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V4890

Sigma-Aldrich

Vindesine sulfate salt hydrate

≥95% (HPLC)

Synonym(s):

3-(Aminocarbonyl)-O4-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine sulfate salt hydrate, Desacetylvinblastine amide sulfate salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C43H55N5O7 · H2SO4 · xH2O
CAS Number:
59917-39-4
Molecular Weight:
852.00 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329829055
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

off-white to light yellow

solubility

deionized water: ≥50 mg/mL

originator

Eli Lilly

storage temp.

−20°C

SMILES string

O.OS(O)(=O)=O.CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C2)(C(=O)OC)c5cc6c(cc5OC)N(C)[C@H]7[C@](O)([C@H](O)[C@]8(CC)C=CC[N@H]9CC[C@]67[C@H]89)C(N)=O)C1

InChI

1S/C43H55N5O7.H2O4S.H2O/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50;1-5(2,3)4;/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50);(H2,1,2,3,4);1H2/t25-,34+,35-,36-,39+,40-,41-,42+,43+;;/m1../s1

InChI key

TUDLKTILIBRXNU-RIHOAIHNSA-N

Biochem/physiol Actions

Microtubule inhibitor. Vindesine binds to and stabilizes tubulin, thereby preventing tubulin polymerization, preventing mitosis, and arresting cells in metaphase.

Features and Benefits

This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

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Yukitaka Nakano et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 132(6), 727-732 (2012-06-13)
This paper reports a specific and sensitive enzyme-linked immunosorbent assay (ELISA) for pharmacokinetic studies of vindesine (VDS). Anti-VDS antibody was obtained by immunizing rabbits with VDS conjugated with bovine serum albumin using N-[β-(4-diazophenyl) ethyl] maleimide as a heterobifunctional coupling agent.
Teodoro Chisesi et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 29(32), 4227-4233 (2011-10-13)
The Intergruppo Italiano Linfomi HD9601 trial compared doxorubicin, bleomycin, vinblastine, and dacarbazine (ABVD) versus doxorubicin, vinblastine, mechloretamine, vincristine, bleomycin, etoposide, and prednisone (Stanford V [StV]) versus the combination of mechlorethamine, vincristine, procarbazine, prednisone (MOPP) with epidoxorubicin, bleomycin, vinblastine (EBV), lomustine
Olivier Fitoussi et al.
Haematologica, 96(8), 1136-1143 (2011-05-07)
As rituximab combined with CHOP improves complete remission and overall survival in diffuse large B-cell lymphoma, intensified chemotherapy followed by autologous stem-cell transplantation has also been advocated for high-risk patients. The aim of this study was to establish whether or
Intensified chemotherapy for diffuse large B-cell lymphomas.
Julie M Vose
Lancet (London, England), 378(9806), 1828-1829 (2011-11-29)
N Ketterer et al.
Annals of oncology : official journal of the European Society for Medical Oncology, 24(4), 1032-1037 (2012-12-14)
The superiority of a chemotherapy with doxorubicin, cyclophosphamide, vindesine, bleomycin and prednisone (ACVBP) in comparison with cyclophosphamide, doxorubicin, vincristin and prednisone plus radiotherapy for young patients with localized diffuse large B-cell lymphoma (DLBCL) was previously demonstrated. We report the results
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