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Merck
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Documentos clave

SML0609

Sigma-Aldrich

Teniposide

≥97% (HPLC)

Sinónimos:

4′-Dimethyl-9-(4,6-O-2-thenyid)-epipodophyllotoxin, Tenoposide, VM-26

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About This Item

Fórmula empírica (notación de Hill):
C32H32O13S
Número de CAS:
Peso molecular:
656.65
Número CE:
Código UNSPSC:
12352200
NACRES:
NA.77

Nivel de calidad

Ensayo

≥97% (HPLC)

Formulario

powder

actividad óptica

[α]/D -100 to -115°, c = 1 in chloroform/methanol (9:1)

color

white to beige

solubilidad

DMSO: 10 mg/mL, clear

Condiciones de envío

wet ice

temp. de almacenamiento

−20°C

cadena SMILES

[s]1c(ccc1)[C@H]2O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)O[C@H]4[C@@H]5[C@@H]([C@@H](c7c4cc8c(c7)OCO8)c6cc(c(c(c6)OC)O)OC)C(=O)OC5)CO2

InChI

1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1

Clave InChI

NRUKOCRGYNPUPR-QBPJDGROSA-N

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Categorías relacionadas

Aplicación

Teniposide has been used as a topoisomerase II inhibitor to study its effects on the flagellum length in Trypanosoma brucei. It has also been used as a chemotherapeutic agent to study its interactions with piperazine(B87).

Acciones bioquímicas o fisiológicas

Teniposide (VM-26) is a Topoisomerase II inhibitor with antitumor activity. Teniposide inhibits DNA synthesis by forming a complex with topoisomerase II and DNA, inducing breaks in double stranded DNA and preventing repair.
Teniposide is a Topoisomerase II inhibitor with antitumor activity.
Teniposide is a derivative of podophyllotoxin and has been studied to treat several cancers. It acts during the late S phase or the early G2 phase of the cell cycle.

Pictogramas

Health hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Carc. 1B

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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In order to tackle the problems on low water solubility of teniposide, involvement of toxic surfactant in its injection, and the poor stability during infusion, a Cremophor-free teniposide self-microemulsified drug delivery system (TEN-SMEDDS) was prepared for the first time, characterized
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Journal of experimental & clinical cancer research : CR, 30, 93-93 (2011-10-06)
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Journal of pediatric hematology/oncology, 35(1), 32-35 (2012-12-06)
Children with acute lymphocytic leukemia who fail to enter remission have a poor prognosis. In a previous study, 9 of 14 children with induction failure entered remission after teniposide (VM26) plus cytosine arabinoside (Ara-C). We attempted to confirm these results.
M Lv et al.
Mini reviews in medicinal chemistry, 11(10), 901-909 (2011-07-26)
Podophyllotoxin, one of the well-known naturally occurring aryltetralin lignans, has been used as the lead-compound for the preparation of potent anticancer agents, such as etoposide, teniposide, and etopophos. In our previous review, we described the advances of podophyllotoxin derivatives from
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