CAS 53597-27-6 Fendosal (HCID 40821)

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Basic information

CAS: 53597-27-6
Standard SMILES: O=C(O)c1cc(-n2c(-c3ccccc3)cc3c2CCc2ccccc2-3)ccc1O
InChIKey: HAWWPSYXSLJRBO-UHFFFAOYSA-N
Molecular formula: C25H19NO3
Average molar mass: 381.4 g/mol
Monoisotopic mass: 381.13649347

Overview

Fendosal 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. A non-narcotic analgesic and non-steroidal anti-inflammatory drug, it has greater analgesic and inflammatory responses than aspirin but with less gastrointestinal toxicity. It has a role as a non-steroidal anti-inflammatory drug and a non-narcotic analgesic. It is a monohydroxybenzoic acid, a member of pyrroles and a benzoindole.

Names & identifiers

Preferred name: Fendosal
IUPAC: 2-hydroxy-5-(2-phenyl-4,5-dihydrobenzo[e]indol-3-yl)benzoic acid
English name: Fendosal
Molecular formula: C25H19NO3
Molecular weight: 381.42

Names & synonyms

Fendosal53597-27-6Alnovin5-(4,5-Dihydro-2-phenyl-3H-benz[e]indol-3-yl)salicylic acidFendosalumP 71-0129NSC-351522BENZOIC ACID, 5-(4,5-DIHYDRO-2-PHENYL-3H-BENZ(e)INDOL-3-YL)-2-HYDROXY-9Z709558TZ3-(3-Carboxy-4-hydroxyphenyl)-2-phenyl-4,5-dihydro-3H-benz(e)indole5-(4,5-Dihydro-2-phenyl-3H-benz(e)indol-3-yl)-2-hydroxybenzoic acid5-(4,5-Dihydro-2-phenyl-3H-benz(e)indol-3-yl)salicylic acid

Show more names

hp129CS-86Fendosal, 10 mM in DMSO2-hydroxy-5-{2-phenyl-3H,4H,5H-benzo[e]indol-3-yl}benzoic acid3-(3-carboxy-4-hydroxyphenyl)-4,5-dihydro-2-phenylbenz[e]indole

CHEBI:135595DTXSID80201811P-71-0129RefChem:921527DTXCID10124302fendozalHP 1292-hydroxy-5-(2-phenyl-4,5-dihydrobenzo[e]indol-3-yl)benzoic acid

Database identifiers

CAS: 53597-27-6

Properties

Computed structural properties

XLogP: 5.7
Topological polar surface area: 62.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 29
Formal charge: 0
Complexity: 589

Physicochemical properties

Melting point: 223 · 223-225° (dec)
Boiling point: 508.82 °C · 508.82°C (rough estimate)
Density: 1.2182 · 1.2182 (rough estimate)
refractive index: 1.6 · 1.6000 (estimate)
pka: 2.4 · 2.40±0.10(Predicted)
CAS DataBase Reference: 53597 · 53597-27-6(CAS DataBase Reference)
FDA UNII: 9 Z709558TZ · 9Z709558TZ
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Toxicity: 50 in · LD50 in mice, rats, rabbits (mg/kg): 740, 450, 560 orally; in mice (mg/kg): 510 i.p. (Lassman)

Safety & regulation

Safety data

Toxicity: LD50 in mice, rats, rabbits (mg/kg): 740, 450, 560 orally; in mice (mg/kg): 510 i.p. (Lassman)
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338