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PENTOSTATIN

Product Name
PENTOSTATIN
CAS No.
53910-25-1
Chemical Name
PENTOSTATIN
Synonyms
dcf;Nipent;deoxycoformycin;Co-V;2’dcf;ci-825;yk-176;Cl 825;PD-ADI;Coforin
CBNumber
CB4746489
Molecular Formula
C11H16N4O4
Formula Weight
268.27
MOL File
53910-25-1.mol
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PENTOSTATIN Property

Melting point:
154-157?C
alpha 
D25 +76.4° (c = 1 in water); D23 +73.0° (c = 1, pH 7 buffer)
Boiling point:
411.43°C (rough estimate)
Density 
1.2576 (rough estimate)
refractive index 
1.6081 (estimate)
storage temp. 
-20°C
solubility 
H2O: soluble10mg/mL, clear
pka
5.2(at 25℃)
form 
White solid
color 
white to beige
optical activity
[α]/D +70 to +80°, c = 1 in H2O
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Safety

Hazard Codes 
Xn
Risk Statements 
22
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
HS Code 
2933998090
Hazardous Substances Data
53910-25-1(Hazardous Substances Data)
Toxicity
LD50 oral in mouse: 227mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0508
Product name
Pentostatin
Purity
≥95% (HPLC)
Packaging
5mg
Price
$94.1
Updated
2024/03/01
Sigma-Aldrich
Product number
116860
Product name
Adenosine Deaminase Inhibitor, DCF
Packaging
10mg
Price
$172
Updated
2024/03/01
Cayman Chemical
Product number
14878
Product name
Pentostatin
Purity
≥98%
Packaging
1mg
Price
$38
Updated
2024/03/01
Cayman Chemical
Product number
14878
Product name
Pentostatin
Purity
≥98%
Packaging
5mg
Price
$85
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0508
Product name
Pentostatin
Purity
≥95% (HPLC)
Packaging
25mg
Price
$400
Updated
2024/03/01
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PENTOSTATIN Chemical Properties,Usage,Production

Description

Pentostatin, an adenosine deaminase inhibitor, is an orphan drug introduced for the treatment of hairy cell leukemia. The agent is considered a significant advance over alpha-interferon, the only other drug available for this indication. The majority of patients treated with pentostatin have been reported to remain in remission for at least four years. It is also under investigation for the treatment of other kinds of leukemia and in transplant rejection.

Description

Because of their antitumor activity via inhibition of DNA synthesis, purine nucleoside derivatives resistant to deamination have been developed for the treatment of various leukemias. Pentostatin is a purine nucleoside analog that irreversibly inhibits adenosine deaminase (Ki = 0.9 pM) and thus interrupts DNA synthesis in dividing cells. Pentostatin has been reported to display strong efficacy in the clinical treatment of hairy cell leukemia as well as relapsed chronic lymphocytic leukemia.

Chemical Properties

White Solid

Originator

Warner-Lambert (Parke-Davis) (U.S.A.)

Uses

Pentostatin is a potent antitumour antibiotic isolated from a Streptomyces species. Pentostatin is a potent inhibitor of adenine deaminase and has been used therapeutically as an antitumour agent.

Uses

Pentostatin is a potent antitumor antibiotic isolated from a Streptomyces species. Pentostatin is a potent inhibitor of adenine deaminase and has been used therapeutically as an antitumor agent.

Uses

An adenosine deaminase inhibitor used as an anti-cancer therapeutic drug. Shown to be effective in the treatment of hairy cell leukemia as well as having use in the treatment of other types of cancer such as chronic lymphocytic leukemia.

Indications

Pentostatin (Nipent, deoxycoformycin) is a purine isolated from fermentation cultures of the microbe Streptomyces antibioticus. Its mechanism of action involves inhibition of the enzyme adenosine deaminase, which plays an important role in purine salvage pathways and DNA synthesis.The resulting accumulation of deoxyadenosine triphosphate (dATP) is highly toxic to lymphocytes.
Pentostatin is effective in the therapy of hairy cell leukemia, producing remissions in 80 to 90% of patients and complete remissions in more than 50%. The major toxic effects of the drug include myelosuppression, nausea, and skin rashes.

brand name

Nipent (SuperGen), Coforin (Katetsuken).

General Description

The drug is available in 10-mg vials for IV use. The drug isused to treat leukemias such as hairy cell leukemia, chroniclymphocytic leukemia, and lymphoblastic leukemia. Themechanism of action involves inhibition of the enzymeadenosine deaminase yielding increased cellular levels ofdeoxyadenosine and deoxyadenosine triphosphate (dATP).The increased levels of dATP are cytotoxic to lymphocytes.Pentostatin is a fermentation product of Streptomyces antibioticus.Resistance appears to involve decreased cellulartransport or increased expression of catabolic enzymes.Acid instability prevents oral administration, and the drug isonly administered by IV. The drug is distributed in totalbody water but does not enter the CNS. The majority of thedosage is excreted unchanged in the urine. Fatal pulmonary toxicity has occurred when pentostatin and fludarabine areused in combination. Toxicities include myelosuppression,immunosuppression, nausea, vomiting, headache, lethargy,and fatigue.

Biological Activity

Irreversible inhibitor of adenosine deaminase (K i = 2.5 pM). Anticancer agent.

