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Benazepril hydrochloride

CAS No.
86541-74-4
Chemical Name:
Benazepril hydrochloride
Synonyms
Lotensin;Cibace;cgs14824a;Lotension;Cibacen chf;CGS 14824A HCl;Benazepril HCI;3-Cresotic acid;yansuanbeinapuli;Benazepril HCl API
CBNumber:
CB3122020
Molecular Formula:
C24H29ClN2O5
Molecular Weight:
460.95
MDL Number:
MFCD01668249
MOL File:
86541-74-4.mol
Last updated:2024-11-28 18:20:31

Benazepril hydrochloride Properties

Melting point 188-190°C
alpha D -141.0° (c = 0.9 in ethanol)
storage temp. 2-8°C
solubility DMSO: ~34 mg/mL, soluble
form solid
color white
Merck 14,1031
InChIKey VPSRQEHTHIMDQM-FKLPMGAJSA-N
SMILES C12=CC=CC=C1CC[C@H](N[C@H](C(=O)OCC)CCC1C=CC=CC=1)C(=O)N2CC(=O)O.Cl |&1:8,10,r|
CAS DataBase Reference 86541-74-4(CAS DataBase Reference)
FDA UNII N1SN99T69T
NCI Drug Dictionary benazepril hydrochloride

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H361fd
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Safety Statements  22-24/25
RIDADR  3077
WGK Germany  2
RTECS  CX7065000
HS Code  29337900

Benazepril hydrochloride price More Price(51)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B0935 Benazepril hydrochloride ≥98% (HPLC), solid 86541-74-4 250mg $795 2024-03-01 Buy
Sigma-Aldrich 1048619 Benazepril hydrochloride United States Pharmacopeia (USP) Reference Standard 86541-74-4 125mg $436 2024-03-01 Buy
TCI Chemical B3611 Benazepril Hydrochloride >98.0%(HPLC)(T) 86541-74-4 1g $240 2024-03-01 Buy
TCI Chemical B3611 Benazepril Hydrochloride >98.0%(HPLC)(T) 86541-74-4 5g $528 2024-03-01 Buy
Cayman Chemical 23804 Benazepril (hydrochloride) ≥98% 86541-74-4 50mg $57 2024-03-01 Buy
Product number Packaging Price Buy
B0935 250mg $795 Buy
1048619 125mg $436 Buy
B3611 1g $240 Buy
B3611 5g $528 Buy
23804 50mg $57 Buy

Benazepril hydrochloride Chemical Properties,Uses,Production

Description

Benazepril hydrochloride is a long-acting and effective angiotensin-converting enzyme (ACE) inhibitor used to treat essential hypertension. It is the hydrochloride salt form of benazepril, which is a prodrug of benazeprilat. After hepatic cleavage of the ester group, benazepril is converted to benazeprilat. In healthy humans, it was well tolerated and showed no phmacokinetic interactions with furosemide, hydrochlorothiazide, chlorthalidone, digoxin, cimetidine, atenolol, or naproxen.

Chemical Properties

This substance is a white to off-white crystalline powder. It is highly soluble in water, ethanol, and methanol with a solubility of over 100 mg/mL.

Originator

Ciba-Geigy (Switzerland)

Uses

Benazepril HCl is an angiotensin-converting enzyme (ACE) inhibitors that is commonly used as a sedative, hypnotic, and antihypertensive medication. Benazepril is used alone or together with other medicines to treat high blood pressure (hypertension). It works by reducing the levels of certain chemicals that cause blood vessels to constrict, allowing for smoother blood flow.

Definition

ChEBI: Benazepril hydrochloride is a hydrochloride salt resulting from the reaction of benazepril with 1 mol eq. of hydrogen chloride. It is used as a prodrug for angiotensin-converting enzyme inhibitor benazeprilat in the treatment of hypertension and heart failure. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor. It contains a benazepril(1+).

brand name

Lotensin (Novartis);Cibacen.

Therapeutic Function

Antihypertensive

General Description

Benazepril is a prodrug of the angiotensin converting enzyme (ACE) inhibitor benazeprilat . It is metabolized to benazeprilat by hepatic esterases. Benazepril inhibits the in vitro enzymatic activity of partially purified ACE isolated from rabbit lung (IC50 = 2 nM). It decreases the triglyceride and total cholesterol levels in normotensive rats when administered at a dose of 30 mg/kg and decreases aortic atherosclerosis in cholesterol-fed rabbits when administered at a dose of 3 mg/kg per day. Benazepril (0.1-10 mg/kg per day) reduces blood pressure in spontaneously hypertensive rats. It also decreases proteinuria in cats with chronic kidney disease when administered at doses ranging from 0.5 to 1 mg/kg per day. Formulations containing benazepril have been used to treat hypertension, congestive heart failure, and chronic kidney disease in both human and veterinary medicine.

Biological Activity

Non-peptide angiotensin-converting enzyme (ACE) inhibitor. Reduces blood pressure and myocardial hypertrophy in spontaneous hypertensive rats.

