CAS 56390-08-0

5,12-naftacenodione, 8-acetil-10-[(3-ammino-2,3,6-trideossi-α-L-arabino-esopiranosil)ossi]-7,8,9,10-tetraidro-6,8,11-triidrossi-1-metossi-, cloridrato (1:1), (8S,10S)-

Descrizione:

5,12-Naftacenedione, 8-acetil-10-[(3-amino-2,3,6-trideossido-α-L-arabino-hexopiranosilico)ossi]-7,8,9,10-tetraidro-6,8,11-triidrossi-1-metossi-, cloruro (1:1), con numero CAS 56390-08-0, è un composto organico complesso caratterizzato dalla sua struttura di naftacene, che è un idrocarburo aromatico policiclico. Questa sostanza presenta più gruppi funzionali, tra cui idrossile (-OH), metossile (-OCH3) e un gruppo acetile, che contribuiscono alla sua potenziale attività biologica. La presenza della porzione di zucchero amminico suggerisce che potrebbe mostrare proprietà rilevanti per la chimica medicinale, influenzando possibilmente la sua solubilità e interazione con i sistemi biologici. La forma cloridrato indica che è un sale, il che può migliorare la sua stabilità e solubilità in ambienti acquosi. Questo composto potrebbe essere di interesse nella ricerca farmaceutica, in particolare per le sue potenziali applicazioni nello sviluppo di farmaci o come sonda biochimica. La sua stereochimica, indicata dalla designazione (8S,10S), suggerisce disposizioni spaziali specifiche che potrebbero essere cruciali per la sua attività biologica.

Formula: 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

InChI key: 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

Sinonimi:

• (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.

Formula: C₂₇H₃₀ClNO₁₀

Purezza: Min. 95%

Peso molecolare: 563.98 g/mol

Ref: 3D-AE16714