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Details

Stereochemistry RACEMIC
Molecular Formula C17H15NO3
Molecular Weight 281.3059
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INDOPROFEN

SMILES

CC(C(O)=O)C1=CC=C(C=C1)N2CC3=CC=CC=C3C2=O

InChI

InChIKey=RJMIEHBSYVWVIN-UHFFFAOYSA-N
InChI=1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)

HIDE SMILES / InChI

Molecular Formula C17H15NO3
Molecular Weight 281.3059
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Indoprofen is one of several NSAIDs that have been withdrawn from the market due to causing severe gastrointestinal bleeding. The UK Licensing Authority suspended the product license on grounds of safety in 1983 and in 1984 the Italian manufacturers decided to withdraw it from the world market. The UK decision was taken because there was a high rate of adverse drug reactions in a voluntary postmarketing surveillance study and the spontaneous adverse reaction reporting system had noted 217 serious adverse effects, mainly gastrointestinal bleeding and perforation.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
21.0 µM [IC50]
1.27 µM [Ki]

PubMed

Substance Class Chemical
Record UNII
CPE46ZU14N
Record Status Validated (UNII)
Record Version