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Key Documents

SML3056

Sigma-Aldrich

Bevantolol Hydrochloride

≥98% (HPLC)

Synonym(s):

1-[(3,4-Dimethoxyphenethyl)amino]-3-(m-tolyloxy)-2-propanol hydrochloride, 2-Propanol,1-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-(3-methylphenoxy)-, hydrochloride (1:1), CI 775, Cl 775, NC 1400, Ranestol, Sentiloc, Vantol

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About This Item

Empirical Formula (Hill Notation):
C20H27NO4 · HCl
CAS Number:
Molecular Weight:
381.89
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC(COC1=CC=CC(C)=C1)CNCCC2=CC(OC)=C(C=C2)OC.Cl

InChI

1S/C20H27NO4.ClH/c1-15-5-4-6-18(11-15)25-14-17(22)13-21-10-9-16-7-8-19(23-2)20(12-16)24-3;/h4-8,11-12,17,21-22H,9-10,13-14H2,1-3H3;1H

InChI key

FJTKCFSPYUMXJB-UHFFFAOYSA-N

Biochem/physiol Actions

Bevantolol is orally available, anti-hypertension agent that acted as both a beta blocker and a calcium channel blocker. Bevantolol is a beta 1 (β1) adrenoceptor antagonist with alpha1 (α1)-adrenoceptor partial antagonist activity. Bevantolol had no effect on the beta-adrenoceptor density and their subtype proportions after chronic administration in rats.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Barbara Malinowska et al.
British journal of pharmacology, 139(8), 1548-1554 (2003-08-19)
1. Atypical beta-adrenoceptors resistant to propranolol, but blocked by bupranolol, increase contractile force and/or frequency of the heart in humans and rats. We compared the potencies of the enantiomers of bupranolol and examined the possible effects of seven bupranolol analogues
Gavin W K Wong et al.
The Cochrane database of systematic reviews, 3, CD007451-CD007451 (2016-03-11)
Beta blockers are commonly used to treat hypertension. The blood pressure reading is the primary tool for physicians and patients to assess the efficacy of the treatment. The blood pressure lowering effect of beta-1 selective blockers is not known. To
Takahiro Horinouchi et al.
Life sciences, 81(5), 399-404 (2007-07-14)
Recently, tissue segment binding method with a hydrophilic radioligand [(3)H]-CGP12177 was developed to detect plasma membrane beta-adrenoceptors in rat heart (Horinouchi et al., 2006). In the present study, propranolol (40 mg kg(-1) day(-1)), atenolol (40 mg kg(-1) day(-1)) and bevantolol
David J Augeri et al.
Journal of medicinal chemistry, 48(15), 5025-5037 (2005-07-22)
Efforts to further elucidate structure-activity relationships (SAR) within our previously disclosed series of beta-quaternary amino acid linked l-cis-4,5-methanoprolinenitrile dipeptidyl peptidase IV (DPP-IV) inhibitors led to the investigation of vinyl substitution at the beta-position of alpha-cycloalkyl-substituted glycines. Despite poor systemic exposure

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