32384-98-8

Basic information

• Product Name: 7-DEOXYDAUNOMYCINONE
• Synonyms: 7-DEOXYDAUNOMYCINONE;5,12-Naphthacenedione, 8-acetyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8R)-
• CAS NO: 32384-98-8
• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 368.38
• Mol File: 32384-98-8.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-DEOXYDAUNOMYCINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-DEOXYDAUNOMYCINONE(32384-98-8)
• EPA Substance Registry System: 7-DEOXYDAUNOMYCINONE(32384-98-8)

Safety Data

• Hazardous Substances Data: 32384-98-8(Hazardous Substances Data)

Upstream product

• 32385-10-7 3'-N-acetyldaunorubicin 
• 53153-46-1 5,6-dihydro-3,5,5-trimethyl-1,4-oxazin-2-one 
• 86632-73-7 7-deoxydaunomycinone hydroquinone 
• 21794-55-8 (+)-Daunomycinone 
• 130830-83-0 daunomycin hydroquinone heptacetate 
• 32469-19-5 Pentaacetyl-daunomycin 
• 90744-21-1 (R)-8-Acetyl-8-(tert-butyl-dimethyl-silanyloxy)-11-hydroxy-1,6-dimethoxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione 
• 99476-48-9 7-epithioacetyldaunomycinone 
• 59326-01-1 7-bromo-daunomycinone 
• 85404-45-1 daunomycin hydroquinone 
• 85404-45-1 (7S,9S)-9-Acetyl-7-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6,9,11,12-tetrahydroxy-4-methoxy-7,8,9,10-tetrahydro-5aH-naphthacen-5-one 
• 89164-68-1 C₂₁H₁₉O₇ 
• 101810-83-7 2-acetyl-1,2,3,4,4a,12a-hexahydro-7-methoxy-2,6,11-trihydroxy-5,12-naphthacenedione 
• 99476-47-8 7-thioacetyldaunomycinone 

Downstream Products

• 89912-77-6 7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-mannopyranosyl)daunomycinone 
• 89912-77-6 7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-β-L-glucopyranosyl)daunomycinone 
• 89912-77-6 7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)daunomycinone 
• 128803-55-4 7-deoxydaunomycinone benzoylhydrazone 
• 63626-06-2 14-Brom-7-deoxydaunomycinon 
• 210837-87-9 7-deoxy-13-dihydrodaunomycinone 
• 286009-93-6 5,7-bisdeoxy-13-dihydrodaunorubicinone 
• 125438-67-7 7,12-dideoxydaunomycinol 
• 32384-99-9 Triacetyl-7-desoxy-dauno-mycinon 

Relevant articles and documents

Reduction of daunomycin and 11-deoxydaunomycin with sodium dithionite in DMSO. Formation of quinone methide sulfite adducts and the first NMR characterization of an anthracycline quinone methide

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14-Fluoroanthracyclines. Novel syntheses and antitumor activity

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Electrophilic trapping of the tautomer of 7-deoxydaunomycinone. A possible mechanism for covalent binding of daunomycin to DNA

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Design, synthesis and antitumor activities of novel 7-arylseleno-7-deoxydaunomycinone derivatives

7-Arylseleno-7-deoxydaunomycinone derivatives 3a-e and 7-thiophenyl-7-deoxydaunomycinones (7 and 8) were synthesized and the antitumor activities of them were evaluated against human stomach cancer SGC-7901 and human leukaemia HL60. The cytotoxic assay sh

Asymmetric synthesis of anthracyclinones: Regio- and stereoselective synthesis of (-)-7-deoxydaunomycinone through direct asymmetric introduction of an alkynyl unit into C9 ketone

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A facial synthesis of 7-selenodaunomycinone derivatives

7-selenodaunomycinone derivatives 3a-e were synthesised by condensation of daunomycinone 2 with aryl selenols catalysed by trifluoroacetic acid in dichloromethane at room temperature. When the concentration of aryl selenol exceeds 2 to 2-3 times, 7-deoxyd

Reduction of daunomycin in dimethyl sulfoxide. Long-lived semiquinones and quinone methide and formation of an enolate at the 14-position via the quinone methide

Anaerobic reduction of daunomycin (1, daunorubicin) in 5%/95% H2O/DMSO (DMSO = dimethyl sulfoxide) or in DMSO with sodium dithionite or bi(3,5,5-trimethyl-2-oxomorpholin-3-yl) (TM-3 dimer), respectively, yields 7-deoxydaunomycinone (7) and a mixture of the diastereomers of bi(7-deoxydaunomycinon-7-yl) (8). A precursor to both 7 and 8 is 7-deoxydaunomycinone quinone methide (4) formed from glycosidic cleavage of daunomycin hydroquinone (3). The hydroquinone 3 is estabished as a precursor to the quinone methide 4 from relative rates. In 5%/95% H2O/DMSO or DMSO, daunomycin semiquinone (2) and quinone methide (4) have much longer lifetimes than in 100% protic solvents such as H2O or methanol. The quinone methide reacts to form the side chain enolate most likely by intramolecular proton transfer from the methyl group at the 14-position to the 7-position.