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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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5 MG

$123.00

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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

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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)

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This Item
SML1296SML0293D6571
Pentostatin ≥95% (HPLC)

Sigma-Aldrich

SML0508

Pentostatin

6-Thio-2′-Deoxyguanosine ≥97% (HPLC)

Sigma-Aldrich

SML1296

6-Thio-2′-Deoxyguanosine

Telbivudine ≥98% (HPLC)

Sigma-Aldrich

SML0293

Telbivudine

3′,4′-Dimethoxyflavone

Sigma-Aldrich

D6571

3′,4′-Dimethoxyflavone

form

powder

form

powder

form

powder

form

powder

assay

≥95% (HPLC)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

room temp

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

solubility

H2O: 10 mg/mL, clear

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

H2O: 10 mg/mL (clear solution)

solubility

DMSO: ≥20 mg/mL

Application

Pentostatin has been used in in vivo anti-tumor studies.[1] 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.[2]

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[3] is used to treat patients with Waldenström′s macroglobulinemia.[4]

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

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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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Certificates of Analysis (COA)

Lot/Batch Number
0000404027
0000404029
0000354256
0000354256
0000404029

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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)
Da-Tong Ju et al.
Nutrients, 11(7) (2019-07-25)
Vasicinone is a quinazoline alkaloid isolated from the Adhatoda vasica plant. In this study, we explored the neuroprotective effect and underlying molecular mechanism of vasicinone against paraquat-induced cellular apoptosis in SH-SY5Y cells. Vasicinone reduced the paraquat-induced loss of cell viability
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