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Merck

SML0508

Pentostatin

≥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

Key Documents

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Product Name

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)

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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

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

SML0508-5MG: + SML0508-VAR: + SML0508-BULK: + SML0508-25MG:

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Certificates of Analysis (COA)

Lot/Batch Number
047M4740V
125M4754V
074M4705V
122M4729V

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Youliang Zhao et al.
Environmental toxicology and pharmacology, 70, 103201-103201 (2019-06-16)
Early and accurate evaluation of immunotoxicity is crucial. However, there are few in vitro models for immunosuppressive evaluation. THP-1 cells has long been used for in vitro sensitivity evaluation. Whether it can be used for immunosuppressive evaluation remains unclear. In
Behrouz Elahi et al.
Colloids and surfaces. B, Biointerfaces, 181, 830-836 (2019-06-30)
Bio-based synthesis of Nano-Ceria (NC) was performed in Linum usitatissimum L. (Lu) seeds extract as capping agent. Obtained gel was calcined at 400, 500, and 600 °C to investigate the effect of temperature on the size and morphology of the particles.
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
Anti-tumor activity of anthrax toxin variants that form a functional translocation pore by intermolecular complementation
Liu S, et al.
Testing, 8(39), 65123-65123 (2017)
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
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