DIFTALONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H12N2O2
Molecular Weight	264.2787
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1N2CC3=CC=CC=C3C(=O)N2CC4=CC=CC=C14

InChI

InChIKey=CXSJGNHRBWJXEA-UHFFFAOYSA-N

InChI=1S/C16H12N2O2/c19-15-13-7-3-1-5-11(13)9-17-16(20)14-8-4-2-6-12(14)10-18(15)17/h1-8H,9-10H2

HIDE SMILES / InChI

Molecular Formula	C16H12N2O2
Molecular Weight	264.2787
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/320061 | Milton, A.S. (2012) Pyretics and Antipyretics, page 359, retrieved from: https://books.google.ru/books?id=yyXwCAAAQBAJ | Aronson, J.K. (2015) Meyler's Side Effects of Drugs, page 977, retrieved from: https://books.google.ru/books?id=NOKoBAAAQBAJ

Diftalone is a symmetrical tetracyclic compound with anti-inflammatory and antipyretic activities. The anti-inflammatory potency of diftalone is greater than that of aspirin, approximately equal to that of phenylbutazone, but lower than that of indomethacin. Diftalone exhibited limited but statistically significant antipyretic activities. It less potent than aspirin or phenylbutazone. Diftalone seems to be an effective and safe anti-inflammatory agent in the treatment of rheumatoid arthritis. It demonstrated the same activity as indomethacin and phenylbutazone. However, because of hepatotoxicity and carcinogenicity (hepatoma) in preclinical studies and hemotoxicity and gastrointestinal adverse effects in humans, diftalone was withdrawn by its manufacturer.

Approval Year

PubMed

Title	Date	PubMed
Ultrasound-assisted one-pot, three-component synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones.	2010-01	19589715
Nonsteroid anti-inflammatory agents: regulators of the phagocytic secretion of lysosomal enzymes from guinea-pig neutrophils.	1978-11	712644
Anti-convulsant effect of phthalazino-2,3b-phthalazine-5(14H),12(7h)-dione (L-5418). I. Behavioral effect.	1978-02	565846
Comparative clinical trial with a new substance, Diftalone, versus indomethacin in 30 patients affected with rheumatoid arthritis.	1976	824725

Sample Use Guides

In Vivo Use Guide

Progressively decreasing daily dosage schedule: 1,000 mg during the 1st week; 750 mg the 2nd week and 500 mg from the 3rd week.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:45:43 GMT 2025` Edited by `admin` on `Mon Mar 31 17:45:43 GMT 2025`
Record UNII	142FG4G74X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIFTALONE

Official Name

English

L-5418

Preferred Name

English

diftalone [INN]

Common Name

English

PHTHALAZINO(2,3-B)PHTHALAZINE-5,12(7H,14H)-DIONE

Systematic Name

English

DIFTALONE [USAN]

Common Name

English

L5418

Code

English

Code System Code Type Description

ChEMBL

CHEMBL1536675