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84680-54-6

84680-54-6 Structure

84680-54-6 Structure
IdentificationMore
[Name]

ENALAPRILAT DIHYDRATE
[CAS]

84680-54-6
[Synonyms]

(2s)-1-[(2s)-2-[[(1s)-1-carboxy-3-phenyl-propyl]amino]propanoyl]pyrrolidine-2-carboxylic acid
ENALAPRILAT
ENALAPRILAT DIHYDRATE
ENALAPRILATE
MK-422
(S)-1-[N-[1-(CARBOXY)-3-PHENYLPROPYL]-L-ALANYL]-L-PROLINE, DIHYDRATE
Enalaprilate USP25
ENALAPRILAT USP
[EINECS(EC#)]

278-459-3
[Molecular Formula]

C18H28N2O7
[MDL Number]

MFCD00941393
[Molecular Weight]

384.42
[MOL File]

84680-54-6.mol
Chemical PropertiesBack Directory
[Melting point ]

151-159°C
[alpha ]

[α]D25 -53.0~-56.0゜ (c=1, CH3OH) (Calculated on dehydrous basis)
[storage temp. ]

2-8°C
[solubility ]

H2O: soluble14mg/mL at 60°C (warming for 5 minutes)
[form ]

neat
[color ]

White to Off-White
[Water Solubility ]

H2O: 14mg/mL at60°C (warming for 5 minutes)
DMSO: 64mg/mL
[InChIKey]

MFNXXPRUKGSARH-MTPBSTKNNA-N
[SMILES]

C(N1CCC[C@H]1C(=O)O)(=O)[C@H](C)N[C@H](C(=O)O)CCC1C=CC=CC=1.O |&1:5,10,13,r|
[CAS DataBase Reference]

84680-54-6(CAS DataBase Reference)
[EPA Substance Registry System]

L-Proline, N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-, hydrate (1:2) (84680-54-6)
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

TW3590600
[HS Code ]

2933995300
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Angiotensin-converting enzyme (ACE) converts angiotensin I to angiotensin II, a peptide hormone that impacts vascular smooth muscle tone and renal salt exchange, driving hypertension. Enalaprilat is the active metabolite of enalapril (Item No. 16041), an ACE inhibitor with roles in the management of hypertension, congestive heart failure, myocardial infarction, and diabetic nephropathies.. Enalaprilat is esterified with ethanol to produce enalapril in order to enable oral activity and subsequently metabolized in vivo to the active form by various esterases. Enalaprilat is reported to inhibit ACE activity with an IC50 value of 5.8 nM in vitro.
[Chemical Properties]

White Solid
[Uses]

Active metabolite of Enalapril. A nonsulfhydryl dipeptide angiotensin converting enzyme (ACE) inhibitor.
[Uses]

Active metabolite of Enalapril. A nonsulfhydryl dipeptide angiotensin converting enzyme (ACE) inhibitor. Enalapril EP Impurity C (Dihydrate).
[Uses]

anthelmintic
[Definition]

ChEBI: The dihydrate form of enalaprilat, an angiotensin-converting enzyme (ACE) inhibitor that is used (often in the form of its prodrug, enalapril) in the treatment of hypertension and heart failure, for reduction of proteinuria and renal disease in patients wi h nephropathies, and for the prevention of stroke, myocardial infarction, and cardiac death in high-risk patients. Unlike enalapril, enalaprilat is not absorbed by mouth but is administered by intravenous injection.
[Biochem/physiol Actions]

Enalapril, the ethyl ester of?enalaprilat exhibits slight pharmacological activity until it is hydrolyzed in the liver to?enalaprilat. Enalaprilat, a IV form of an angiotensin-converting-enzyme inhibitor (ACE) prevents the transformation of angiotensin I to angiotensin II, a potent vasoconstrictor.
[References]

[1] PIERRE REDELINGHUYS  EDWARD D S  ALOYSIUS T NCHINDA. Development of Domain-Selective Angiotensin I-Converting Enzyme Inhibitors[J]. Annals of the New York Academy of Sciences, 2006, 1056 1: 160-175. DOI: 10.1196/annals.1352.035
[2] JAMES J. MENCEL. Angiotensin converting enzyme inhibitors. 10. Aryl sulfonamide substituted N-[1-carboxy-3-phenylpropyl]-L-alanyl-L-proline derivatives as novel antihypertensives[J]. Journal of Medicinal Chemistry, 1990, 33 6: 1606-1615. DOI: 10.1021/jm00168a013
Spectrum DetailBack Directory
[Spectrum Detail]

ENALAPRILAT DIHYDRATE(84680-54-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

84680-54-6(sigmaaldrich)
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