vindesine

Also known as Compound 112531, 3-(Aminocarbonyl)-O(4)-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine, 3-Carbamoyl-4-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine, Desacetylvinblastine amide

Vindesine, also termed Eldisine, is a semisynthetic vinca alkaloid derived from the flowering plant Catharanthus roseus. Like the natural (e.g. vinblastine and vincristine) and semisynthetic vinca alkaloids (e.g. vinorelbine and vinflunine) derived from this plant, vindesine is an inhibitor of mitosis that is used as a chemotherapy drug. By inhibiting mitosis, vinedsine blocks the proliferation of cells, particularly the rapidly proliferation cells of certain types of cancer. It is used, generally in combination with other chemotherapeutic drugs, in the treatment of various malignancies such a

In the Vinony graph

Within Vinony's link graph, vindesine is referenced by 284 other articles, and connects out to tiazofurin, liver and medication.

It is catalogued under topics including Chemical articles with multiple CAS registry numbers, Chemicals using indexlabels and Drugs with non-standard legal status.

Its subject is documented across 17 Wikipedia language editions.

Chemical data

Formula: C43H55N5O7
Molecular weight: 753.9 g/mol
IUPAC name: methyl (13S,15S,17S)-13-[(1R,9R,10S,11R,12R,19R)-10-carbamoyl-12-ethyl-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-17-ethyl-17-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-13-carboxylate
SMILES: CC[C@@]1(C[C@@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)N)O)O)CC)OC)C(=O)OC)O
InChIKey: HHJUWIANJFBDHT-KOTLKJBCSA-N
XLogP: 2.7
Polar surface area: 165 Å²
H-bond donors: 5
H-bond acceptors: 10
Formal charge: 0

via PubChem

Research

1,927 papers

Vindesine in the treatment of leukaemia.Leukemia & lymphoma · 1997
Role of vindesine in induction chemotherapy in locally-advanced non-small-cell lung cancer.Journal of cancer research and clinical oncology · 1998
Is there a role for vindesine in the treatment of non-small cell lung cancer?Investigational new drugs · 1993
The role of vindesine in oncology--recommendations after 10 years' experience.Anti-cancer drugs · 1995
[Vindesine: a new antineoplastic drug].Giornale di clinica medica · 1981

via PubMed

Wikidata facts

Mass: 753.410149
Has use: medication

Show 5 more facts

chemical formula: C₄₃H₅₅N₅O₇
route of administration: intravenous infusion and defusion
Commons category: Vindesine
isomeric SMILES: CC[C@@]1(C[C@@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)N)O)O)CC)OC)C(=O)OC)O
canonical SMILES: CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)N)O)O)CC)OC)C(=O)OC)O

Sources (3)

via Wikidata · CC0

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