U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C22H14Cl2FN3O3
Molecular Weight 458.269
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AWD-12-281

SMILES

OC1=CC2=C(C=C1)N(CC3=CC=C(F)C=C3)C=C2C(=O)C(=O)NC4=C(Cl)C=NC=C4Cl

InChI

InChIKey=DPHDSIQHVGSITN-UHFFFAOYSA-N
InChI=1S/C22H14Cl2FN3O3/c23-17-8-26-9-18(24)20(17)27-22(31)21(30)16-11-28(10-12-1-3-13(25)4-2-12)19-6-5-14(29)7-15(16)19/h1-9,11,29H,10H2,(H,26,27,31)

HIDE SMILES / InChI

Molecular Formula C22H14Cl2FN3O3
Molecular Weight 458.269
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of the phosphodiesterase 4 inhibitors SB 207499 and AWD 12-281 on the inflammatory reaction in a model of allergic dermatitis.
2002 Jun 20
In vivo efficacy in airway disease models of N-(3,5-dichloropyrid-4-yl)-[1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl]-glyoxylic acid amide (AWD 12-281), a selective phosphodiesterase 4 inhibitor for inhaled administration.
2003 Oct
Anti-inflammatory potential of the selective phosphodiesterase 4 inhibitor N-(3,5-dichloro-pyrid-4-yl)-[1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl]-glyoxylic acid amide (AWD 12-281), in human cell preparations.
2004 Feb
Biological targets for therapeutic interventions in COPD: clinical potential.
2006
Treating COPD with PDE 4 inhibitors.
2007
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:57:40 GMT 2023
Edited
by admin
on Sat Dec 16 07:57:40 GMT 2023
Record UNII
550671J24D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AWD-12-281
Common Name English
1H-INDOLE-3-ACETAMIDE, N-(3,5-DICHLORO-4-PYRIDINYL)-1-((4-FLUOROPHENYL)METHYL)-5-HYDROXY-.ALPHA.-OXO-
Systematic Name English
GW-842470
Code English
GSK-842470
Code English
Code System Code Type Description
FDA UNII
550671J24D
Created by admin on Sat Dec 16 07:57:40 GMT 2023 , Edited by admin on Sat Dec 16 07:57:40 GMT 2023
PRIMARY
CAS
247584-20-9
Created by admin on Sat Dec 16 07:57:40 GMT 2023 , Edited by admin on Sat Dec 16 07:57:40 GMT 2023
SUPERSEDED
CAS
257892-33-4
Created by admin on Sat Dec 16 07:57:40 GMT 2023 , Edited by admin on Sat Dec 16 07:57:40 GMT 2023
PRIMARY
PUBCHEM
6918428
Created by admin on Sat Dec 16 07:57:40 GMT 2023 , Edited by admin on Sat Dec 16 07:57:40 GMT 2023
PRIMARY
SMS_ID
300000042469
Created by admin on Sat Dec 16 07:57:40 GMT 2023 , Edited by admin on Sat Dec 16 07:57:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID60180453
Created by admin on Sat Dec 16 07:57:40 GMT 2023 , Edited by admin on Sat Dec 16 07:57:40 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY