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Utibapril

Names

[ CAS No. ]:
109683-61-6

[ Name ]:
Utibapril

[Synonym ]:
Utibaprilo
Utibaprilo [INN-Spanish]
5-tert-butyl-3-[n-(1-ethoxy-1-oxo-4-phenylbutan-2-yl)alanyl]-2,3-dihydro-1,3,4-thiadiazole-2-carboxylic acid
Utibapril
Utibaprilum [INN-Latin]
Utibaprilum
5-tert-butyl-3-{N-[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl}-2,3-dihydro-1,3,4-thiadiazole-2(S)-carboxylic acid

Biological Activity

[Description]:

Utibapril is an angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activities.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE)
Research Areas >> Cardiovascular Disease

[In Vivo]

Utibapril significantly inhibits plasma, renal, and vascular ACE but not ventricular ACE activity. Utibapril (2 μg/kg/day) significantly inhibits vascular ACE activity, and Utibapril (250 μg/kg/day) results in a significant inhibition of plasma ACE. Furthermore, angiotensin I-induced decreases in coronary flow in the isolated heart are significantly inhibited after treatment with the higher doses of utibapril[1]. FPL 63547 is rapidly and extensively excreted as the diacid in the bile but appeared in the urine in negligible amounts[2].

[References]

[1]. Buikema H, et al. Differential inhibition of plasma versus tissue ACE by utibapril: biochemical and functional evidence for inhibition of vascular ACE activity. J Cardiovasc Pharmacol. 1997 May;29(5):684-91.

[2]. Carr RD, et al. Preferential biliary elimination of FPL 63547, a novel inhibitor of angiotensin-converting enzyme, in the rat. Br J Pharmacol. 1990 May;100(1):90-4.


[Related Small Molecules]

Angiotensin I/II (1-7) trifluoroacetate salt | Captopril | Enalapril maleate | Perindopril erbumine | Lisinopril diydrate | Phosphoramidon disodium salt | Trandolapril | Fosinopril sodium | Quinapril hydrochloride | Ramipril | Cilazapril Monohydrate | Enalaprilat Dihydrate | omapatrilat | Temocapril (hydrochloride) | Hemorphin-7

Chemical & Physical Properties

[ Density]:
1.24g/cm3

[ Boiling Point ]:
597.5ºC at 760 mmHg

[ Molecular Formula ]:
C22H31N3O5S

[ Molecular Weight ]:
449.56400

[ Flash Point ]:
315.2ºC

[ Exact Mass ]:
449.19800

[ PSA ]:
133.60000

[ LogP ]:
2.63910

[ Vapour Pressure ]:
3.98E-15mmHg at 25°C

[ Index of Refraction ]:
1.586

[ Storage condition ]:
2-8℃


Related Compounds