BUQUINERAN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H29N5O3
Molecular Weight	387.476
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCNC(=O)NC1CCN(CC1)C2=C3C=C(OC)C(OC)=CC3=NC=N2

InChI

InChIKey=CPZHDDGPHQRMEJ-UHFFFAOYSA-N

InChI=1S/C20H29N5O3/c1-4-5-8-21-20(26)24-14-6-9-25(10-7-14)19-15-11-17(27-2)18(28-3)12-16(15)22-13-23-19/h11-14H,4-10H2,1-3H3,(H2,21,24,26)

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2825712 | Pharmaceutical Manufacturing Encyclopedia, 3rd Edition By William Andrew Publishing, p.734 | https://www.ncbi.nlm.nih.gov/pubmed/498597

Buquineran (UK14275), an inotropic compound, is a coronary vasolidator agent. It has been shown to exert a powerful inotropic effect with minimal effect on heart rate in dogs. Buquineran is a phosphodiesterase inhibitor. It acted as potent inhibitor of cyclic AMP hydrolysis catalysed by both PDE-II and PDE-III enzymes.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
3',5'-cyclic-AMP phosphodiesterase activity 2 Target ID: GO:0004115 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2825712	Inhibitor 8504		7.6 µM [IC50]

PubMed

Title	Date	PubMed
Proteolysis of cyclic AMP phosphodiesterase-II attenuates its ability to be inhibited by compounds which exert positive inotropic actions in cardiac tissue.	1987-12-01	2825712
Lack of inotropic selectivity of phosphodiesterase enzyme inhibitors in-vitro.	1987-09	2890746

Patents

Sample Use Guides

In Vivo Use Guide

Electrophysiological and haemodynamic measurements were made in six dogs over successive 30 min periods under control conditions and during infusion of Buquineran at 50, 100 and 250 ug/kg per min (infusion rates 0.91, 1.82 and 4.55 ml/min), respectively.

Route of Administration: Intravenous

In Vitro Use Guide

Buquineran inhibited PDE-II and PDE-III activity with IC50 value of 7.6 uM and 8.6 uM, respectively.

Name

Type

Language

BUQUINERAN

Official Name

English

BUQUINERAN [MART.]

Preferred Name

English

1-BUTYL-3-(1-(6,7-DIMETHOXY-4-QUINAZOLINYL)-4-PIPERIDYL)UREA

Systematic Name

English

buquineran [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C744