1035. Bendazac

Nomenclature

CAS number: 20187-55-7
[[1-(Phenylmethyl)-1H-indazol-3-yl]oxy]acetic acid; [(1-benzyl-1H-indazol-3-yl)oxy]acetic acid; bendazolic acid; bindazac; AF-983; Zildasac (Chugai).
C16H14N2O3; mol wt 282.29.
C 68.08%, H 5.00%, N 9.92%, O 17.00%.

Description and references

Principle action is inhibition of protein denaturation. Prepn: BE 699226; G. Palazzo, US 3470194 (1967, 1969 both to Francesco Angelini). Pharmacology: B. Silvestrini et al., Inflammation Biochem. Drug Interaction, Proc. Int. Symp. 1968, A. Bertelli, Ed. (Excerpta Med., Amsterdam, 1970) p 283. Mechanism of action: eidem, Arzneim.-Forsch. 20, 250 (1970). Photoprotective capacity: Fuga et al., Ann. Ital. Dermatol. Clin. Sper. 24, 205 (1970). NMR study of albumin, q.v., binding: M. Delfini et al., Bioorg. Chem. 31, 378 (2003). Toxicity: Rx Bulletin 3, 147 (1972).

Chemical structure

Properties

Odorless, crystalline powder, mp 158-159°. Insol in water. Sol in chloroform, ethanol, acetone. uv max: 306 nm (E1%1cm 191). LD50 in mice, rats (mg/kg): 380, 304 i.v.; 355, 388 i.p.; 440, 910 s.c.; 1105, ≈1200 orally (Rx Bulletin).

Derivative

Lysine salt.

Nomenclature

CAS number: 81919-14-4
bendaline; bendazac lysine; Bendalina (Angelini); Dogalina (Angelini).
C16H13N2O3.C6H14N2O2; mol wt 427.47.
C 61.81%, H 6.37%, N 13.11%, O 18.71%.

Description and references

HPLC determn: S. Scalia, M. Massaccesi, Int. J. Pharm. 82, 179 (1992). Clinical evaluation in senile cataract: P. Baraldi et al., Graefe's Arch. Clin. Exp. Opthalmol. 228, 105 (1990); in in vivo contact lens cleaning: T. C. Evans et al., Optom. Vis. Sci. 70, 210 (1993). Review of pharmacology and therapeutic potential: J. A. Balfour, S. P. Clissold, Drugs 39, 575-596 (1990).

Derivative

Sodium salt.

Nomenclature

CAS number: 23255-99-4
Versus (Angelini).
C16H13N2NaO3; mol wt 304.28.
C 63.16%, H 4.31%, N 9.21%, Na 7.56%, O 15.77%.

Use

Contact lens cleaning and wetting solution.

Therapeutic Category

Anti-inflammatory; in treatment of cataracts.

Therapeutic Category (Veterinary)

In treatment of cataracts.

Keywords

Anti-inflammatory (Nonsteroidal)