CAS No 50264-69-2 , 1-[(2,4-dichlorophenyl)methyl]indazole-3-carboxylic acid

Title: Lonidamine
CAS Registry Number: 50264-69-2
CAS Name: 1-[(2,4-Dichlorophenyl)methyl]-1H-indazole-3-carboxylic acid
Synonyms: 1-(2,4-dichlorobenzyl)-1H-indazole-3-carboxylic acid; diclondazolic acid; DICA
Manufacturers' Codes: AF-1890
Trademarks: Doridamina (Angelini)
Molecular Formula: C15H10Cl2N2O2
Molecular Weight: 321.16
Percent Composition: C 56.10%, H 3.14%, Cl 22.08%, N 8.72%, O 9.96%
Literature References: Antitumor agent with antispermatogenic activity; inhibits cellular respiration in neoplastic cells. Prepn: G. Palazzo, B. Silvestrini, DE 2310031; eidem, US 3895026 (1973, 1975 both to Angelini Francesco); G. Corsi, G. Palazzo, J. Med. Chem. 19, 778 (1976). Antispermatogenic activity: T. J. Lobl, Arch. Androl. 2, 353 (1979). In vitro and in vivo antitumor activity: B. Silvestrini et al., Br. J. Cancer 47, 221 (1983). Mechanism of action in neoplastic cells: A. Floridi et al., Exp. Mol. Pathol. 42, 293 (1985). Pharmacology: V. Cioli et al., Arzneim.-Forsch. 34, 455 (1984). HPLC determn in plasma and urine: R. Leclaire et al., J. Chromatogr. 277, 427 (1983). Toxicological study: R. Heywood et al., Chemotherapy (Basel) 27, Suppl. 2, 91 (1981). Series of articles on mechanism of action, pharmacokinetics and clinical applications in spermatogenesis and tumors: ibid. 5-120; on pharmacology and clinical evaluation in cancers: Oncology 41, Suppl. 1, 1-121 (1984). Symposium on clinical evaluations in cancers: Semin. Oncol. 18, Suppl 4, 1-72 (1991).
Properties: Crystals from ethanol, mp 207°. Sol in methanol, acetic acid. LD50 in mice, rats (mg/kg): 900, 1700 orally; 435, 525 i.p. (Heywood).
Melting point: mp 207°
Toxicity data: LD50 in mice, rats (mg/kg): 900, 1700 orally; 435, 525 i.p. (Heywood)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic.