CAS 26295-56-7: N-Trifluoroacetyladriamycin

Description: N-Trifluoroacetyladriamycin, with the CAS number 26295-56-7, is a synthetic derivative of the anthracycline antibiotic adriamycin (doxorubicin). This compound is characterized by the presence of a trifluoroacetyl group, which enhances its lipophilicity and may influence its pharmacological properties. N-Trifluoroacetyladriamycin exhibits antitumor activity, similar to its parent compound, by intercalating into DNA and inhibiting topoisomerase II, leading to disruption of DNA replication and transcription. The trifluoroacetyl modification can also affect the compound's metabolic stability and toxicity profile. In terms of physical properties, it is typically a solid at room temperature and may exhibit solubility in organic solvents. Its chemical structure includes multiple functional groups that contribute to its biological activity and interaction with cellular components. Research into N-Trifluoroacetyladriamycin focuses on its potential therapeutic applications, particularly in cancer treatment, as well as its side effects and mechanisms of action compared to other anthracyclines.

Formula: C₂₉H₂₈F₃NO₁₂

InChI: InChI=1S/C29H28F3NO12/c1-10-22(36)13(33-27(41)29(30,31)32)6-17(44-10)45-15-8-28(42,16(35)9-34)7-12-19(15)26(40)21-20(24(12)38)23(37)11-4-3-5-14(43-2)18(11)25(21)39/h3-5,10,13,15,17,22,34,36,38,40,42H,6-9H2,1-2H3,(H,33,41)/t10-,13-,15-,17-,22+,28-/m0/s1

InChI key: InChIKey=RQIOYWADAKTIJC-XUKKXQNXSA-N

SMILES: O=C1C=2C=CC=C(OC)C2C(=O)C=3C(O)=C4C(=C(O)C13)CC(O)(C(=O)CO)CC4OC5OC(C)C(O)C(NC(=O)C(F)(F)F)C5

Synonyms:

• 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-10-[[2,3,6-trideoxy-3-[(2,2,2-trifluoroacetyl)amino]-α-L-lyxo-hexopyranosyl]oxy]-, (8S,10S)-
• 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-10-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-α-L-lyxo-hexopyranosyl]oxy]-, (8S-cis)-
• (8S,10S)-7,8,9,10-Tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-10-[[2,3,6-trideoxy-3-[(2,2,2-trifluoroacetyl)amino]-α-L-lyxo-hexopyranosyl]oxy]-5,12-naphthacenedione
• 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-10-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-α-L-lyxo-hexopyranosyl]oxy]-, (8S,10S)-
• L-lyxo-Hexopyranoside, 3-glycoloyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naphthacenyl 2,3,6-trideoxy-3-(2,2,2-trifluoroacetamido)-, (1S,3S)- α-

N-Trifluoroacetyl Doxorubicin

CAS: 26295-56-7

• Formula: C₂₉H₂₈F₃NO₁₂
• Molecular weight: 639.53

N-Trifluoroacetyladriamycin

CAS: 26295-56-7

N-Trifluoroacetyladriamycin, Valrubicin's metabolite, treats bladder cancer; it's an analog of doxorubicin, infused into the bladder.

• Formula: C₂₉H₂₈F₃NO₁₂
• Color and Shape: Solid
• Molecular weight: 639.533

N-Trifluoroacetyldoxorubicin

CAS: 26295-56-7

N-Trifluoroacetyldoxorubicin is an analog of daunorubicin. It has been shown to damage the cell membrane, …

• Formula: C₂₉H₂₈F₃NO₁₂
• Purity: Min. 95%
• Molecular weight: 639.53 g/mol