Synthesis

Benazepril hydrochloride is prepared through the following steps:
Step 1: Preparation of (R)-ethyl 2-hydroxy-4-phenylbutyrate using ethyl 2-oxo-4-phenylbutyrate as a raw material and cinchonidine as a chiral ligand through asymmetric catalytic hydrogenation under high pressure.
Step 2: The intermediate obtained from step 1 reacts with p-nitrobenzenesulfonyl chloride or trifluoromethanesulfonic anhydride to obtain the corresponding sulfonate.
Step 3: The sulfonate obtained from step 2 undergoes nucleophilic substitution and salt hydrolysis with (3S)-3-amino-2,3,4,5-tetrahydro-2-oxo-1H-benzazepine-1-tert-butyl acetate to obtain benazepril hydrochloride.
This procedure has been described in detail in documents such as CN110835319A, US4785089, WO02076375, EP206993, and CN105061312.

Mode of action

The mechanism of action of benazepril is to inhibit the activity of the angiotensin-converting enzyme, blocking the conversion of angiotensin I to angiotensin II Label, thereby alleviating a series of symptoms caused by angiotensin (elevated blood pressure, increased excitatory heart rate caused by vasodilation, insufficient cardiac output, etc.).

References

https://www.novartis.com/us-en/sites/novartis_us/files/lotrel.pdf
https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=a216253b-27cb-42ef-b5a8-67fb05aafb88
Extrapyramidal side effect of donepezil hydrochloride in an elderly patient DOI: 10.1097/MD.0000000000019443
Use of convertible isocyanides for the synthesis of benazepril hydrochloride DOI: 10.1007/s12039-021-01892-8

Benazepril hydrochloride Preparation Products And Raw materials

Global( 430)Suppliers
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View Lastest Price from Benazepril hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Benazepril hydrochloride pictures 2024-12-13 Benazepril hydrochloride
86541-74-4
US $0.00 / kg 1kg 98%-102% 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Benazepril hydrochloride pictures 2024-11-28 Benazepril hydrochloride
86541-74-4
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Benazepril hydrochloride pictures 2024-11-19 Benazepril hydrochloride
86541-74-4
US $50.00 / mL ≥95% 10g TargetMol Chemicals Inc.

Benazepril hydrochloride Spectrum

1h-1-benzazepine-1-aceticacid,2,3,4,5-tetrahydro-3-((1-(ethoxycarbonyl)-3-phe cgs14824a monohydrochloride,(s-(r*,r*))-nylpropyl)amino)-2-oxo BenazeprilHclC24H28N205.HC1 1H-1-Benzazepine-1-acetic acid, 3-(1S)-1-(ethoxycarbonyl)-3-phenylpropylamino-2,3,4,5-tetrahydro-2-oxo-, monohydrochloride, (3S)- 1H-1-Benzazepine-1-acetic acid, 3-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-, monohydrochloride, [S-(R*,R*)]- CGS 14824A HCl Lotension Benazenprilhydrochloride {(3S)-3-[(1S)-1-Ethoxycarbonyl-3-phenylpropylamino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-1-yl}acetic acid hydrochloride Benazepril hydrochloride Benazepril hydrochloride (3S)-3-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid hydrochloride Benazepril Hydrochloride, SS-form 1H-1-Benzazepine-1-acetic acid, 2,3,4,5-tetrahydro-3-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-2-oxo-, monohydrochloride, (S-(R*,R*))- Cibace Cibacen chf Benazepril hydrochloride,(3S)-3-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid hydrochloride Benazepril Hydrochloride (125 mg) 2-((S)-3-((S)-1-ethoxy-1-oxo-4-phenylbutan-2-ylamino)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)aceticacidhydrochloride Benazepri hydrochloride Benazepril HCl API 1H-1-Benzazepine-1-acetic acid, 3-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]aMino]-2,3,4,5-tetrahydro-2-oxo-, hydrochloride (1:1), (3S)- 2-((S)-3-((S)-1-ethoxy-1-oxo-4-phenylbutan-2-ylamino)-2-oxo-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl)acetic acid hydrochloride Benazepril hydrochloride Benazepril hydrochloride, 98.5%, an angiotensin-converting enzyme (ACE) inhibitor Benazepril Benazepril HCL yansuanbeinapuli 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetic acid hydrochloride Benazepril for system suitability CRS BenazeprilHydrochloride> Benazepril hydrochloride CRS Benazepril hydrochloride USP/EP/BP Benazepril HCl (CGS14824A) Benazepril HydrochlorideQ: What is Benazepril Hydrochloride Q: What is the CAS Number of Benazepril Hydrochloride Q: What is the storage condition of Benazepril Hydrochloride Q: What are the applications of Benazepril Hydrochloride Benazepril Hydrochloride (1048619) 3-Cresotic acid Lotensin Benazeprilhydrochloride/CGS14824A Benazepril HCl Reference Standard Benazepril HCI Belapril hydrochloride 86541-74-4 C24H28N2O5HClC24H29ClN2 C24H28N2O5ClH C24H28N2O5HClC24H29ClN2O5 C24H29ClN2O5 SONATA API Amines Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals 86541-74-4