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Pentostatin

Pentostatin (or deoxycoformycin, trade name Nipent, manufactured by SuperGen) is an anticancer chemotherapeutic drug.[2]

Pentostatin
Clinical data
Trade namesNipent
AHFS/Drugs.comMonograph
MedlinePlusa692004
Routes of
administration
Intravenous
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailabilityn/a
Protein binding4%
MetabolismHepatic, minor
Elimination half-life2.6 to 16 hours, mean 5.7 hours
Identifiers
  • (R)-3-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol
CAS Number
  • 53910-25-1 Y
PubChem CID
  • 439693
IUPHAR/BPS
  • 4805
DrugBank
  • DB00552 Y
ChemSpider
  • 388759 Y
UNII
  • 395575MZO7
KEGG
  • D00155 Y
ChEBI
  • CHEBI:27834
ChEMBL
  • ChEMBL1580 Y
CompTox Dashboard (EPA)
  • DTXSID2023436
ECHA InfoCard100.164.991
Chemical and physical data
FormulaC11H16N4O4
Molar mass268.273 g·mol−1
3D model (JSmol)
  • Interactive image
  • n1c3c(n(c1)[C@@H]2O[C@@H]([C@@H](O)C2)CO)N\C=N/C[C@H]3O
  • 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 Y
  • Key:FPVKHBSQESCIEP-JQCXWYLXSA-N Y
  (verify)

Mechanism edit

It is classified as a purine analog, which is a type of antimetabolite.

It mimics the nucleoside adenosine and thus inhibits the enzyme adenosine deaminase, interfering with the cell's ability to process DNA.[3]

Cancer cells generally divide more often than healthy cells; DNA is highly involved in cell division (mitosis) and drugs which target DNA-related processes are therefore more toxic to cancer cells than healthy cells.

Uses edit

Pentostatin is used to treat hairy cell leukemia.[4] It is given by intravenous infusion once every two weeks for three to six months.

Additionally, pentostatin has been used to treat steroid-refractory acute and chronic graft-versus-host disease.[5]

Pentostatin is also used in chronic lymphocytic leukemia (CLL) patients who have relapsed.

References edit

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ Kay NE, Geyer SM, Call TG, et al. (January 2007). "Combination chemoimmunotherapy with pentostatin, cyclophosphamide, and rituximab shows significant clinical activity with low accompanying toxicity in previously untreated B chronic lymphocytic leukemia". Blood. 109 (2): 405–11. doi:10.1182/blood-2006-07-033274. PMC 1785105. PMID 17008537.
  3. ^ Sauter C, Lamanna N, Weiss MA (September 2008). "Pentostatin in chronic lymphocytic leukemia". Expert Opin Drug Metab Toxicol. 4 (9): 1217–22. doi:10.1517/17425255.4.9.1217. PMID 18721115.
  4. ^ Cannon T, Mobarek D, Wegge J, Tabbara IA (October 2008). "Hairy cell leukemia: current concepts". Cancer Invest. 26 (8): 860–5. doi:10.1080/07357900801965034. PMID 18798068.
  5. ^ Bolaños-Meade J, Jacobsohn DA, Margolis J, Ogden A, Wientjes MG, Byrd JC, Lucas DM, Anders V, Phelps M, Grever MR, Vogelsang GB (April 2005). "Pentostatin in steroid-refractory acute graft-versus-host disease". J Clin Oncol. 23 (12): 2661–8. doi:10.1200/JCO.2005.06.130. PMID 15837980.

pentostatin, deoxycoformycin, trade, name, nipent, manufactured, supergen, anticancer, chemotherapeutic, drug, clinical, datatrade, namesnipentahfs, drugs, commonographmedlineplusa692004routes, ofadministrationintravenousatc, codel01xx08, legal, statuslegal, s. Pentostatin or deoxycoformycin trade name Nipent manufactured by SuperGen is an anticancer chemotherapeutic drug 2 PentostatinClinical dataTrade namesNipentAHFS Drugs comMonographMedlinePlusa692004Routes ofadministrationIntravenousATC codeL01XX08 WHO Legal statusLegal statusCA only UK POM Prescription only US WARNING 1 Rx onlyPharmacokinetic dataBioavailabilityn aProtein binding4 MetabolismHepatic minorElimination half life2 6 to 16 hours mean 5 7 hoursIdentifiersIUPAC name R 3 2R 4S 5R 4 hydroxy 5 hydroxymethyl tetrahydrofuran 2 yl 3 6 7 8 tetrahydroimidazo 4 5 d 1 3 diazepin 8 olCAS Number53910 25 1 YPubChem CID439693IUPHAR BPS4805DrugBankDB00552 YChemSpider388759 YUNII395575MZO7KEGGD00155 YChEBICHEBI 27834ChEMBLChEMBL1580 YCompTox Dashboard EPA DTXSID2023436ECHA InfoCard100 164 991Chemical and physical dataFormulaC 11H 16N 4O 4Molar mass268 273 g mol 13D model JSmol Interactive imageSMILES n1c3c n c1 C H 2O C H C H O C2 CO N C N C C H 3OInChI 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 YKey FPVKHBSQESCIEP JQCXWYLXSA N Y verify Mechanism editIt is classified as a purine analog which is a type of antimetabolite It mimics the nucleoside adenosine and thus inhibits the enzyme adenosine deaminase interfering with the cell s ability to process DNA 3 Cancer cells generally divide more often than healthy cells DNA is highly involved in cell division mitosis and drugs which target DNA related processes are therefore more toxic to cancer cells than healthy cells Uses editPentostatin is used to treat hairy cell leukemia 4 It is given by intravenous infusion once every two weeks for three to six months Additionally pentostatin has been used to treat steroid refractory acute and chronic graft versus host disease 5 Pentostatin is also used in chronic lymphocytic leukemia CLL patients who have relapsed References edit FDA sourced list of all drugs with black box warnings Use Download Full Results and View Query links nctr crs fda gov FDA Retrieved 22 Oct 2023 Kay NE Geyer SM Call TG et al January 2007 Combination chemoimmunotherapy with pentostatin cyclophosphamide and rituximab shows significant clinical activity with low accompanying toxicity in previously untreated B chronic lymphocytic leukemia Blood 109 2 405 11 doi 10 1182 blood 2006 07 033274 PMC 1785105 PMID 17008537 Sauter C Lamanna N Weiss MA September 2008 Pentostatin in chronic lymphocytic leukemia Expert Opin Drug Metab Toxicol 4 9 1217 22 doi 10 1517 17425255 4 9 1217 PMID 18721115 Cannon T Mobarek D Wegge J Tabbara IA October 2008 Hairy cell leukemia current concepts Cancer Invest 26 8 860 5 doi 10 1080 07357900801965034 PMID 18798068 Bolanos Meade J Jacobsohn DA Margolis J Ogden A Wientjes MG Byrd JC Lucas DM Anders V Phelps M Grever MR Vogelsang GB April 2005 Pentostatin in steroid refractory acute graft versus host disease J Clin Oncol 23 12 2661 8 doi 10 1200 JCO 2005 06 130 PMID 15837980 nbsp This antineoplastic or immunomodulatory drug article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Pentostatin amp oldid 1175349481, wikipedia, wiki, book, books, library,

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