Basic information
- CAS
92077-78-6- Standard SMILES
CCOC(=O)[C@H](CCc1ccccc1)N[C@H]1CCCN2CCC[C@@H](C(=O)O)N2C1=O.O- InChIKey
JQRZBPFGBRIWSN-YOTVLOEGSA-N- Molecular formula
- C22H33N3O6
- Average molar mass
- 435.5 g/mol
- Monoisotopic mass
- 435.23693578
Overview
Cilazapril monohydrate is a hydrate that is the monohydrate of cilazapril. It is used for the treatment of hypertension and heart failure. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, an antihypertensive agent and a prodrug. It contains a cilazapril.
Names & identifiers
- Preferred name
- Cilazapril Monohydrate
- IUPAC
- (4S,7S)-7-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acid;hydrate
- English name
- Cilazapril Monohydrate
- Molecular formula
- C22H31N3O5.H2O
- Molecular weight
- 435.51
Names & synonyms
CILAZAPRIL MONOHYDRATE92077-78-6Ro 31-2848 monohydrateCilazapril hydrateCHEBI:145568DTXSID00238846(1S,9S)-9-(((S)-1-Carboxy-3-phenylpropyl)amino)octahydro-10-oxo-6H-pyridazino(1,2-a)(1,2)diazepine-1-carboxylic acid 9-ethyl ester monohydrate(1S,9S)-9-[[(S)-1-Carboxy-3-phenylpropyl]amino]octahydro-10-oxo-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid 9-ethyl ester monohydrateRefChem:918623DTXCID50161337(1S,9S)-9-((1S)-(1-Ethoxycarbonyl-3-phenylpropyl)amino)-10-oxooctahydro-6H-pyridazino(1,2-a)(1,2)diazepine-1-carboxylic acid monohydrateCilazapril (monohydrate)
Show more names
JustorDynormVascaseInitissInhibaceCilazapril CRSCILAZAPRIL EPC(Vascace monohydrateInhibace monohydrate
Cilazapril (USAN)(4S,7S)-7-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acid;hydrateInhibace (TN)CILAZAPRIL [USAN](1S,9S)-9-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)-10-oxooctahydro-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid hydrate(1S,9S)-9-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-10-oxooctahydro-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid--water (1/1)MFCD00865788Cilazapril [USAN:INN:BAN:JAN]
Properties
Computed structural properties
- Topological polar surface area
- 100 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 608
Physicochemical properties
- Melting point
- 98 ° · 98° (dec)
- alpha
- 20 · D20 -62.51° (c = 1% in ethanol)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Slightly soluble in water, freely soluble in methanol and in methylene chloride.
- form
- Solid
- pka
- 1 · pKa1 3.3; pKa2 6.4(at 25℃)
- color
- White to off-white
- Major Application
- pharmaceutical (small molecule)
- InChIKey
- JQRZBPFGBRIWSN-YOTVLOEGSA-N
- SMILES
- N21N(CCC[C@H]2C(=O)O)CCC[C@@H](C1=O)N[C@@H](CCc3ccccc3)C(=O)OCC.O
- FDA UNII
- 19 KW7PI29F · 19KW7PI29F
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Warning
- Hazard statements
- 361 · H361
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesRepr. 2 (100%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- Hazard statements
- H361
- Precautionary statements
- P201-P202-P281-P308+P313-P405-P501
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
DescriptionCilazapril is a new ACE inhibitor useful in the management of mild to moderate hypertension. Orally administered cilazapril is a prodrug which is de-esterified to its active diacid metabolite cilazprilat. Compared with enalapril and captopril, cilazapril is more potent and longer lasting.
UsesAntihypertensive.
Upstream & downstream products
Upstream raw materials
Suppliers45 total
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
Related reactions
2 records
Compound notes
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