Quinapril hydrochloride
- Product Name
- Quinapril hydrochloride
- CAS No.
- 82586-55-8
- Chemical Name
- Quinapril hydrochloride
- Synonyms
- ACCUPRIL;QUINAPRIL HCL;Korec;Conan;CI-906;Acupril;ccupril;ACCUPRO;Acequin;Acuitel
- CBNumber
- CB8100984
- Molecular Formula
- C25H31ClN2O5
- Formula Weight
- 474.98
- MOL File
- 82586-55-8.mol
Quinapril hydrochloride Property
- Melting point:
- 120-130°C
- alpha
- D23 +14.5° (c = 1.2 in ethanol) (Klutchko); D25 +15.4° (c = 2 in methanol) (Goel, Krolls)
- storage temp.
- 2-8°C
- solubility
- H2O: >10mg/mL
- form
- solid
- color
- white
- Water Solubility
- H2O: >10mg/mL
- InChIKey
- IBBLRJGOOANPTQ-ZKASTLJSNA-N
- SMILES
- N1(C(=O)[C@H](C)N[C@H](C(=O)OCC)CCC2C=CC=CC=2)CC2C(=CC=CC=2)C[C@H]1C(=O)O.Cl |&1:3,6,28,r|
- CAS DataBase Reference
- 82586-55-8(CAS DataBase Reference)
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 2
- RTECS
- NW7176000
- HS Code
- 2933492250
- Hazardous Substances Data
- 82586-55-8(Hazardous Substances Data)
- Toxicity
- Freely sol in aq solvents. LD50 in male, female mice, rats (mg/kg): 1739, 1840, 4280, 3541 orally; 504, 523, 158, 107 i.v. (Kaplan, 1989)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H303May be harmfulif swallowed
H361Suspected of damaging fertility or the unborn child
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P270Do not eat, drink or smoke when using this product.
P281Use personal protective equipment as required.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P308+P313IF exposed or concerned: Get medical advice/attention.
P403Store in a well-ventilated place.
N-Bromosuccinimide Price
- Product number
- Y0001503
- Product name
- Quinapril for system suitability
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 5.125 mg
- Price
- $156
- Updated
- 2025/07/31
- Product number
- Y0001502
- Product name
- Quinapril for peak identification
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 5.075 mg
- Price
- $156
- Updated
- 2025/07/31
- Product number
- Y0001491
- Product name
- Quinapril hydrochloride
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 30 mg
- Price
- $159
- Updated
- 2025/07/31
- Product number
- Q0632
- Product name
- Quinapril hydrochloride
- Purity
- ≥98% (HPLC), solid
- Packaging
- 250mg
- Price
- $455
- Updated
- 2025/07/31
- Product number
- BP1193
- Product name
- Quinapril hydrochloride
- Purity
- British Pharmacopoeia (BP) Reference Standard
- Packaging
- 100MG
- Price
- $234
- Updated
- 2025/07/31
Quinapril hydrochloride Chemical Properties,Usage,Production
Chemical Properties
White Crystalline Solid
Uses
Antihypertensive;Dopamine receptor agonist
Uses
Quinapril is an angiotensin converting enzyme (ACE) inhibitor. Antihypertensive.
Uses
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.
Definition
ChEBI: Quinapril hydrochloride is a hydrochloride resulting from the reaction of equimolar amounts of quinapril and hydrogen chloride. A prodrug for quinaprilat hydrochloride (by hydrolysis of the ethyl ester to the corresponding carboxylic acid), it is used as an angiotensin-converting enzyme inhibitor (ACE inhibitor) for the treatment of hypertension and congestive heart failure. It has a role as an antihypertensive agent and an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor. It contains a quinapril(1+).
brand name
Accupril (Pfizer); Quinapril (Lupin); Quinapril (Ranbaxy) .
General Description
Quinapril hydrochloride,(S)-[(S)-N-[(S)21-carboxy3-phenylpropyl]alanyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid 1-ethyl ester hydrochloride(Acuretic), forms the diacid quinaprilate in thebody. It is more potent than captopril and equipotent to theactive form of enalapril.
Biochem/physiol Actions
Quinapril is a short-acting angiotensin converting enzyme (ACE) inhibitor.
Synthesis
82586-54-7
82586-55-8
The general procedure for the synthesis of (S)-2-((S)-2-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride from quinapril benzyl ester maleate was as follows: 1.73 g (3.29 mmol) of quinapril benzyl ester obtained in Example 6 (IlIc, R = Bn) was dissolved in 40 ml of ethyl acetate and about 1 ml of dry HCl was added.The hydrogenation reaction was carried out at 15-20 °C and atmospheric pressure (using a hydrogen balloon) with the addition of 5% Pd/C catalyst (about 100 mg). The progress of the reaction was monitored by LC-MS and after complete consumption of the feedstock, the catalyst was removed by filtration and the filtrate was concentrated. Grinding with methyl tert-butyl ether (MTBE) afforded the target product (S)-2-((S)-2-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride as a colorless powder in the yield of 1.40 g (90% yield) with a purity of >98% by LC-MS (MH+ 439).1H NMR (showing two rotary isomers) data were as follows: δ 1.18, 1.25 (2t, 3H, OCH2CH3), 1.52 (2d, 3H, CH3), 2.08-2.30 (m, 2H, PhCH2CH2), 2.62, 2.78 (2m, 2H, PhCH2), 3.10-3.35 (m, 2H , H-4), 3.80, 3.93 (2m, 1H, NCHC=O), 4.14, 4.21 (2m, 2H, OCH2), 4.45-4.90 (3m, 3H, Hi, H-i', H-3), 5.15 (m, 1H, NHCHCH3), 7.15-7.35 (m, 9H, ArH), 9.80 (wide m, 2H , NH2), 12.80 (wide m, 1H, COOH). Quinapril hydrochloride can be further purified by ethyl acetate/toluene mixed solvent crystallization as described by S. Klutchko et al. (J. Med. Chem. 1986, 29, 1953-1961).
References
[1] Patent: WO2014/202659, 2014, A1. Location in patent: Page/Page column 22
[2] Patent: WO2004/54980, 2004, A1. Location in patent: Page 25;13;16
Quinapril hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Quinapril hydrochloride manufacturers
- Product
- Quinapril hydrochloride 82586-55-8
- Price
- US $99.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2021-12-21
- Product
- Quinapril hydrochloride 82586-55-8
- Price
- US $19.00/KG
- Min. Order
- 1Kg/Bag
- Purity
- 99%
- Supply Ability
- 20tons
- Release date
- 2021-12-31
- Product
- Quinapril hydrochloride 82586-55-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10