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-tetrahidro-6,8,11-trihidroxi-1-metoxi-, clorhidrato (1:1), (8S,10S)-

Descripción:

5,12-Naftacenediona, 8-acetil-10-[(3-amino-2,3,6-trideoxí-α-L-arabino-hexopiranosilo)oxi]-7,8,9,10-tetrahidro-6,8,11-trihidroxi-1-metoxi-, clorhidrato (1:1), con número CAS 56390-08-0, es un compuesto orgánico complejo caracterizado por su estructura de naftaceno, que es un hidrocarburo aromático policíclico. Esta sustancia presenta múltiples grupos funcionales, incluyendo hidroxilo (-OH), metoxi (-OCH3) y un grupo acetilo, que contribuyen a su potencial actividad biológica. La presencia de la porción de azúcar amino sugiere que puede exhibir propiedades relevantes para la química medicinal, posiblemente influyendo en su solubilidad e interacción con sistemas biológicos. La forma de clorhidrato indica que es una sal, lo que puede mejorar su estabilidad y solubilidad en entornos acuosos. Este compuesto puede ser de interés en la investigación farmacéutica, particularmente por sus posibles aplicaciones en el desarrollo de fármacos o como sonda bioquímica. Su estereoquímica, indicada por la designación (8S,10S), sugiere arreglos espaciales específicos que podrían ser cruciales para su actividad 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

Clave 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