Quinapril hydrochloride

Base Information

• Chemical Name: Quinapril hydrochloride
• CAS No.: 82586-55-8
• Molecular Formula: C25H31ClN2O5
• Molecular Weight: 474.985
• Hs Code.: 2933492250
• European Community (EC) Number: 620-479-5
• NSC Number: 758222
• UNII: 33067B3N2M
• DSSTox Substance ID: DTXSID3021221
• Wikidata: Q27108138
• NCI Thesaurus Code: C29398
• RXCUI: 235759
• ChEMBL ID: CHEMBL1201011
• Mol file: 82586-55-8.mol

Synonyms:2-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid;Accupril;CI 906;CI-906;PD 109,452 2;PD 109452 2;PD 109452-2;PD 1094522;PD-109,452-2;quinapril;quinapril hydrochloride

Chemical Property of Quinapril hydrochloride

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 2E-18mmHg at 25°C
• Melting Point: 120-130 °C
• Boiling Point: 662 °C at 760 mmHg
• Flash Point: 354.1 °C
• PSA: 95.94000
• LogP: 3.69790
• Storage Temp.: 2-8°C
• Solubility.: H2O: >10mg/mL
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 474.1921498
• Heavy Atom Count: 33
• Complexity: 648

Purity/Quality:

99%, ^*data from raw suppliers

Quinapril hydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CC3=CC=CC=C3CC2C(=O)O.Cl
• Isomeric SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2CC3=CC=CC=C3C[C@H]2C(=O)O.Cl
• Recent ClinicalTrials: Effects of Quinapril 40 mg With Alpha Lipoic Acid or Placebo on Diabetes and Hypertension
• Recent EU Clinical Trials: NT-proBNP selected prevention of cardiac events in a population of diabetic patients without a history of cardiac disease (Pontiac II); a prospective randomized trial
• Uses: Antihypertensive;Dopamine receptor agonist Quinapril is an angiotensin converting enzyme (ACE) inhibitor. Antihypertensive. Quinapril hydrochloride has been used as an angiotensin-converting enzyme (ACE) inhibitor to study its effects on renal tubular epithelial cell proliferation in human renal tubular epithelial cells. It has also been used as an ACE inhibitor to evaluate its effects on the expression of angiotensin II (AII) in patient-derived Atheroma samples.

Technology Process of Quinapril hydrochloride

There total 11 articles about Quinapril hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

quinapril benzyl ester (82586-54-7) → quinapril hydrochloride (82586-55-8)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 15 - 20 ℃;

Reference yield: 85.0%

C39H42N2O5 → quinapril hydrochloride (82586-55-8)

Guidance literature:

With hydrogenchloride; 20% palladium hydroxide-activated charcoal; hydrogen; In ethanol; at 20 ℃; for 1h; under 3102.97 Torr;

DOI:10.1080/00397911.2019.1682168

Reference yield:

tert-butyl (S)-2-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (82586-56-9) → quinapril hydrochloride (82586-55-8) + isobutene (115-11-7,15220-85-6)

Guidance literature:

With hydrogenchloride; In acetic acid; toluene; at -5 - 25 ℃;

upstream raw materials:

quinapril benzyl ester

tert-butyl (S)-2-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

N-[1-(S)-(ethoxycarbonyl)-3-phenylpropyl]-L-alanine hydrochloride

(S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid benzylester hydrochloride

Downstream raw materials:

quinapril

<3S-<2(R*),3α,11aβ>>-1,3,4,6,11,11a-hexahydro-3-methyl-1,4-dioxo-α-(2-phenylethyl)-2H-pyrazino<1,2-b>isoquinoline-2-acetic acid, ethyl ester

quinapril hydrochloride acetone solvate

quinaprilate

Refernces

• 1、 Borase, Bhushan B.,Godbole, Himanshu M.,Singh, Girij P.,Upadhyay, Pritesh R.,Trivedi, Anurag,Bhat, Varadaraj,Shenoy, Gautham G.. "Application of Ugi three component reaction for the synthesis of quinapril hydrochloride". . p. 48 - 55. Retrieved 2019/11/19.
• 2、 -. "PREPARATION OF QUINAPRIL HYDROCHLORIDE". Page/Page column 5. . Retrieved 2008/06/13.