Biochem/physiol Actions

Pentostatin/2′-deoxycoformycin is used to treat patients with Waldenstr?m′s macroglobulinemia.

Mechanism of action

Pentostatin is the most potent inhibitor of adenosine deaminase, an important and ubiquitous cellular enzyme. Inhibition of this enzyme leads to the accumulation of dATP, which inhibits ribonucleotide reductase and thus DNA synthesis.

Clinical Use

Pentostatin is a ring-expanded purine ribonucleoside that inhibits adenosine deaminase and is used in the treatment of hairy cell leukemia. The elevated levels of deoxyadenosine triphosphate that result from inhibition of this degradative enzyme inhibit the action of ribonucleotide reductase (the enzyme that converts ribose diphosphate to deoxyribose diphosphate), thus halting DNA synthesis within the tumor cell.

Safety Profile

Poison by intravenous route. An experimental teratogen. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Drug interactions

Potentially hazardous interactions with other drugs
Antipsychotics: avoid with clozapine (increased risk of agranulocytosis).
Cytotoxics: increased risk of toxicity with high-dose cyclophosphamide - avoid; increased pulmonary toxicity with fludarabine (unacceptably high incidence of fatalities).

Metabolism

Only a small amount is metabolised via the liver.
It is primarily excreted unchanged by the kidneys (30-90% excreted by kidneys within 24 hours).

storage

Store at +4°C

PENTOSTATIN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from PENTOSTATIN manufacturers

Wuhan Demeikai Biotechnology Co., Ltd
Product
Pentostatin 53910-25-1
Price
US $10.00/g/Bag
Min. Order
10g
Purity
99
Supply Ability
100KG
Release date
2021-11-16
Zhuozhou Wenxi import and Export Co., Ltd
Product
PENTOSTATIN 53910-25-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11
Dideu Industries Group Limited
Product
PENTOSTATIN 53910-25-1
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-01

53910-25-1, PENTOSTATINRelated Search:

NA Sodium deoxycholate Aclarubicin 4-Imidazolemethanol hydrochloride (1-METHYL-1H-IMIDAZOL-4-YL)METHANOL 4(5)-(2-amino-1-hydroxyethyl)imidazole PENTOSTATIN Imidazole-4-methanol

  • CL-67310465：NSC-218321
  • (8R)-3-(2-Deoxy-β-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol
  • Pentostatin(Deoxycoformycin)
  • Pentostatin, >=99%
  • ci-825
  • cl67310465
  • co-vidarabine
  • dcf
  • deoxycoformycin
  • iazepin-8-ol
  • imidazo(4,5-d)(1,3)diazepin-8-ol,3-(2-deoxy-beta-d-pentofuranosyl)-3,6,7,8-tet
  • (8R)-3-(2-Deoxy-β-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8β-ol
  • Coforin
  • 2'-DeoxycoforMycin, Covidaribine, ADAI, CI 825, d-Cof, NSC 218321, PD-ADI, YK 176
  • Pentostatin, 98%(HPLC)
  • Adenosine Deaminase Inhibitor, DCF - CAS 53910-25-1 - Calbiochem
  • nsc-218321
  • yk-176
  • Imidazo4,5-d1,3diazepin-8-ol, 3-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydro-, (8R)-
  • Imidazo[4,5-d][1,3]diazepin-8-ol, 3-(2-deoxy-b-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydro-, (8R)-
  • 2'-Dexoycoformycin
  • Cl 825
  • Co-V
  • Deaminase inhibitor
  • Imidazo[4,5-d][1,3]diazepin-8-ol, 3-(2-deoxy-b-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydro-, (8R)- (9CI)
  • Imidazo[4,5-d][1,3]diazepin-8-ol, 3-(2-deoxy-b-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydro-, (R)-
  • Nipent
  • NSC 247520
  • PD-ADI
  • Vira A deaminase inhibitor
  • 2''-DEOXYCOFORMYCIN (2''-DCF: NIPENT)
  • -3-(2-Deoxy-β-D-erythro-pentofuranosyl)-3，6，7，8-te-trahydroimidazo[4，5-d][1，3]diazepin-8-ol
  • (8R)-3-(2-Deoxy-b-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol
  • (R)-3-((2S,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,4,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol
  • Adenosine Deaminase Inhibitor, DCF
  • PENTOSTATIN
  • (r)-3-(2-deoxy-beta-d-erythro-pento-furanosyl)-3,6,7,8-tetrahydroimidazo[4,5-d
  • (r)-3-(2-deoxy-beta-d-pentofuranosyl)-3,6,7,8-tetrahydroimidazo(4,5-d)(1,3)d
  • (r)-deoxycoformycin
  • (r)-rahydro
  • 2’dcf
  • 2’-deoxycoformycin
  • Vira A Deaminase Inhibito
  • Imidazo[4,5-d][1,3]diazepin-8-ol, 3-(2-deoxy-β-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydro-, (8R)-
  • (R)-3-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,4,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol
  • PENTOSTATIN USP/EP/BP
  • Pentostatin (CI825
  • Reliable quality 53910-25-1 PENTOSTATIN
  • (8R)-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-ol
  • PD-81565
  • PD 81565
  • PD81565
  • (8R)-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-ol
  • Pentostatin, 10 mM in DMSO
  • 53910-25-1
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals