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CAS 72496-41-4

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Pirarubicin

Description:
Pirarubicin, with the CAS number 72496-41-4, is an anthracycline antibiotic that is primarily used as an antineoplastic agent in cancer therapy. It is structurally related to doxorubicin and exhibits similar mechanisms of action, primarily by intercalating into DNA, thereby inhibiting DNA and RNA synthesis, which leads to cell death. Pirarubicin is particularly effective against various types of cancers, including breast cancer and leukemia. Its pharmacological profile includes a moderate to high level of cytotoxicity, and it is often administered intravenously. The drug is known for its potential side effects, which may include cardiotoxicity, myelosuppression, and gastrointestinal disturbances. Due to its chemical structure, Pirarubicin can also generate reactive oxygen species, contributing to its anticancer effects. The compound is typically used in combination with other chemotherapeutic agents to enhance therapeutic efficacy while managing resistance. As with all chemotherapeutic agents, careful monitoring of patients is essential to mitigate adverse effects and optimize treatment outcomes.
Formula:C32H37NO12
InChI:InChI=1/C32H37NO12/c1-14-31(45-21-8-3-4-9-42-21)17(33)10-22(43-14)44-19-12-32(40,20(35)13-34)11-16-24(19)30(39)26-25(28(16)37)27(36)15-6-5-7-18(41-2)23(15)29(26)38/h5-7,14,17,19,21-22,31,34,37,39-40H,3-4,8-13,33H2,1-2H3/t14-,17-,19?,21+,22-,31+,32-/m0/s1
InChI key:InChIKey=KMSKQZKKOZQFFG-YXRRJAAWSA-N
SMILES:O([C@@H]1C2=C(C(O)=C3C(=C2O)C(=O)C=4C(C3=O)=CC=CC4OC)C[C@](C(CO)=O)(O)C1)[C@H]5C[C@H](N)[C@H](O[C@@H]6CCCCO6)[C@H](C)O5
Synonyms:
  • (1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-4-O-[(2S)-tetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranoside
  • (2''R)-4'-O-Tetrahydropyranyladriamycin
  • (2′′R)-4′-O-Tetrahydropyranyladriamycin
  • (2′′R)-4′-O-Tetrahydropyranyldoxorubicin
  • (3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranoside
  • (8S,10S)-10-((3-Amino-2,3,6-trideoxy-4-O-(2R-tetrahydro-2H-pyran-2-yl)-alpha-L-lyxo-hexopyranosyl)oxy)-8-glycoloyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione
  • (8S,10S)-10-[[3-Amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione
  • 1609Rb
  • 4'-O-Tetrahydropyranyladriamycin
  • 4'-O-Tetrahydropyranyldoxorubicin
  • See more synonyms
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