CAS 56390-08-0

5,12-naftacenodiona, 8-acetil-10-[(3-amino-2,3,6-trideoxi-α-L-arabino-hexopiranosil)oxi]-7,8,9,10-tetraidro-6,8,11-triidroxi-1-metoxi-, cloridrato (1:1), (8S,10S)-

Descrição:

5,12-Naftacenediona, 8-acetil-10-[(3-amino-2,3,6-trideoxí-α-L-arabino-hexopiranosídeo)oxi]-7,8,9,10-tetrahidro-6,8,11-trihidroxi-1-metoxi-, cloridrato (1:1), com número CAS 56390-08-0, é um composto orgânico complexo caracterizado por sua estrutura de naftaceno, que é um hidrocarboneto aromático policíclico. Esta substância apresenta múltiplos grupos funcionais, incluindo hidroxilo (-OH), metoxi (-OCH3) e um grupo acetila, que contribuem para sua potencial atividade biológica. A presença da porção de açúcar amino sugere que pode exibir propriedades relevantes para a química medicinal, possivelmente influenciando sua solubilidade e interação com sistemas biológicos. A forma de cloridrato indica que é um sal, o que pode melhorar sua estabilidade e solubilidade em ambientes aquosos. Este composto pode ser de interesse na pesquisa farmacêutica, particularmente por suas potenciais aplicações no desenvolvimento de medicamentos ou como sonda bioquímica. Sua estereoquímica, indicada pela designação (8S,10S), sugere arranjos espaciais específicos que podem ser cruciais para sua atividade biológica.

Fórmula: C₂₇H₂₉NO₁₀·ClH

InChI: InChI=1/C27H29NO10.ClH/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,14-,16-,17-,22-,27-;/m0./s1

Chave InChI: InChIKey=GUGHGUXZJWAIAS-RBSGUPIDSA-N

SMILES: OC=1C2=C([C@@H](O[C@H]3C[C@H](N)[C@@H](O)[C@H](C)O3)C[C@@](C(C)=O)(O)C2)C(O)=C4C1C(=O)C=5C(C4=O)=C(OC)C=CC5.Cl

Sinónimos:

• (1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranoside hydrochloride
• (8S-cis)-8-Acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-arabino-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxynaphthacene-5,12-dione hydrochloride
• 4′-Epidaunorubicin hydrochloride
• 4′-epi-Daunomycin hydrochloride
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride (1:1), (8S,10S)-
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (8S,10S)-
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (8S-cis)-
• NSC 249333
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride (1:1), (8S,10S)-
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (8S,10S)-
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (8S-cis)-
• 4-'Epirubicin hydrochloride
• (8S,10S)-8-Acetyl-10-[(3-aMino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-Methoxy-5,12-naphthacenedione Hydrochloride
• Epi-Daunorubicin
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (8S-cis)-
• (8S-cis)-4'-Epidaunorubicin Hydrochloride
• Nsc249333
• Replaced cas registry number(S): 62414-04-4
• 4'-epi-Daunorubicin Hydrochloride

4'-Epidaunorubicin hydrochloride

CAS: 56390-08-0

4'-Epidaunorubicin hydrochloride is an anthracycline antibiotic derivative, which is synthesized from modifications of natural products. It functions as a topoisomerase II inhibitor, which intercalates into DNA strands and disrupts replication and transcription, thereby inhibiting cancer cell proliferation. This compound is primarily utilized in the field of oncology for its potent anti-tumor activities. By forming stable complexes with DNA and topoisomerase II, 4'-Epidaunorubicin hydrochloride induces breaks in the DNA strands, leading to apoptosis of cancer cells. It is often used in treatment protocols for various malignancies, including leukemia and solid tumors. While highly effective, its administration is carefully managed to mitigate potential cardiotoxicity, a common attribute of anthracycline drugs. Research continues to explore its full potential and optimize delivery methods to enhance its therapeutic index.

Fórmula: C₂₇H₃₀ClNO₁₀

Pureza: Min. 95%

Peso molecular: 563.98 g/mol

Ref: 3D-AE16714