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ChemicalBook--->CAS DataBase List--->85441-61-8

85441-61-8

85441-61-8 Structure

85441-61-8 Structure
IdentificationMore
[Name]

Quinapril
[CAS]

85441-61-8
[Synonyms]

2-[2-(1-ethoxycarbonyl-3-phenyl-propyl)aminopropanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
(3S)-2-[(2S)-2-[[(1S)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL]AMINO]-1-OXOPROPYL]-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID HYDROCHLORIDE
(3s-(2(r*(r*)),3r*))-2-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid monohydrochloride
ACCUPRIL
ACCUPRIN
ACCUPRO
CI-906
PD-109452-2
QUINAPRIL HCL
QUINAPRIL HYDROCHLORIDE
Asig
Quniapril
S-1,2,3,4CTetrahydro-3-IsoquinolinecarboxylicAcid
3-Isoquinolinecarboxylic acid, 2-(2S)-2-(1S)-1-(ethoxycarbonyl)-3-phenylpropylamino-1-oxopropyl-1,2,3,4-tetrahydro-, (3S)-
3-Isoquinolinecarboxylic acid, 2-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-, (3S)-(9CI)
3-Isoquinolinecarboxylic acid, 2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-, [3S-[2[R*(R*)],3R*]]-
Ectren
Koretic
2-[2-(1-Ethoxycarbonyl-3-phenyl-propyl)aminopropanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
[3S-[2[R^<*>^ (R^<*>^)],3R^<*>^]]-2-[2-[[1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
[EINECS(EC#)]

1312995-182-4
[Molecular Formula]

C25H30N2O5
[MDL Number]

MFCD00889215
[Molecular Weight]

438.52
[MOL File]

85441-61-8.mol
Chemical PropertiesBack Directory
[Melting point ]

120-130°C
[Boiling point ]

662.0±55.0 °C(Predicted)
[density ]

1.217±0.06 g/cm3(Predicted)
[pka]

3.39±0.20(Predicted)
[BCS Class]

1
[CAS DataBase Reference]

85441-61-8(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic acid-->Trifluoroacetic acid-->Quinazoline-->Quinapril hydrochloride
Hazard InformationBack Directory
[Description]

Quinapril is an orally active, non-sulfhydryl ACE inhibitor reportedly useful in the treatment of essential hypertension. The main claimed advantage of quinapril compared with other available ACE inhibitors is its side-effect profile. It is also effective in the management of congestive heart failure.
[Originator]

Warner-Lambert (USA)
[Uses]

Antihypertensive; enzyme inhibitor (angiotensin-converting).
[Definition]

ChEBI: Quinapril is a member of the class of isoquinolines that is (3S)-2-L-alanyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid in which the alpha-amino group of the alanyl residue has been substituted by a 1-ethoxycarbonyl-4-phenylbutan-2-yl group (the all-S isomer). A prodrug for quinaprilat (by hydrolysis of the ethyl ester to the corresponding carboxylic acid), it is used as an angiotensin-converting enzyme inhibitor (ACE inhibitor) used (generally as the hydrochloride salt) for the treatment of hypertension and congestive heart failure. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, a prodrug and an antihypertensive agent. It is a member of isoquinolines, a dicarboxylic acid monoester, an ethyl ester and a tertiary carboxamide.
[Brand name]

Accupril (Pfizer); Quinapril (Lupin); Quinapril (Ranbaxy) ;Accupro.
[Clinical Use]

Angiotensin converting enzyme inhibitor:
Hypertension
Congestive heart failure
[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]

Quniapril is a prodrug which is metabolised in the liver to its active form, quinaprilat, and to minor inactive metabolites.
Quinaprilat is eliminated primarily by renal excretion.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

85441-61-8(sigmaaldrich)
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