Imidaprilate

Modify Date: 2024-01-06 20:11:52

Imidaprilate Structure
Imidaprilate structure
Common Name Imidaprilate
CAS Number 89371-44-8 Molecular Weight 377.39200
Density N/A Boiling Point N/A
Molecular Formula C18H23N3O6 Melting Point 180-182ºC
MSDS N/A Flash Point N/A

 Use of Imidaprilate


Imidaprilate is an active metabolite of TA-6366, acts as a potent angiotensin converting enzyme (ACE) inhibitor, with an IC50 of 2.6 nM, and is used in the research of hypertensive disease.

 Names

Name (4S)-3-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid
Synonym More Synonyms

 Imidaprilate Biological Activity

Description Imidaprilate is an active metabolite of TA-6366, acts as a potent angiotensin converting enzyme (ACE) inhibitor, with an IC50 of 2.6 nM, and is used in the research of hypertensive disease.
Related Catalog
Target

IC50: 2.6 nM (ACE)[1]

In Vitro Imidaprilate (6366A) is an active metabolite of 6366, acts as a potent angiotensin converting enzyme (ACE) inhibitor, with an IC50 of 2.6 nM. Imidaprilate augments the bradykinin-induced contraction of guinea pig ileum, with AC50 of 1.7 nM[1].
In Vivo Imidaprilate (≥0.2 mg/kg) inhibits angiotensin I (AT-I)-induced pressor response. TA-6366 lowers the blood pressure in two-kidney one-clip renal hypertensive rats at 0.5-2 mg/kg via oral administration, and in spontaneously hypertensive rats (SHRs) at 2 to 10 mg/kg[1].
References

[1]. Kubo M, et al. Pharmacological studies on (4S)-1-methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino] propionyl]-2-oxo-imidazolidine-4-carboxylic acid hydrochloride (TA-6366), a new ACE inhibitor: I. ACE inhibitory and anti-hypertensive activities. Jpn J Pharmacol. 1990 Jun;53(2):201-10.

 Chemical & Physical Properties

Melting Point 180-182ºC
Molecular Formula C18H23N3O6
Molecular Weight 377.39200
Exact Mass 377.15900
PSA 127.25000
LogP 0.66440

 Synthetic Route

 Synonyms

(4S)-3-<(2S)-2-<N-((1S)-1-carboxy-3-phenylpropyl)amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylic acid
(4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid
UNII-WUU07Y30IA
Imidapril Diacid
Imidaprilat
(4S)-3-[(2S)-N-[(1S)-1-carboxy-3-phenylpropyl]alanyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid