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SML0508

Pentostatin

Name: Pentostatin
Brand: SIGMA

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

Synonym(s):

(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

Empirical Formula (Hill Notation):

C₁₁H₁₆N₄O₄

CAS Number:

53910-25-1

Molecular Weight:

268.27

UNSPSC Code:

12352200

PubChem Substance ID:

329825517

NACRES:

NA.77

Assay:

≥95% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Properties

Product Name

Pentostatin, ≥95% (HPLC)

Quality Level

100

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

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

Gene Information

human ... ADA(100)

Description

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.

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pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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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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)

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