3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, 3-methyl 5-((1-oxobutoxy)methyl) ester

HCID 153994CAS 166432-28-6

Grundinformationen

Standard-SMILES
CCCC(=O)OCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1cccc(Cl)c1Cl
InChIKey
KPBZROQVTHLCDU-UHFFFAOYSA-N
Summenformel
C21H23Cl2NO6
Durchschnittliche Molmasse
456,3 g/mol
Monoisotopische Masse
455,09024282

Überblick

Clevidipine is a dihydropyridine.

Namen und Bezeichner

Bevorzugter Name
3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, 3-methyl 5-((1-oxobutoxy)methyl) ester
IUPAC
5-O-(butanoyloxymethyl) 3-O-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
Englischer Name
Clevidipine
Summenformel
C21H23Cl2NO6
Molmasse
456.32

Namen und Synonyme

Clevidipine167221-71-8CleveloxClevidepineClevidepine butyrateClevidipino3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, 3-methyl 5-[(1-oxobutoxy)methyl] esterDTXSID6057661H-324/3819O2GP3B7QH324/38METHYL 5-{[(BUTANOYLOXY)METHOXY]CARBONYL}-4-(2,3-DICHLOROPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3-CARBOXYLATE
Weitere Namen anzeigen
Clevidipine impuritylevidipineClevidipine USP/EP/BP3-((butyryloxy)Methyl) 5-Methyl 4-(2,3-dichlorophenyl)-2,6-diMethylpyridine-3,5-dicarboxylate(±)-4-(2,3-Dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid butoxy methyl methyl diester
DTXCID70314503,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, methyl (1-oxobutoxy)methyl esterbutyroxymethyl methyl 4-(2',3'-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate3,5-PYRIDINEDICARBOXYLIC ACID, 4-(2,3-DICHLOROPHENYL)-1,4-DIHYDRO-2,6-DIMETHYL-, 3-METHYL 5-((1-OXOBUTOXY)METHYL) ESTERO3-(butanoyloxymethyl) O5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylateclevidipinumclevipidinemethyl 5-(((butanoyloxy)methoxy)carbonyl)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylate

Datenbank-Bezeichner

CAS
166432-28-6、167221-71-8
PubChem CID
153994
DTXSID
DTXSID6057661
ChEMBL
CHEMBL1237132
ChEBI
CHEBI:135738
UNII
19O2GP3B7Q
EC Number
682-702-2、814-032-5
Nikkaji
J772.200A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,3
Polarare Oberfläche (TPSA)
90,9 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
7
Frei drehbare Bindungen
10
Schwere Atome
30

Experimentelle und physikochemische Eigenschaften

Human Drugs · 2 Einträge

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Physikochemische Eigenschaften

Schmelzpunkt
137 · 137-139°C
storage temp.
Refrigerator
Löslichkeit
DMSO (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
Farbe
White to Off-White

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301 (33.3%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P264, P270, P280, P301+P316, P308+P316, P318, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

Gefahrenhinweise

Hazard Classes and Categories · 2 Einträge

Acute Tox. 3 (33.3%)

Repr. 2 (100%)

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Clevidipine

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Sicherheitsdaten

Alarmwort
Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H361

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 3 Einträge

C08CA16

C - Cardiovascular system

QC - Cardiovascular system

Protein Binding>99.5%
Pharmacodynamics · 1 Eintrag

Clevidipine belongs to a well-known class of drugs called dihydropyridine calcium channel antagonists. Clevidpine is the first third generation intravenous dihydropyridine calcium channel blocker. In vitro studies demonstrated that clevidipine acts by selectively relaxing the smooth muscle cells that line small arteries, resulting in arterial dilation, widening of the artery opening, and without reducing central venous pressure or reducing cardiac output.

Mechanism of Action · 1 Eintrag

Possibly by deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum, clevidipine inhibits the influx of extracellular calcium across both the myocardial and vascular smooth muscle cell membranes. The resultant inhibition of the contractile processes of the myocardial smooth muscle cells leads to dilation of the coronary and systemic arteries and improved oxygen delivery to the myocardial tissue.

Biological Half-Life1 minute
Metabolism/MetabolitesClevidipine is rapidly hydrolyzed to inactive metabolites by esterases in arterial blood.

Anwendungen

VerwendenAntihypertensive.

Anbieter50 Anbieter

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