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

[H][C@]12CN(CCCCN3C(=O)NC4=C(SC5=C4N=C(C=N5)C6=CC=CC=C6)C3=O)C[C@@]1([H])C7=C(OC2)C=CC=C7OC

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

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

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

A-1859801 (FREE BASE)

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29713