Edotecarin
Title: Edotecarin
CAS Registry Number: 174402-32-5
CAS Name: 12-b-D-Glucopyranosyl-12,13-dihydro-2,10-dihydroxy-6-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione
Manufacturers' Codes: ED-749; J-107088; PF-804950; PHA-782615
Molecular Formula: C29H28N4O11
Molecular Weight: 608.55
Percent Composition: C 57.24%, H 4.64%, N 9.21%, O 28.92%
Literature References: Topoisomerase I inhibitor that induces single strand DNA cleavage. Prepn: K. Kojiri et al., EP 760375; eidem, US 5922860 (1997, 1999 both to Banyu Pharm.); M. Ohkubo et al., Bioorg. Med. Chem. Lett. 9, 3307 (1999). Synthesis: A. Akao et al., Tetrahedron 57, 8917 (2001). Mechanism of action study: T. Yoshinari et al., Cancer Res. 59, 4271 (1999). In vivo antitumor activity: H. Arakawa et al., Jpn. J. Cancer Res. 90, 1163 (1999). LC/MS/MS determn in plasma: A. Q. Wang et al., Rapid Commun. Mass Spectrom. 16, 975 (2002). Review of development: W. A. Denny, IDrugs 7, 173-177 (2004); and clinical experience: M. W. Saif, R. B. Diasio, Clin. Colorectal Cancer 5, 27-36 (2005).
Properties: Orange solid, mp 330° (dec). [a]D23 +117° (c = 0.8 in 1:1 acetonitrile/water).
Melting point: mp 330° (dec)
Optical Rotation: [a]D23 +117° (c = 0.8 in 1:1 acetonitrile/water)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Topoisomerase I Inhibitor.

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