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Details

Stereochemistry ACHIRAL
Molecular Formula C25H19NO3
Molecular Weight 381.4233
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENDOSAL

SMILES

OC(=O)C1=C(O)C=CC(=C1)N2C(=CC3=C2CCC4=C3C=CC=C4)C5=CC=CC=C5

InChI

InChIKey=HAWWPSYXSLJRBO-UHFFFAOYSA-N
InChI=1S/C25H19NO3/c27-24-13-11-18(14-21(24)25(28)29)26-22-12-10-16-6-4-5-9-19(16)20(22)15-23(26)17-7-2-1-3-8-17/h1-9,11,13-15,27H,10,12H2,(H,28,29)

HIDE SMILES / InChI

Molecular Formula C25H19NO3
Molecular Weight 381.4233
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Fendosal (HP 129) is a benzoindole that is 4,5-dihydro-3H-benzo[e]indole in which the nitrogen is substituted by a 3-carboxy-4-hydroxyphenyl group. Fendosal is one of a series of potent non-steroidal anti-inflammatory agents. A non-narcotic analgesic and non-steroidal anti-inflammatory drug, it has greater analgesic and inflammatory responses than aspirin but with less gastrointestinal toxicity. Fendosal 400 mg appears to provide analgesia similar to that of aspirin 650 mg but with a substantially longer duration. Only a few mild side effects were reported.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
36.0 µM [IC50]

PubMed

Sample Use Guides

In Vivo Use Guide
The purpose of this study was to characterize the analgesic dose-effect curve of orally administered fendosal, relative to aspirin 650 mg and placebo. A total of 153 patients experiencing moderate to severe pain due to extraction of impacted molar teeth completed this two-part, single-dose, double-blind, randomized trial. In part I, the possible treatments were placebo, aspirin 650 mg, fendosal 100 mg and fendosal 200 mg. In part II, fendosal 400 mg replaced the fendosal 100 mg treatment. Fendosal 100 mg was not an analgesic dose but 200 and 400 mg were on the ascending portion of the dose-effect curve. Fendosal 200 mg was superior to placebo and about equal to aspirin in total effect but not peak effect. Fendosal 400 mg was statistically superior to both fendosal 200 mg and placebo. Fendosal 400 mg appears to provide analgesia similar to that of aspirin 650 mg but with a substantially longer duration.
Route of Administration: Oral
Substance Class Chemical
Record UNII
9Z709558TZ
Record Status Validated (UNII)
Record Version