Enalaprilat

Names

[ Name ]:
Enalaprilat

[Synonym ]:
Vasotec IV
MFCD08060099
ENALAPRILAT HYDRATE
L-Proline,1-[N-(1-carboxy-3-phenylpropyl)-L-alanyl]-,(S)
S-1-[N-(1-carboxy-3-phenylpropyl)-L-alanyl]-L-proline
ENALAPRILAT USP(CRM STANDARD)
Enalaprilat
Enalapril acid
Enalaprilic Acid
1-[N-[(S)-1-Carboxy-3-phenylpropyl]-L-alanyl]-L-proline
N-(1(S)-carboxy-3-phenylpropyl)-L-alanyl-L-proline
enalaprilate
Enalapril diacid
EINECS 278-459-3

Biological Activity

[Description]:

Enalaprilat (MK-422 anhydrous), the active metabolite of the oral prodrug Enalapril, is a potent, competitive and long-acting angiotensin-converting enzyme (ACE) inhibitor, with an IC50 of 1.94 nM. Enalaprilat can be used for the research of hypertension[1][2][3].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE)

[Target]

IC50: 1.94 nM (ACE)[1]

[In Vitro]

Enalaprilat (1 nM-10 μM; 24 h) attenuates the IGF-I induced neonatal rat cardiac fibroblast growth (30% reduction) in a concentration-dependent fashion, with an IC50 of 90 mM[2].

[In Vivo]

Enalaprilat (0.01%-2.9% in the eyedrop solution) shows significant intraocular pressure (IOP)-lowering effect in rabbits[3].

[References]

[1]. Ceconi C, et, al. Angiotensin-converting enzyme (ACE) inhibitors have different selectivity for bradykinin binding sites of human somatic ACE. Eur J Pharmacol. 2007 Dec 22;577(1-3):1-6.

[2]. Eickels M, et, al. Angiotensin-converting enzyme (ACE) inhibition attenuates insulin-like growth factor-I (IGF-I) induced cardiac fibroblast proliferation. Br J Pharmacol. 2000 Dec;131(8):1592-6.

[3]. Loftsson T, et, al. Enalaprilat and enalapril maleate eyedrops lower intraocular pressure in rabbits. Acta Ophthalmol. 2010 May;88(3):337-41.

Chemical & Physical Properties

[ Density]:
1.286 g/cm3 (20ºC)

[ Boiling Point ]:
601ºC at 760 mmHg

[ Melting Point ]:
148-151°C

[ Molecular Formula ]:
C₁₈H₂₄N₂O₅

[ Molecular Weight ]:
348.39400

[ Flash Point ]:
317.3ºC

[ Exact Mass ]:
348.16900

[ PSA ]:
106.94000

[ LogP ]:
1.45490

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R68:Possible risk of irreversible effects.

[ Safety Phrases ]:
S22-S36/37/39

[ RTECS ]:
DU9085000

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%