ChemicalBook > CAS DataBase List > Bevantolol hydrochloride

Bevantolol hydrochloride

Product Name
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
Formula Weight
381.89
MOL File
42864-78-8.mol
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Bevantolol hydrochloride Property

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
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Safety

HS Code 
2922.19.0900
Toxicity
LD50 orl-rat: 460 mg/kg IYKEDH 26,364,1995
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B5372
Product name
Bevantolol Hydrochloride
Purity
>98.0%(HPLC)
Packaging
250mg
Price
$62
Updated
2024/03/01
TCI Chemical
Product number
B5372
Product name
Bevantolol Hydrochloride
Purity
>98.0%(HPLC)
Packaging
1g
Price
$168
Updated
2024/03/01
Cayman Chemical
Product number
29792
Product name
Bevantolol (hydrochloride)
Packaging
100mg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
29792
Product name
Bevantolol (hydrochloride)
Packaging
500mg
Price
$392
Updated
2024/03/01
Cayman Chemical
Product number
29792
Product name
Bevantolol (hydrochloride)
Packaging
250mg
Price
$228
Updated
2024/03/01
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Bevantolol hydrochloride Chemical Properties,Usage,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

Hebei Weibang Biotechnology Co., Ltd
Product
Bevantolol hydrochloride 42864-78-8
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-12
Hebei Mojin Biotechnology Co., Ltd
Product
Bevantolol hydrochloride 42864-78-8
Price
US $50.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20tons
Release date
2023-08-04
Shaanxi Dideu Medichem Co. Ltd
Product
Bevantolol hydrochloride 42864-78-8
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
600 MT
Release date
2020-05-08

42864-78-8, Bevantolol hydrochlorideRelated Search:


  • 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