SML0508

Pentostatin

Name: Pentostatin
Brand: SIGMA

≥95% (HPLC), adenosine deaminase inhibitor, powder

Sinónimos:

(8R)-3-(2-Deoxy-β-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol, 2′-dCF, DCF, Deoxycoformycin

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About This Item

Fórmula empírica (notación de Hill):

C₁₁H₁₆N₄O₄

Número CAS:

53910-25-1

Peso molecular:

268.27

UNSPSC Code:

12352200

PubChem Substance ID:

329825517

NACRES:

NA.77

Nombre del producto

Pentostatin, ≥95% (HPLC)

SMILES string

OC[C@H]1O[C@H](C[C@@H]1O)n2cnc3[C@H](O)CN=CNc23

InChI

1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1

InChI key

FPVKHBSQESCIEP-JQCXWYLXSA-N

assay

≥95% (HPLC)

form

powder

optical activity

[α]/D +70 to +80°, c = 1 in H₂O

storage condition

desiccated

color

white to beige

solubility

H₂O: 10 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

Gene Information

human ... ADA(100)

Categorías relacionadas

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Application

Pentostatin has been used in in vivo anti-tumor studies. It has also been used along with cyclophosphamide as a selective B-cell immune suppression regimen to explore solid tumor therapy by selectively targeting stromal endothelial cells.

Biochem/physiol Actions

Pentostatin is a ring-expanded nucleoside (REN) that potently inhibits adenosine deaminase, which leads to lymphocyte toxicity. Pentostatin is used as anticancer agent to treat leukemia (hairy cell leukemia and chronic lymphocytic leukemia) and is investigated as an agent to treat graft-versus-host disease (GVHD).

Pentostatin is an immunosuppressant; adenosine deaminase inhibitor; ring-expanded nucleoside (REN).

Pentostatin/2′-deoxycoformycin is used to treat patients with Waldenström′s macroglobulinemia.

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Other Notes

Air sensitve; hygroscopic.

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 3 Oral

Clase de almacenamiento

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Possible use of a Nicotiana tabacum 'Bright Yellow 2' cell suspension as a model to assess phytotoxicity of pharmaceuticals (diclofenac).

Lucie Svobodníková et al.

Ecotoxicology and environmental safety, 182, 109369-109369 (2019-06-27)

Growth and developmental changes in plants induced by pharmaceuticals reflect changes in processes at the cellular and subcellular levels. Due to their growth and cellular characteristics, plant cell suspension cultures can be a suitable model for assessing toxicity. In this

Solid tumor therapy by selectively targeting stromal endothelial cells

Liu S, et al.

Proceedings of the National Academy of Sciences of the USA, 113(28), E4079-E4087 (2016)

Hairy-cell leukemia: induction of complete remission with pentostatin (2'-deoxycoformycin).

Spiers AS, et al.

Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 2(12), 1336-1342 (1984)

Pentostatin, cyclophosphamide and rituximab is a safe and effective treatment in patients with Waldenstrom?s macroglobulinemia

Herth I, et al.

Leukemia Lymphoma, 56(1), 97-102 (2015)

Effect of polycation charge density on polymer conformation at the clay surface and consequently on pharmaceutical binding.

Hagay Kohay et al.

Journal of colloid and interface science, 552, 517-527 (2019-06-04)

Polycation conformation upon adsorption to a negatively charged surface can be modulated by its charge density. At high charge density monomers directly interact with the surface in a 'trains' conformation and as charge density decreases a high degree of monomers

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