BUNITROLOL HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C14H20N2O2.ClH
Molecular Weight	284.782
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC(C)(C)NCC(O)COC1=C(C=CC=C1)C#N

InChI

InChIKey=RJPWESHPIMRNNM-UHFFFAOYSA-N

InChI=1S/C14H20N2O2.ClH/c1-14(2,3)16-9-12(17)10-18-13-7-5-4-6-11(13)8-15;/h4-7,12,16-17H,9-10H2,1-3H3;1H

HIDE SMILES / InChI

Molecular Formula	C14H20N2O2
Molecular Weight	248.3208
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22426 | https://www.ncbi.nlm.nih.gov/pubmed/18374 | https://www.ncbi.nlm.nih.gov/pubmed/6117988 | https://www.ncbi.nlm.nih.gov/pubmed/2893855

Bunitrolol is a beta-adrenergic antagonist that can be used for treatment of coronary heart disease. It improves cardiac performance after beta-blockade in patients with coronary artery disease. Bunitrolol was found to have a greater beta 1 than beta 2 adrenergic activity and a weak alpha 1 blocking action.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-1 adrenergic receptor 158 Target ID: P08588 Gene ID: 153.0 Gene Symbol: ADRB1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2570175	Antagonist 2778		42.0 nM [Ki]
Beta-2 adrenergic receptor 203 Target ID: P07550\|\|\|Q53GA6\|\|\|Q9UCZ3 Gene ID: 154.0 Gene Symbol: ADRB2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2570175	Antagonist 2778		3.55 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Coronary heart disease 41 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18374 https://www.ncbi.nlm.nih.gov/pubmed/6117988	Primary		Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Plasma catecholamines, plasma renin activity and haemodynamics during sodium nitroprusside-induced hypotension and additional beta-blockage with bunitrolol.	1981	6113146
[Toxicologic analysis of some adrenergic-beta blockers in the diagnosis of intoxications].	2003 Oct-Dec	14971294
MetaSite: understanding metabolism in human cytochromes from the perspective of the chemist.	2005 Nov 3	16250655
Roles of phenylalanine at position 120 and glutamic acid at position 222 in the oxidation of chiral substrates by cytochrome P450 2D6.	2006 Feb	16432914
CYP2D-related metabolism in animals of the Canoidea superfamily - species differences.	2006 Jul	16755362
Extrapolating in vitro metabolic interactions to isolated perfused liver: predictions of metabolic interactions between R-bufuralol, bunitrolol, and debrisoquine.	2010 Oct	20310018

Patents

Sample Use Guides

In Vivo Use Guide

Bunitrolol 10 mg administered to patients with coronary artery disease

Route of Administration: Intravenous

In Vitro Use Guide

For assessments of pharmacological activities of bunitrolol the guinea pig trachea, left and right atria and aorta, and the rat aorta were used. Dose-response curves were obtained in the absence or presence of bunitrolol of the following concentrations: trachea, left and right atria 10(-8) M, guinea pig aorta 10(-4) M; rat aorta, 3x10(-6) M.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:10:54 GMT 2023` Edited by `admin` on `Fri Dec 15 17:10:54 GMT 2023`
Record UNII	A42VUS2X73
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BUNITROLOL HYDROCHLORIDE

Common Name

English

BENZONITRILE, 2-(3-((1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPOXY)-, HYDROCHLORIDE (1:1)

Systematic Name

English

(±)-2-(3-TERT-BUTYLAMINO-2-HYDROXYPROPOXY)BENZONITRILE HYDROCHLORIDE

Systematic Name

English

DL-O-(2-HYDROXY-3-(TERT-BUTYLAMINO)PROPOXY)BENZONITRILE HYDROCHLORIDE

Systematic Name

English

1-TERT-BUTYLAMINO-3-(2-CYANOPHENOXY)-2-PROPANOL HYDROCHLORIDE

Systematic Name

English

2-(3-TERT-BUTYLAMINO-2-HYDROXYPROPOXY)BENZONITRILE HYDROCHLORIDE

Systematic Name

English

BUNITROLOL HYDROCHLORIDE [MART.]

Common Name

English

BUNITROLOL HYDROCHLORIDE [MI]

Common Name

English

BENZONITRILE, 2-(3-((1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPOXY)-, MONOHYDROCHLORIDE, (±)-

Systematic Name

English

KO-1366 HYDROCHLORIDE

Code

English

BUNITROLOL HCL

Common Name

English

BUNITROLOL HYDROCHLORIDE [JAN]

Common Name

English

STRESSON

Brand Name

English

BETRIOL

Brand Name

English

BENZONITRILE, 2-(3-((1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPOXY)-, MONOHYDROCHLORIDE

Systematic Name

English

Bunitrolol hydrochloride [WHO-DD]

Common Name

English

2-(3-((1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPOXY)BENZONITRILE, HYDROCHLORIDE

Systematic Name

English

BENZONITRILE, O-(3-(TERT-BUTYLAMINO)-2-HYDROXYPROPOXY)-, MONOHYDROCHLORIDE, (±)-

Systematic Name

English

2-(2-HYDROXY-3-(T-BUTYLAMINO)PROPOXY)BENZONITRILE HYDROCHLORIDE

Systematic Name

English

1-(2-CYANOPHENOXY)-2-HYDROXY-3-TERT-BUTYLAMINOPROPANE HYDROCHLORIDE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID80945768