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Bevantolol hydrochloride

CAS No.
42864-78-8
Chemical Name:
Bevantolol hydrochloride
Synonyms
Cl 775;CI 775;Vantol;NC 1400;Sentiloc;Ranestol;BEVANTOLOL HCL;NC-1400 hydrochloride;bevantolol hydrochloride;Bevantolol hydrochloride 1-5 g
CBNumber:
CB2118022
Molecular Formula:
C20H28ClNO4
Molecular Weight:
381.89
MDL Number:
MFCD00941389
MOL File:
42864-78-8.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

Bevantolol hydrochloride Properties

Melting point 137-138°
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
Merck 14,1192
CAS DataBase Reference 42864-78-8
FDA UNII 4VB9HU07BC

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
HS Code  2922.19.0900
Toxicity LD50 orl-rat: 460 mg/kg IYKEDH 26,364,1995
NFPA 704
0
2 0

Bevantolol hydrochloride price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical B5372 Bevantolol Hydrochloride >98.0%(HPLC) 42864-78-8 250mg $62 2024-03-01 Buy
TCI Chemical B5372 Bevantolol Hydrochloride >98.0%(HPLC) 42864-78-8 1g $168 2024-03-01 Buy
Cayman Chemical 29792 Bevantolol (hydrochloride) 42864-78-8 100mg $121 2024-03-01 Buy
Cayman Chemical 29792 Bevantolol (hydrochloride) 42864-78-8 500mg $392 2024-03-01 Buy
Cayman Chemical 29792 Bevantolol (hydrochloride) 42864-78-8 250mg $228 2024-03-01 Buy
Product number Packaging Price Buy
B5372 250mg $62 Buy
B5372 1g $168 Buy
29792 100mg $121 Buy
29792 500mg $392 Buy
29792 250mg $228 Buy

Bevantolol hydrochloride Chemical Properties,Uses,Production

Description

Bevantolol hydrochloride is a cardioselective (β1) adrenergic blocker, devoid of intrinsic sympathomimetic and local anesthetic activities. As with other agents of this category, it is useful in the treatment of hypertension and angina.

Description

Bevantolol is an antagonist of the β1-adrenergic receptor (β1-AR; Ki = 14.79 nM in rat cortical membranes). It is selective for β1- over β2-ARs (Ki = 588.84 nM), as well as α2-ARs up to 100 μM, but is an antagonist of α1-ARs (Ki = 125.89 nM). Bevantolol inhibits low voltage-activated calcium currents (LVA-ICa) in dissociated rat ventro-medial hypothalamic neurons (IC50 = 40 μM). It inhibits norepinephrine-induced contraction of isolated rabbit thoracic aorta (pA2 = 4.77), isoprenaline-induced inotropic effects in isolated guinea pig right atria (pA2 = 7.74), and isoprenaline-induced relaxation of isolated guinea pig trachea (pA2 = 6.69). Bevantolol (250 mg/kg per day) prevents immobilization stress-induced increases in systolic blood pressure in a rat model of stress-induced hypertension.

Chemical Properties

Off-White Solid

Originator

Warner-Lambert (USA)

Uses

Bevantolol is a cardioselective β-adrenergic blocker. Bevantolol is used as an antianginal, antihypertensive, antiarrhythmic.

Definition

ChEBI: The hydrochloride salt of bevantolol.

Manufacturing Process

To a solution of 50 g (1.25 mol) of NaOH in 1200 ml H2O was added 108 g (1 mol) of m-cresol freshly distilled and at 15°C in one lot 117ml (1.5 mol) of epichlorohydrin. The emulsion was stirred at room temperature for 16 hours in a creased flask. The product was taken up in 1000 ml of toluene and washed with 500 ml water. Distillation yielded 135.7 g=82% of 3-(m-tolyloxy)-1,2- epoxypropane, b.p. 61°C at 0.05 mm.
Preparation of bevantolol hydrochloride:
To a suitable reactor under a nitrogen blanket is added 13.7 kg of β-(3,4- dimethoxyphenyl)ethylamine. The amine is cooled to 5°C and 12.5 kg of 3- (m-tolyloxy)-1,2-epoxypropane is added maintaining the temperature between 5-10°C. After 10 hours, the mixture is seeded with bevantolol free base; seeding is repeated approximately every 2 hours until it is evident that crystallization has started. After stirring for 48 hours at 10°C, 26 L of hexane is added. The temperature is raised to 25°C and stirring is continued for 48 hours. The slurry is filtered and the collected solid is dried under vacuum. The product is dissolved in 60 L of isopropyl alcohol and the solution is filtered. The reactor and filter are rinsed with 186 L of isopropyl alcohol and 2.7 kg of anhydrous hydrogen chloride is added to the combined filtrate. The batch is heated to reflux for 2 hours. The temperature is adjusted to 65°C and the solution is seeded with bevantolol hydrochloride crystals. The mixture is held at this temperature with stirring until a heavy sand-like slurry is present. The mixture is allowed to cool to ambient temperature without stirring or artificial cooling. It is then cooled to 20°C. The slurry is centrifuged and the product rinsed with isopropyl alcohol until the filtrate is colorless. After being vacuum dried at 50-55°C the product is milled if necessary; yield of bevantolol hydrochloride 22.7 kg (78.6%); melting point 137-138°C.

brand name

Vantol (Parke-Davis);Ranestol.

Therapeutic Function

Antiarrhythmic, Beta-adrenergic blocker

Hazard

Moderately toxic by ingestion.

Safety Profile

A poison by intraperitoneal andintravenous route. Moderately toxic by ingestion. Whenheated to decomposition it emits toxic vapors of NOx,HCl, and Cl-.

Bevantolol hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Bevantolol hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bevantolol hydrochloride pictures 2024-11-19 Bevantolol hydrochloride
42864-78-8
US $41.00-92.00 / mg 99.49% 10g TargetMol Chemicals Inc.
Bevantolol hydrochloride pictures 2024-11-12 Bevantolol hydrochloride
42864-78-8
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Bevantolol hydrochloride pictures 2024-04-25 Bevantolol hydrochloride
42864-78-8
US $50.00 / kg 1kg 99.10% 50000kg Ouhuang Engineering Materials (Hubei) Co., Ltd

Bevantolol hydrochloride Spectrum

2-PROPANOL, 1-[[2-(3,4-DIMETHOXYPHENYL)ETHYL]AMINO]-3-(3-METHYLPHENOXY)-, HYDROCHLORIDE 1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-2-propanol hydrochloride BEVANTOLOL HCL bevantolol hydrochloride BEVANTOLOLHYDROCHLORIDE(FORR&DONLY) 1-[(3,4-Dimethoxyphenethyl)amino]-3-(m-tolyloxy)-2-propanol hydrochloride CI 775 Cl 775 NC 1400 Ranestol Sentiloc Vantol DiMethoxyphenethyl)aMino]-3-(M-tolyloxy)-2-propanol Hydrochloride 1-((3,4-DiMethoxyphenethyl)aMino)-3-(M-tolyloxy)propan-2-ol hydrochloride Bevantolol hydrochloride, >=99% Bevantolol hydrochloride 1-5 g NC-1400 hydrochloride Bevantolol hydrochloride USP/EP/BP 42864-78-8 C20H27NO4HCl C20H28ClNO4 API