Isradipine

Iomir · Lomir · Presca · CS-139 · Prescal · Esradin · Rebfiden · Clivoten

Identifikatoren & physikalische Daten

CAS No.	75695-93-1
Summenformel	C19H21N3O5
Durchschnittliche Molmasse	371,4 g/mol
Monoisotopische Masse	371,14812078 g/mol
SMILES	COC(=O)C1=C(C)NC(C)=C(C(=O)OC(C)C)C1c1cccc2nonc12
InChIKey	HMJIYCCIJYRONP-UHFFFAOYSA-N
PubChem CID	3784
ChEMBL	CHEMBL1648
ChEBI	CHEBI:6073
EC No.	630-420-5
DTXSID	DTXSID4023179

Chemische & physikalische Eigenschaften

XLogP	4,3
Polarare Oberfläche (TPSA)	104
H-Brücken-Donoren	1
H-Brücken-Akzeptoren	8
Frei drehbare Bindungen	6
Schwere Atome	27
Formalladung	0
Komplexität	685
LogP (Verteilungskoeffizient)	4.282.901
Löslichkeit	Practically insoluble (< 10 mg/L at 37 °C)2.28e-01 g/LDMSO: ~26 mg/mL
Schmelzpunkt	168-170 °C168 - 170 °C166-1680C
Physical Description	Solid
Kovats Retention Index	2578.89
Siedepunkt	501.9±60.0 °C(Predicted)
Dichte	1.249±0.06 g/cm3(Predicted)
Lagerbedingungen	2-8°C
Aggregatzustand	solid
pKa (Säurekonstante)	2.56±0.70(Predicted)
Farbe	yellow
Merck	14,5240
BCS Class	2/4
Stabilität	Stable for 2 years from date of purchsae as supplied. Protect from moisture. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
Hauptanwendungen	pharmaceutical (small molecule)
InChI	InChI=1S/C19H21N3O5/c1-9(2)26-19(24)15-11(4)20-10(3)14(18(23)25-5)16(15)12-7-6-8-13-17(12)22-27-21-13/h6-9,16,20H,1-5H3
InChIKey	HMJIYCCIJYRONP-UHFFFAOYSA-N
SMILES	C1(C)NC(C)=C(C(OC(C)C)=O)C(C2C3C(C=CC=2)=NON=3)C=1C(OC)=O
CAS Datenbank	75695-93-1(CAS DataBase Reference)
NIST chemische Informationen	Isradipine(75695-93-1)

Sicherheit & Vorschriften

GHS-Einstufung	DangerH301 (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.
Hazard Classes and Categories	Acute Tox. 3 (98%)Eye Irrit. 2 (92.2%)STOT RE 1 (92.2%)Aquatic Acute 1 (98%)Aquatic Chronic 1 (98%)
Drug Induced Liver Injury	Drug Induced Liver Injury Rank (DILIrank 2.0)IsradipinevLess-DILI-concern3Adverse reactionsDOI:10.1016/j.drudis.2016.02.015
Effects During Pregnancy and Lactation	◉ Summary of Use during LactationBecause no information is available on the use of isradipine during breastfeeding, an alternate drug may be preferred.◉ Effects in Breastfed InfantsRelevant published information was not found as of the revision date.◉ Effects on Lactation and Breastmilk
Wassergefährdungsklasse (WGK)	3
Zollcode	2934990002
Sicherheitshinweise (S)	22-24/25
Lagerklasse	11 - Combustible Solids

Anwendungen & Verwendung

Beschreibung

Isradipine 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.

Verwenden

Isradipine 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.