SML0508

Pentostatin

≥95% (HPLC)

• 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
• Empirical Formula (Hill Notation): C₁₁H₁₆N₄O₄
• CAS Number: 53910-25-1
• Molecular Weight: 268.27
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825517
• NACRES: NA.77

Properties

• 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/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.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• 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