Cilazaprilat
Basic information
- CAS
90139-06-3- Standard SMILES
O=C(O)[C@H](CCc1ccccc1)N[C@H]1CCCN2CCC[C@@H](C(=O)O)N2C1=O- InChIKey
UVAUYSRYXACKSC-ULQDDVLXSA-N- Molecular formula
- C20H27N3O5
- Average molar mass
- 389.4 g/mol
- Monoisotopic mass
- 389.19507097
Overview
Cilazaprilat is a non-proteinogenic alpha-amino acid.
Names & identifiers
- Preferred name
- Cilazaprilat
- IUPAC
- (4S,7S)-7-[[(1S)-1-carboxy-3-phenylpropyl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acid
- English name
- Cilazaprilat
- Molecular formula
- C20H27N3O5
- Molecular weight
- 389.45
Names & synonyms
Cilazaprilat90139-06-3CilazaprilateRo 31-3113CilazaprilatumCilazapril diacidCilazaprilat anhydrousWBL76FH528Ro-313113RO-31-3113DTXSID00238043(1S,9S)-9-(((2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl)amino)-10-oxo-1,2,3,4,6,7,8,9-octahydropyridazino(1,2-a)diazepine-1-carboxylic acid
Show more names
CILAZAPRILAT HYDRATECilazapril EP Impurity B (Cilazaprilat)(1S)-9α-[[(S)-1-Carboxy-3-phenylpropyl]amino]octahydro-10-oxo-6H-pyridazino[1,2-a][1,2]diazepine-1α-carboxylic acid(1S,9S)-9-[[(1S)-1-Carboxy-3-phenylpropyl]amino]octahydro-10-oxo-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic Acid(1S,9S)-9-[[(1S)-1-Carboxy-3-phenylpropyl]amino]octahydro-10-oxo-6H-pyridazino[1,2-α][1,2]diazepine-1-carboxylic Acid6H-Pyridazino[1,2-a][1,2]diazepine-1-carboxylicacid, 9-[[(1S)-1-carboxy-3-phenylpropyl]amino]octahydro-10-oxo-, (1S,9S)-(1S,9S)-9-[[(2S)-1-Carboxy-3-phenylpropyl]amino]-10-oxo-1,2,3,4,6,7,8,9-octahydropyridazino[1,2-a]diazepine-1-carboxylic acid
(1S,9S)-9-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]-10-oxo-1,2,3,4,6,7,8,9-octahydropyridazino[1,2-a]diazepine-1-carboxylic acidRo 313113RefChem:126131DTXCID20160534(1S,9S)-9-(((1S)-1-carboxy-3-phenylpropyl)amino)-10-oxo-octahydro-1H-pyridazino(1,2-a)(1,2)diazepine-1-carboxylic acidCilazapril EP Impurity B(4S,7S)-7-[[(1S)-1-carboxy-3-phenylpropyl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acidCilazaprilate [French]
Properties
Computed structural properties
- XLogP
- -2.4
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 7
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 578
Physicochemical properties
- Melting point
- 150 · 150-160°C
- alpha
- 20 · D20 -74.7° (c = 0.5 in 1M NaOH)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Aqueous Base (Slightly), DMSO (Slightly, Heated), Methanol (Slightly, Heated)
- form
- Solid
- color
- White to Off-White
- FDA UNII
- 76 FH528 · WBL76FH528
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility.
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
Applications
UsesThe active metabolite of Cilazapril. An ACE inhibitor. Antihypertensive.
Additional notes
DefinitionChEBI: Cilazaprilat is a non-proteinogenic alpha-amino acid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…