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Details

Stereochemistry ACHIRAL
Molecular Formula C16H14FNO
Molecular Weight 255.2869
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AVE-9488

SMILES

FC1=CC=C(C=C1)C(=O)NC2CC3=CC=CC=C3C2

InChI

InChIKey=BOFMSBVSYVESTM-UHFFFAOYSA-N
InChI=1S/C16H14FNO/c17-14-7-5-11(6-8-14)16(19)18-15-9-12-3-1-2-4-13(12)10-15/h1-8,15H,9-10H2,(H,18,19)

HIDE SMILES / InChI

Molecular Formula C16H14FNO
Molecular Weight 255.2869
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 11:29:08 GMT 2023
Edited
by admin
on Sat Dec 16 11:29:08 GMT 2023
Record UNII
9U46KWJ9UF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AVE-9488
Common Name English
4-FLUORO-N-(INDAN-2-YL)BENZAMIDE
Systematic Name English
AVE 9488
Code English
N-(2,3-DIHYDRO-1H-INDEN-2-YL)-4-FLUOROBENZAMIDE
Systematic Name English
4-FLUORO-N-INDAN-2-YL-BENZAMIDE
Systematic Name English
BENZAMIDE, N-(2,3-DIHYDRO-1H-INDEN-2-YL)-4-FLUORO-
Systematic Name English
Code System Code Type Description
CAS
291756-32-6
Created by admin on Sat Dec 16 11:29:08 GMT 2023 , Edited by admin on Sat Dec 16 11:29:08 GMT 2023
PRIMARY
FDA UNII
9U46KWJ9UF
Created by admin on Sat Dec 16 11:29:08 GMT 2023 , Edited by admin on Sat Dec 16 11:29:08 GMT 2023
PRIMARY
PUBCHEM
10131276
Created by admin on Sat Dec 16 11:29:08 GMT 2023 , Edited by admin on Sat Dec 16 11:29:08 GMT 2023
PRIMARY
SMS_ID
300000042398
Created by admin on Sat Dec 16 11:29:08 GMT 2023 , Edited by admin on Sat Dec 16 11:29:08 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY
We investigated whether the impaired neovascularization capacity of ICMP patient-derived progenitor cells can be restored by pretreatment with the novel endothelial NO synthase (eNOS) transcription enhancer AVE9488 (AVE). Ex vivo pretreatment of BMC from patients with ICMP with AVE significantly increased eNOS mRNA expression by 2.1-fold (P < 0.05) and eNOS activity as assessed by ESR by >3-fold (P < 0.05). The increased eNOS expression was associated with an enhanced migratory capacity in vitro (P < 0.01) and improved neovascularization capacity of the infused BMC in an ischemic hind limb model in vivo (P < 0.001).
ACTIVE MOIETY
We tested the effects of the eNOS enhancer AVE 9488 on cardiac ischemia/reperfusion injury in vivo in mice. After treatment with the eNOS enhancer AVE 9488 (30 mg/kg/day) or placebo for one week mice underwent 30 min of coronary artery ligation and 24 h of reperfusion in vivo. Ischemia-reperfusion damage was significantly reduced in mice treated with the eNOS enhancer when compared to placebo treated mice (infarct/area at risk 65.4 +/- 4.1 vs. 36.9 +/- 4.0%, placebo vs. eNOS enhancer, P = 0.0002).