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CAS 71486-22-1

:

Vinorelbine

Description:
Vinorelbine is a semi-synthetic vinca alkaloid derived from the periwinkle plant, specifically from the species Catharanthus roseus. It is primarily used as a chemotherapeutic agent in the treatment of various cancers, including non-small cell lung cancer and breast cancer. Vinorelbine functions by inhibiting microtubule formation, thereby disrupting mitosis and preventing cancer cell proliferation. The compound is characterized by its complex structure, which includes a core structure of a vindoline and an additional nitrogen-containing moiety. Vinorelbine is typically administered intravenously and has a moderate side effect profile, which may include neutropenia, nausea, and fatigue. Its pharmacokinetics involve hepatic metabolism, and it is primarily excreted through the bile. The drug's efficacy and safety profile make it a valuable option in oncological therapies, although its use must be carefully monitored due to potential interactions with other medications and the risk of adverse effects. Overall, vinorelbine represents an important tool in the arsenal against cancer, contributing to improved patient outcomes in specific malignancies.
Formula:C45H54N4O8
InChI:InChI=1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1
InChI key:InChIKey=GBABOYUKABKIAF-IELIFDKJSA-N
SMILES:C(C)[C@@]12[C@]3([C@@]4([C@]([C@](C(OC)=O)(O)[C@@H]1OC(C)=O)(N(C)C=5C4=CC(=C(OC)C5)[C@]6(C(OC)=O)C7=C(C=8C(N7)=CC=CC8)C[N@@]9C[C@](C6)(C=C(CC)C9)[H])[H])CCN3CC=C2)[H]
Synonyms:
  • Vinorelbine
  • Nor-5′-anhydrovinblastine
  • Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(2R,6R,8S)-4-ethyl-1,3,6,7,8,9-hexahydro-8-(methoxycarbonyl)-2,6-methano-2H-azecino[4,3-b]indol-8-yl]-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2β,3β,4β,5α,12R,19α)-
  • C′-Norvincaleukoblastine, 3′,4′-didehydro-4′-deoxy-
  • KW 2307 base
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