CAS 20830-81-3

Daunorubicina

Descrizione:

Daunorubicina è un antibiotico antraciclino che viene utilizzato principalmente nella chemioterapia per il cancro, in particolare per trattare alcuni tipi di leucemia, come la leucemia mieloide acuta (LMA) e la leucemia linfoblastica acuta (LLA). È derivato dal batterio Streptomyces peucetius e funziona intercalandosi nel DNA, inibendo così la sintesi di DNA e RNA, il che porta infine alla morte cellulare. Daunorubicina è caratterizzato dal suo colore rosso, che è indicativo della sua struttura antraciclina. Il composto ha una struttura molecolare complessa che include un sistema ad anello tetraciclico, essenziale per la sua attività biologica. Viene generalmente somministrato per via endovenosa e può presentare effetti collaterali come cardiotossicità, mielosoppressione e nausea. A causa dei suoi potenti effetti, Daunorubicina è spesso utilizzato in combinazione con altri agenti chemioterapici per migliorare l'efficacia terapeutica mentre si gestisce la resistenza potenziale. Il suo utilizzo è attentamente monitorato e il dosaggio viene regolato in base alla risposta e alla tolleranza del paziente.

Formula: C₂₇H₂₉NO₁₀

InChI: InChI=1S/C27H29NO10/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/t10-,14-,16-,17-,22+,27-/m0/s1

InChI key: InChIKey=STQGQHZAVUOBTE-VGBVRHCVSA-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

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-alpha-L-lyxo-hexopyranoside
• (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-alpha-L-lyxo-hexopyranoside hydrochloride (1:1)
• (7S,9S)-9-Acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,l 1-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
• (7S,9S)-9-acetyl-6,9,11-trihydroxy-4-methoxy-7-tetrahydropyran-2-yloxy-8,10-dihydro-7H-tetracene-5,12-dione
• (8S,10S)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione
• (8S-Cis)-8-Acetyl-10-((3-Amino-2,3,6-Trideoxy-Alpha-L-Lyxo-Hexopyranosyl)Oxy)-7,8,9,10-Tetrahydro-6,8,11-Trihydroxy-1-Methoxy-5,12-Naphthacenedione Hydrochloride
• (8S-Cis)-8-Acetyl-10-[(3-Amino-2,3,6-Trideoxy-Alpha-L-Lyxo-Hexopyrannosyl)Oxy]
• (8S-cis)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-α-l-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione
• 3-Acetyl-1,2,3,4,6,11-Hexahydro-3,5,12-Trihydroxy-10-Methoxy-6,11-Dioxo-1-Naph
• 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-Trideoxyhexopyranoside
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)-
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)-
• 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-
• 5,12-Naphthacenedione, 8-acetyl-10-[3-amino,2,3,6-trideoxy-α-L-lyoxohexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)
• Acetyladriamycin
• Ammonia
• Cerubidin
• D-Glucose, 2-deoxy-2-[[(methylnitrosoamino)carbonyl]amino]-
• DaunoXome
• Daunoblastina
• Daunomycin Hydrochloride
• Daunomycine
• Daunorrubicina
• Daunorubicin
• Daunorubicine
• Daunorubicine Hydrochloride
• Fsl 0507
• Hydrate
• Hydrochloride
• Leukaemomycin C
• Leukaemomycin C Hydrochloride
• Methane
• Molecular Hydrogen
• Nsc 82151
• Nsc 83142
• Rp 13057
• Rubidomycin
• Rubomycin C
• (8S,10S)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione

Daunorubicin Hydrochloride

CAS: 20830-81-3, 23541-50-6

Formula: C₂₇H₂₉NO₁₀·HCl

Purezza: >98.0%(N)

Colore e forma: Orange to Red powder to crystal

Peso molecolare: 563.98

Ref: 3B-D4532

Daunorubicin-13C-d3 Trifluoroacetate (Epirubicin EP Impurity D-13C-d3 Trifluoroacetate)

CAS: 20830-81-3

Formula: C₂₆₁₃CH₂₆D₃NO₁₀·C₂HF₃O₂

Peso molecolare: 531.54 114.02

Ref: 4Z-D-4810

Daunorubicin

CAS: 20830-81-3

Daunorubicin is an anthracycline antibiotic and topoisomerase II inhibitor with anticancer activity, inhibiting DNA and RNA synthesis, leukaemia (AML)(ALL).

Formula: C₂₇H₂₉NO₁₀

Purezza: 97.84%

Colore e forma: Reddish Needles

Peso molecolare: 527.52

Ref: TM-T1511L

Daunorubicin-13C,d3 (>85%)

Prodotto controllato

CAS: 20830-81-3

Formula: CC₂₆D₃H₂₆NO₁₀

Purezza: >85%

Colore e forma: Neat

Peso molecolare: 531.53

Ref: TR-D194502

Daunorubicin

CAS: 20830-81-3

Anthracycline antibiotic with potent anti-tumoral activity. The compound interferes with DNA replication and RNA transcription since it intercalates between the base pairs of nucleic acids. It also inhibits the topoisomerase II, proteasome and generates free radicals, which leads to cell death of treated cells. Moreover, daunorubicin triggers apoptosis trough the stimulation of ceramide synthesis. It has been used as chemotherapy agent for the treatment of myeloid leukaemia (AML) and acute lymphocytic leukaemia (ALL).

Formula: C₂₇H₂₉NO₁₀

Purezza: Min. 95%

Peso molecolare: 527.52 g/mol

Ref: 3D-MD32002