5552. Lobenzarit

Nomenclature

CAS number: 63329-53-3
2-[(2-Carboxyphenyl)amino]-4-chlorobenzoic acid; N-(2-carboxyphenyl)-4-chloroanthranilic acid; 4-chloro-2,2′-iminodibenzoic acid; CCA.
C14H10ClNO4; mol wt 291.69.
C 57.65%, H 3.46%, Cl 12.15%, N 4.80%, O 21.94%.

Description and references

Disease modifying antirheumatic drug (DMARD) with immunomodulating activity. Prepn: M. Tanemura et al., DE 2526092; eidem, US 4092426 (1976, 1978 both to Chugai). HPLC determn in plasma: F. J. Schwende, S. W. Turner, Pharm. Res. 8, 523 (1991). Immunosuppression of B cell activity: S. Hirohata et al., Arthritis Rheum. 35, 168 (1992). Clinical trial in rheumatoid arthritis: Y. Shiokawa et al., J. Rheumatol. 11, 615 (1984); in systemic lupus erythematosus: S. Hirohata et al., Clin. Exp. Rheumatol. 12, 261 (1994). Review of pharmacology: R. González, D. Remirez, Invest. Allergol. Clin. Immunol. 7, 77-82 (1997).

Chemical structure

Properties

Crystals, mp >306°. LD50 in male, female rats (mg/kg): 2100, 2600 orally (Tanemura).

Derivative

Disodium salt.

Nomenclature

CAS number: 64808-48-6
Carfenil (Chugai).
C14H8ClNNa2O4; mol wt 335.65.
C 50.10%, H 2.40%, Cl 10.56%, N 4.17%, Na 13.70%, O 19.07%.

Properties

Solid, mp 388° (dec).

Therapeutic Category

Antirheumatic.

Keywords

Antiarthritic/Antirheumatic