ANTRAFENINE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C30H26F6N4O2
Molecular Weight	588.5435
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC(F)(F)C1=CC(=CC=C1)N2CCN(CCOC(=O)C3=C(NC4=CC=NC5=CC(=CC=C45)C(F)(F)F)C=CC=C3)CC2

InChI

InChIKey=NWGGKKGAFZIVBJ-UHFFFAOYSA-N

InChI=1S/C30H26F6N4O2/c31-29(32,33)20-4-3-5-22(18-20)40-14-12-39(13-15-40)16-17-42-28(41)24-6-1-2-7-25(24)38-26-10-11-37-27-19-21(30(34,35)36)8-9-23(26)27/h1-11,18-19H,12-17H2,(H,37,38)

HIDE SMILES / InChI

Molecular Formula	C30H26F6N4O2
Molecular Weight	588.5435
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/458805 | https://www.ncbi.nlm.nih.gov/pubmed/6608864 | https://www.ncbi.nlm.nih.gov/pubmed/6673985

Antrafenine (SL 73033 or 2-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]ethyl 2-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoate) showed marked analgesic activity, long duration of action, and excellent tolerance in pharmacological and toxicological studies. Antrafenine exerts anti-inflammatory effects. It has been studied in the treatment of osteoarthritis.

Originator

Approval Year

PubMed

Title	Date	PubMed
[Identification of a metabolite of floctafenine in urinary calculi].	1987	2892454
In-vivo metabolism in the rat and mouse of antrafenine to 1-m-trifluoromethylphenylpiperazine.	1985-01	2858538
Antrafenine: anti-inflammatory activity with respect to oedema and leucocyte infiltration in the rat.	1984-02	6608864
Antrafenine, naproxen and placebo in osteoarthritis: a comparative study.	1983-05	6342700
A double blind study of antrafenine, naproxen and placebo in osteoarthrosis.	1983	6673985
Synthesis and analgesic activities of some (4-substituted phenyl-1-piperazinyl)alkyl 2-aminobenzoates and 2-aminonicotinates.	1979-05	458805
[Ionized fluorine in the plasma and urine of subjects treated with organofluorine drugs prescribed in rheumatology].	1979-02	34870

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:58:36 GMT 2025` Edited by `admin` on `Mon Mar 31 17:58:36 GMT 2025`
Record UNII	21FS93Y6OE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ANTRAFENINE

Official Name

English

ANTRAFENINE [MI]

Preferred Name

English

antrafenine [INN]

Common Name

English

Antrafenine [WHO-DD]

Common Name

English

2-(4-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)-1-PIPERAZINYL)ETHYL N-(7-(TRIFLUOROMETHYL)-4-QUINOLYL)ANTHRANILATE

Systematic Name

English

ANTRAFENINE [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C245