CAS 89371-44-8|Imidaprilate

Introduction:Basic information about CAS 89371-44-8|Imidaprilate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameImidaprilate
CAS Number89371-44-8Molecular Weight377.39200
Density/Boiling Point/
Molecular FormulaC18H23N3O6Melting Point180-182ºC
MSDS/Flash Point/

Names

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

Imidaprilate BiologicalActivity

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

IC50: 2.6 nM (ACE)[1]

In VitroImidaprilate (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 VivoImidaprilate (≥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 Point180-182ºC
Molecular FormulaC18H23N3O6
Molecular Weight377.39200
Exact Mass377.15900
PSA127.25000
LogP0.66440
InChIKeyVFAVNRVDTAPBNR-UBHSHLNASA-N
SMILESCC(NC(CCc1ccccc1)C(=O)O)C(=O)N1C(=O)N(C)CC1C(=O)O

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
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