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
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)
Safety
- Safety Statements
- 22-24/25
- RIDADR
- 3077
- WGK Germany
- 2
- RTECS
- CX7065000
- HS Code
- 29337900
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..…
N-Bromosuccinimide Price
- Product number
- B0935
- Product name
- Benazepril hydrochloride
- Purity
- ≥98% (HPLC), solid
- Packaging
- 250mg
- Price
- $795
- Updated
- 2024/03/01
- Product number
- 1048619
- Product name
- Benazepril hydrochloride
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 125mg
- Price
- $436
- Updated
- 2024/03/01
- Product number
- B3611
- Product name
- Benazepril Hydrochloride
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $240
- Updated
- 2024/03/01
- Product number
- B3611
- Product name
- Benazepril Hydrochloride
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $528
- Updated
- 2024/03/01
- Product number
- 23804
- Product name
- Benazepril (hydrochloride)
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $57
- Updated
- 2024/03/01
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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View Lastest Price from Benazepril hydrochloride manufacturers
- 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
- 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
- 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