CAS 20830-81-3

Daunorrubicina

Descripción:

Daunorrubicina es un antibiótico antraciclínico que se utiliza principalmente en la quimioterapia del cáncer, particularmente para tratar ciertos tipos de leucemia, como la leucemia mieloide aguda (LMA) y la leucemia linfoblástica aguda (LLA). Se deriva de la bacteria Streptomyces peucetius y funciona intercalándose en el ADN, inhibiendo así la síntesis de ADN y ARN, lo que finalmente conduce a la muerte celular. Daunorrubicina se caracteriza por su color rojo, que es indicativo de su estructura antraciclínica. El compuesto tiene una estructura molecular compleja que incluye un sistema de anillo tetracíclico, que es esencial para su actividad biológica. Se administra típicamente por vía intravenosa y puede presentar efectos secundarios como cardiotoxicidad, mielosupresión y náuseas. Debido a sus potentes efectos, Daunorrubicina a menudo se utiliza en combinación con otros agentes quimioterapéuticos para mejorar la eficacia terapéutica mientras se maneja la resistencia potencial. Su uso se monitorea cuidadosamente y la dosificación se ajusta según la respuesta y tolerancia del paciente.

Fórmula: 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

Clave InChI: 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

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-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

Fórmula: C₂₇H₂₉NO₁₀·HCl

Pureza: >98.0%(N)

Forma y color: Orange to Red powder to crystal

Peso molecular: 563.98

Ref: 3B-D4532

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

CAS: 20830-81-3

Fórmula: C₂₆₁₃CH₂₆D₃NO₁₀·C₂HF₃O₂

Peso molecular: 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).

Fórmula: C₂₇H₂₉NO₁₀

Pureza: 97.84%

Forma y color: Reddish Needles

Peso molecular: 527.52

Ref: TM-T1511L

Daunorubicin

CAS: 20830-81-3

Daunorubicin

Pureza: ≥95%

Ref: 54-BUP22318

Daunorubicin-13C,d3 (>85%)

Producto controlado

CAS: 20830-81-3

Fórmula: CC₂₆D₃H₂₆NO₁₀

Pureza: >85%

Forma y color: Neat

Peso molecular: 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).

Fórmula: C₂₇H₂₉NO₁₀

Pureza: Min. 95%

Peso molecular: 527.52 g/mol

Ref: 3D-MD32002