CAS No 110267-81-7 , 5,12-Naphthacenedione,9-acetyl-9-amino-7-[(2-deoxy-b-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-,(7S,9S)-

Name: 5,12-Naphthacenedione,9-acetyl-9-amino-7-[(2-deoxy-b-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-,(7S,9S)-
Synonyms: 5,12-Naphthacenedione,9-acetyl-9-amino-7-[(2-deoxy-b-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-,(7S,9S)-;5,12-Naphthacenedione,9-acetyl-9-amino-7-[(2-deoxy-b-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-,(7S-cis)-; Amrubicin;
CAS Registry Number:110267-81-7
Melting Point: 172-1740C
Flash Point: 387.9°C
Boiling Point: 717.8°Cat760mmHg
Density: 1.6g/cm³
Refractive index: 1.72
Flash Point: 387.9°C
Molecular Weight: 0
InChI: InChI=1/C25H25NO9/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3/t14-,15+,16-,17?,25-/m0/s1
Molecular Formula: C25H25 N O9
Molecular Structure:

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           110267-81-7 AMRUBICIN
           
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           110267-81-7 5,12-Naphthacenedione,9-acetyl-9-amino-7-[(2-deoxy-b-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-,(7S,9S)-
           
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           110267-81-7 Amrubicin
           
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           110267-81-7 Amrubicin
           Amrubicin, Min 99%
 
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           110267-81-7 AMRUBICIN ( (7S,9S)-9-ACETYL-9-AMINO-7-[(2-DEOXY-ALPHA-D-ERYTHRO-PENTOPYRANOSYL)OXY]-7,8,9,10-TETRAHYDRO-6,11-DIHYDROXY-5,12-NAPHTHACENEDIONE )
           
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References of 5,12-Naphthacenedione,9-acetyl-9-amino-7-[(2-deoxy-b-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-,(7S,9S)-

Title: Amrubicin
CAS Registry Number: 110267-81-7
CAS Name: (7S,9S)-9-Acetyl-9-amino-7-[(2-deoxy-b-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-5,12-naphthacenedione
Synonyms: (+)-9-amino-4-demethoxy-9-deoxy-7-O-(2-deoxy-b-D-erythro-pentopyranosyl)daunomycinone
Molecular Formula: C25H25NO9
Molecular Weight: 483.47
Percent Composition: C 62.11%, H 5.21%, N 2.90%, O 29.78%
Literature References: Synthetic anthracycline antibiotic; inhibits DNA topoisomerase II. Prepn: K. Ishizumi et al., EP 107486; eidem, US 4673668 (1984, 1987 both to Sumitomo); eidem, J. Org. Chem. 52, 4477 (1987). NMR study of complex with DNA: J. Igarashi, M. Sunagawa, Bioorg. Med. Chem. Lett. 5, 2923 (1995). Mechanism of action: M. Hanada et al., Jpn. J. Cancer Res. 89, 1229 (1998). Toxicology: S. Morisada et al., ibid. 80, 77 (1989). Clinical pharmacokinetics: K. Inoue et al., Invest. New Drugs 7, 213 (1989); Y. Matsunaga et al., Ther. Drug Monit. 28, 76 (2006). Clinical evaluation in lung cancer: T. Sugiura et al., Invest. New Drugs 23, 331 (2005); in combination with cisplatin: Y. Ohe et al., Ann. Oncol. 16, 430 (2005).
Properties: mp 172-174°. [a]D20 +119° (c = 0.02 in CHCl3).
Melting point: mp 172-174°
Optical Rotation: [a]D20 +119° (c = 0.02 in CHCl3)

Derivative Type: Hydrochloride
CAS Registry Number: 110311-30-3
Manufacturers' Codes: SM-5887
Trademarks: Calsed (Sumitomo)
Molecular Formula: C25H25NO9.HCl
Molecular Weight: 519.93
Percent Composition: C 57.75%, H 5.04%, N 2.69%, O 27.69%, Cl 6.82%
Properties: mp 145-151°. LD50 i.v. in mice: 32-50 mg/kg (Morisada).
Melting point: mp 145-151°
Toxicity data: LD50 i.v. in mice: 32-50 mg/kg (Morisada)

Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antibiotics and Analogs; Anthracyclines; Topoisomerase II Inhibitor.