Structural Formula Vector Image
Title: TNP-470
CAS Registry Number: 129298-91-5
CAS Name: (Chloroacetyl)carbamic acid (3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl ester
Additional Names: O-(chloroacetylcarbamoyl)fumagillol
Manufacturers' Codes: AGM-1470
Molecular Formula: C19H28ClNO6
Molecular Weight: 401.88
Percent Composition: C 56.78%, H 7.02%, Cl 8.82%, N 3.49%, O 23.89%
Literature References: Semisynthetic analog of fumagillin that inhibits angiogenesis. Prepn: S. Kishimoto, T. Fujita, EP 359036; eidem, US 5166172 (1990, 1992 both to Takeda); S. Marui et al., Chem. Pharm. Bull. 40, 96 (1992). Antiangiogenic activity: M. Kusaka et al., Biochem. Biophys. Res. Commun. 174, 1070 (1991). HPLC determn in plasma: W. D. Figg et al., J. Chromatogr. B 652, 187 (1994). Review of pharmacology: V. Castronovo, D. Belotti, Eur. J. Cancer 32A, 2520-2527 (1996). Clinical evaluation in metastatic renal carcinoma: W. M. Stadler et al., J. Clin. Oncol. 17, 2541 (1999). Clinical pharmacokinetics in Kaposi's sarcoma: J. D. Moore et al., Cancer Chemother. Pharmacol. 46, 173 (2000).
Properties: White amorphous powder. [a]D24 -46.6° (c = 0.44 in CHCl3).
Optical Rotation: [a]D24 -46.6° (c = 0.44 in CHCl3)
Status: This monograph has been retired and is no longer subject to revision or update.

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