ChemicalBook--->CAS DataBase List--->89396-94-1

89396-94-1

89396-94-1 Structure

89396-94-1 Structure
IdentificationBack Directory
[Name]

(S)-3-[(S)-2-((S)-1-ETHOXYCARBONYL-3-PHENYL-PROPYLAMINO)-PROPIONYL]-1-METHYL-2-OXO-IMIDAZOLIDINE-4-CARBOXYLIC ACID
[CAS]

89396-94-1
[Synonyms]

Novarok
SH-6366
Novaloc
TA 6366
Tanapril
Tanatril
ACE/TA-6366
IMipadril HCl
Imidaprilhydrochloride
Imidapril HCl (TA-6366)
ImidaprilHydrochloride>
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*]]-
[EINECS(EC#)]

685-551-0
[Molecular Formula]

C20H27N3O6
[MDL Number]

MFCD00923828
[MOL File]

89396-94-1.mol
[Molecular Weight]

405.445
Chemical PropertiesBack Directory
[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)
[Merck ]

14,4911
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

NI8927400
[HS Code ]

2933.29.4300
Hazard InformationBack Directory
[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 DetailBack Directory
[Spectrum Detail]

(S)-3-[(S)-2-((S)-1-ETHOXYCARBONYL-3-PHENYL-PROPYLAMINO)-PROPIONYL]-1-METHYL-2-OXO-IMIDAZOLIDINE-4-CARBOXYLIC ACID(89396-94-1)1HNMR
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