasodilation in vitro. Additional studies indicate that Isradipine may provide a neuroprotective effect in a rat model of focal ischemia and that Isradipine produces a dose-dependent sparing of dopamine neuronal fibers and cell bodies.

일반 설명Isradipine, 4-(4-benzofuranazyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinecarboxylic acid methyl 1-methylethyl ester (DynaCirc), is another second-generationdihydropyridine-type channel blocker. This drug, like theother second-generation analogs, is more selective for vascularsmooth muscle than for myocardial tissue. It is effectivein the treatment of stable angina, reducing the frequencyof anginal attacks and the need to use nitroglycerin.

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]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

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4건

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