ChemicalBook > CAS DataBase List > Benazepril hydrochloride

Benazepril hydrochloride

Product Name
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
Formula Weight
460.95
MOL File
86541-74-4.mol
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Benazepril hydrochloride Property

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
InChI
InChI=1/C24H28N2O5.ClH/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28;/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28);1H/t19-,20-;/s3
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)
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Safety

Safety Statements 
22-24/25
RIDADR 
3077
WGK Germany 
2
RTECS 
CX7065000
HS Code 
29337900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

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

Raw materials

Preparation Products

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Benazepril hydrochloride Suppliers

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View Lastest Price from Benazepril hydrochloride manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Benazepril hydrochloride 86541-74-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-28
Hebei Yanxi Chemical Co., Ltd.
Product
Benazepril hydrochloride 86541-74-4
Price
US $50.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2023-09-27
Hebei Chuanghai Biotechnology Co,.LTD
Product
Benazepril hydrochloride 86541-74-4
Price
US $9.10/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2024-08-09

86541-74-4, Benazepril hydrochlorideRelated Search:

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  • C24H28N2O5HClC24H29ClN2
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