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Merck
CN

V4890

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

Key Documents

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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

assay

≥95% (HPLC)

form

powder

color

off-white to light yellow

solubility

deionized water: ≥50 mg/mL

originator

Eli Lilly

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Microtubule inhibitor
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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000380562
0000380562
0000078262
0000078263
056M4730V

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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
Intensified chemotherapy for diffuse large B-cell lymphomas.
Julie M Vose
Lancet (London, England), 378(9806), 1828-1829 (2011-11-29)
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
Mizuho Ichikawa et al.
Journal of pediatric hematology/oncology, 34(3), 239-241 (2012-01-17)
Peripheral neuropathy is a well-known side effect of vincristine (VCR), a microtubule inhibitor commonly used to treat malignancies. Severe neurological adverse events can occur in patients with Charcot-Marie-Tooth disease (CMT) treated with VCR. Vindesine is also a microtubule inhibitor, which
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