ChemicalBook CAS DataBase List 89396-94-1

89396-94-1

Name	(S)-3-[(S)-2-((S)-1-ETHOXYCARBONYL-3-PHENYL-PROPYLAMINO)-PROPIONYL]-1-METHYL-2-OXO-IMIDAZOLIDINE-4-CARBOXYLIC ACID
CAS	89396-94-1
EINECS(EC#)	685-551-0
Molecular Formula	C20H27N3O6
MDL Number	MFCD00923828
Molecular Weight	405.445
MOL File	89396-94-1.mol

Synonyms

Novarok SH-6366 Novaloc TA 6366 Tanapril Tanatril ACE/TA-6366 IMipadril HCl Imidaprilhydrochloride Imidapril HCl (TA-6366) ImidaprilHydrochloride&gt Imidapril monohydrochloride Imidapril hydrochloride [jan] Imidapril Hydrochloride (cGMP) IMidapril Hydrochloride USP/EP/BP IMidapril HCL & its interMediates Imidapril Hydrochloride (secondary standard) (-)-(4S)-3-[2(S)-[N-[1(S)-(Ethoxycarbonyl)-3-phenylpropyl]am... (S)-3-[(S)-2-((S)-1-ETHOXYCARBONYL-3-PHENYL-PROPYLAMINO)-PROPIONYL]-1-METHYL-2-OXO-IMIDAZOLIDINE-4-CARBOXYLIC ACID (S)-3-[(S)-2-((S)-1-ETHOXYCARBONYL-3-PHENYL-PROPYLAMINO)-PROPIONYL]-1-METHYL-2-OXO-IMIDAZOLIDINE-4-CARBOXYLIC ACID USP/EP/BP (S)-3-((S)-2-(((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-1-methyl-2-oxoimidazolidine-4-carboxylic acid hydrochloride (S)-3-[(S)-2-((S)-1-ETHOXYCARBONYL-3-PHENYL-PROPYLAMINO)-PROPIONYL]-1-METHYL-2-OXO-IMIDAZOLIDINE-4-CARBOXYLIC ACID: HYDROCHLORIDE 3-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-2-oxo-4-imidazolidinecarboxylic acid hydrochloride (4S)-3-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid,hydrochloride (-)-(4S)-3-[2(S)-[N-[1(S)-(Ethoxycarbonyl)-3-phenylpropyl]amino]propionyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid hydrochloride 4-Imidazolidinecarboxylicacid,3-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-2-oxo-,hydrochloride (1:1) 4-IMidazolidinecarboxylicacid,3-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]aMino]-1-oxopropyl]-1-Methyl-2-oxo-,hydrochloride (1:1), (4S)- 4-Imidazolidinecarboxylic acid, 3-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-2-oxo-, monohydrochloride, (4S)- 4-Imidazolidinecarboxylic acid, 3-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-2-oxo-, monohydrochloride, [4S-[3[R*(R*)],4R*]]-

Chemical Properties

Melting point	214-216℃
alpha	D20 -64.1° (c = 0.5 in ethanol)
storage temp.	?20°C
solubility	H2O: ≥5mg/mL
form	powder
color	white to tan
optical activity	[α]/D -50 to -70° in ethanol (c=0.5)
Water Solubility	H2O: ≥5mg/mL
Merck	14,4911

Safety Data

WGK Germany	3
RTECS	NI8927400
HS Code	2933.29.4300

Hazard Information

Uses

antibiotic

Definition

ChEBI: Imidapril hydrochloride is a dipeptide.

General Description

Imidapril comprises large acyl moiety and is hydrolyzed by carboxylesterase (CES) 1.

Biochem/physiol Actions

Imidapril is a potent angiotensin converting enzyme inhibitor and anti-hypertensive.

Clinical Use

Angiotensin-converting enzyme inhibitor:

Hypertension

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: antagonism of hypotensive effect and increased risk of renal impairment with NSAIDs; hyperkalaemia with ketorolac and other NSAIDs.
Antihypertensives: increased risk of hyperkalaemia, hypotension and renal failure with ARBs and aliskiren.
Bee venom extract: possible severe anaphylactoid reactions when used together.
Ciclosporin: increased risk of hyperkalaemia and nephrotoxicity.
Cytotoxics: increased risk of angioedema with everolimus.
Diuretics: enhanced hypotensive effect; hyperkalaemia with potassium-sparing diuretics.
ESAs: increased risk of hyperkalaemia; antagonism of hypotensive effect.
Gold: flushing and hypotension with sodium aurothiomalate.
Lithium: reduced excretion, possibility of enhanced lithium toxicity.
Potassium salts: increased risk of hyperkalaemia.
Tacrolimus: increased risk of hyperkalaemia and nephrotoxicity.

Metabolism

Imidapril is a prodrug, and is metabolised in the liver to the diacid imidaprilat, its active metabolite. The bioavailability of imidaprilat is about 42% after oral doses of imidapril.
About 40% of an oral dose is excreted in the urine, the rest in the faeces.

Spectrum Detail

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