CAS No 91421-42-0 , Rubitecan

Name: Rubitecan
Synonyms: 9-NC; 91421-42-0; 9-Nitrocamptothecin; RFS-2000;Rubitecan; Orathecin; NCGC00167969-01; 104195-61-1; 9-nitro-20(S)-camptothecin;
CAS Registry Number:91421-42-0
Melting Point: 182-186 ºC
Density: 1.63
Molecular Weight: 393.3496
InchiKey: VHXNKPBCCMUMSW-FQEVSTJZSA-N
InChI: InChI=1S/C20H15N3O6/c1-2-20(26)13-7-16-17-10(8-22(16)18(24)12(13)9-29-19
(20)25)6-11-14(21-17)4-3-5-15(11)23(27)28/h3-7,26H,2,8-9H2,
1H3/t20-/m0/s1
Molecular Formula: C₂₀H₁₅N₃O₆
Molecular Structure:

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           91421-42-0 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione,4-ethyl-4-hydroxy-10-nitro-, (4S)-
           
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References of Rubitecan

Title: Rubitecan
CAS Registry Number: 91421-42-0
CAS Name: (4S)-4-Ethyl-4-hydroxy-10-nitro-1H-pyrano[3￠,4￠:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Synonyms: 9-nitrocamptothecin; 9-nitro-(20S)-camptothecin; 9-NC
Trademarks: Orathecin (SuperGen)
Molecular Formula: C20H15N3O6
Molecular Weight: 393.35
Percent Composition: C 61.07%, H 3.84%, N 10.68%, O 24.40%
Literature References: Semisynthetic camptothecin which inhibits DNA topoisomerase I. Prodrug of 9-aminocamptothecin, (9-AC), q.v. Prepn: JP Kokai 59 51288 (1984 to Yakult Honsha), C.A. 101, 91322 (1984); M. C. Wani et al., J. Med. Chem. 29, 2358 (1986); and activity: S. Sawada et al., Chem. Pharm. Bull. 39, 3183 (1991). Conversion to 9-AC by human cells: P. Pantazis et al., Eur. J. Haematol. 53, 246 (1994); eidem, ibid. 55, 211 (1995). Clinical trial in pancreatic cancer: J. S. Stehlin et al., Int. J. Oncol. 14, 821 (1999). Review: C. F. Verschraegen, Curr. Opin. Oncol. Endocr. Metab. Invest. Drugs 1, 184-190 (1999).
Properties: Yellow amorphous powder from CH3OH-CHCl3 (13:87), mp 182-186°. [a]D23 +27° (c = 0.2 in CH3OH-CHCl3, 1:4).
Melting point: mp 182-186°
Optical Rotation: [a]D23 +27° (c = 0.2 in CH3OH-CHCl3, 1:4)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkaloids/Natural Products; Camptothecin Derivatives.