GW-493838

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H21ClFN7O4
Molecular Weight	489.887
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C)C1=NN=C(O1)[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=NC4=C3N=CN=C4NC5=C(F)C=C(Cl)C=C5

InChI

InChIKey=ZQYJPMPXQLNTPQ-QCUYGVNKSA-N

InChI=1S/C21H21ClFN7O4/c1-21(2,3)20-29-28-18(34-20)15-13(31)14(32)19(33-15)30-8-26-12-16(24-7-25-17(12)30)27-11-5-4-9(22)6-10(11)23/h4-8,13-15,19,31-32H,1-3H3,(H,24,25,27)/t13-,14+,15-,19+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H21ClFN7O4
Molecular Weight	489.887
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT00376454 | https://adisinsight.springer.com/drugs/800016504 | https://www.ncbi.nlm.nih.gov/pubmed/24859298

GW-493838 was developed by GlaxoSmithKline as an adenosine A1A receptor agonist for the treatment of dyslipidemia and neuropathic pain. GW493838 participated in the phase II clinical trial to determine the analgesic effect in patients with post-herpetic neuralgia or peripheral nerve injury caused by trauma or surgery. However, this study has been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Potential for developing purinergic drugs for gastrointestinal diseases.	2014-07	24859298
A1 adenosine receptor agonists and their potential therapeutic applications.	2008-12	19012505

Sample Use Guides

In Vivo Use Guide

14 Day Treatment Course of GW493838 50mg Compared to Placebo in Subjects With Peripheral Neuropathic Pain

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:35:15 GMT 2025` Edited by `admin` on `Mon Mar 31 22:35:15 GMT 2025`
Record UNII	93OG0JL22O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GW-493838

Common Name

English

GW-493838 X

Preferred Name

English

GW-493838X

Code

English

GW493838

Code

English

(2R,3R,4S,5S)-2-(6-((4-CHLORO-2-FLUOROPHENYL)AMINO)-9H-PURIN-9-YL)-5-(5-(1,1-DIMETHYLETHYL)-1,3,4-OXADIAZOL-2-YL)TETRAHYDRO-3,4-FURANDIOL

Systematic Name

English

3,4-FURANDIOL, 2-(6-((4-CHLORO-2-FLUOROPHENYL)AMINO)-9H-PURIN-9-YL)-5-(5-(1,1-DIMETHYLETHYL)-1,3,4-OXADIAZOL-2-YL)TETRAHYDRO-, (2R,3R,4S,5S)-

Systematic Name

English

Code System Code Type Description

ChEMBL

CHEMBL3545223