FIDUXOSIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C30H29N5O4S
Molecular Weight	555.647
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C2[C@@H]3CN(CCCCN4C(=O)NC5=C(SC6=C5N=C(C=N6)C7=CC=CC=C7)C4=O)C[C@@H]3COC2=CC=C1

InChI

InChIKey=WDTAYDBPNYFWDR-WOJBJXKFSA-N

InChI=1S/C30H29N5O4S/c1-38-22-10-7-11-23-24(22)20-16-34(15-19(20)17-39-23)12-5-6-13-35-29(36)27-25(33-30(35)37)26-28(40-27)31-14-21(32-26)18-8-3-2-4-9-18/h2-4,7-11,14,19-20H,5-6,12-13,15-17H2,1H3,(H,33,37)/t19-,20-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11805208 | https://www.ncbi.nlm.nih.gov/pubmed/11805207

FIDUXOSIN is a selective alpha1-adrenoceptor antagonist with higher affinity for alpha1A-adrenoceptors and for alpha1D-adrenoceptors than for alpha1B-adrenoceptors. It was in clinical trials for the treatment of benign prostatic hyperplasia.

Originator

Approval Year

PubMed

Title	Date	PubMed
Effect of food on the pharmacokinetics of fiduxosin in healthy male subjects.	2002-05-09	11996327
Effect of fiduxosin, an antagonist selective for alpha(1A)- and alpha(1D)-adrenoceptors, on intraurethral and arterial pressure responses in conscious dogs.	2002-02	11805208
Preclinical pharmacology of fiduxosin, a novel alpha(1)-adrenoceptor antagonist with uroselective properties.	2002-02	11805207

Patents

Sample Use Guides

In Vitro Use Guide

Fiduxosin had higher affinity for cloned human alpha(1a)- (0.16 nM) and alpha(1d)-adrenoceptors (0.92 nM) in radioligand binding studies compared with alpha(1b)-adrenoceptors (25 nM).

Name

Type

Language

FIDUXOSIN

Official Name

English

A-1859801 (FREE BASE)

Preferred Name

English

8-PHENYL-3-(4-((3AR,9BR)-1,3A,4,9B-TETRAHYDRO-9-METHOXY(1)BENZOPYRANO(3,4-C)PYRROL-2(3H)-YL)BUTYL)PYRAZINO(2',3':4,5)THIENO(3,2-D)PYRIMIDINE-2,4(1H,3H)-DIONE

Common Name

English

PYRAZINO(2',3':4,5)THIENO(3,2-D)PYRIMIDINE-2,4(1H,3H)-DIONE, 8-PHENYL-3-(4-((3AR,9BR)-1,3A,4,9B-TETRAHYDRO-9-METHOXY(1)BENZOPYRANO(3,4-C)PYRROL-2(3H)-YL)BUTYL)-

Common Name

English

fiduxosin [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29713