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pentostatin

Structure via PubChem · Public domain (PubChem)

EntityQ425470· pop 15· linked from 294 articles

pentostatin

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Also known as 2'-deoxycoformycin, deoxycoformycin, Nipent®, Pentostatine, Co-vidarabine, Pentostatina, Pentostatinum

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

Key facts

Drug.H
16
Drug.N
4
Drug.O
4
Drug.Watchedfields
changed
Drug.verifiedrevid
464198455
Drug.IUPAC_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-ol
Drug.image
Pentostatin structure.svg
Drug.image_class
skin-invert-image
Drug.width
200
Drug.image2
Pentostatin ball-and-stick.png
Drug.image_class2
bg-transparent
Drug.width2
200
Drug.tradename
Nipent
Drug.MedlinePlus
a692004
Drug.pregnancy_US
D
Drug.legal_CA
Rx-only
Drug.legal_UK
POM
Drug.legal_US
Rx-only

via Wikipedia infobox

Chemical data

Formula
C11H16N4O4
Molecular weight
268.27 g/mol
IUPAC name
(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
SMILES
C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2NC=NC[C@H]3O)CO)O
InChIKey
FPVKHBSQESCIEP-JQCXWYLXSA-N
XLogP
-2.1
Polar surface area
112 Ų
H-bond donors
4
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1991
Admin. routes
parenteral
Indications
neoplasm, chronic lymphocytic leukemia, leukemia, lymphoma

via ChEMBL · EBI

Research

1,217 papers

via PubMed

Wikidata facts

Subclass of
alkaloid
Mass
268.117
Has use
medication
Show 9 more facts
chemical formula
C₁₁H₁₆N₄O₄
World Health Organisation international non-proprietary name
pentostatin
medical condition treated
chronic lymphocytic leukemia
isomeric SMILES
C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2NC=NC[C@H]3O)CO)O
canonical SMILES
C1C(C(OC1N2C=NC3=C2NC=NCC3O)CO)O
Commons category
Pentostatin
physically interacts with
Adenosine deaminase
legal status (medicine)
boxed warning
significant drug interaction
(RS)-cyclophosphamide
Sources (5)

via Wikidata · CC0

~4 min read

Encyclopedic overview

8 sections
Contents
  • Medical uses
  • Mechanism of action
  • Production
  • Fermentation
  • Total synthesis
  • Natural occurrence
  • Natural analogues
  • References

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

== Medical uses == Pentostatin is used to treat hairy cell leukemia. It is given by intravenous infusion once every two weeks for three to six months.

Excerpted from Wikipedia’s “pentostatin” article, available under the CC BY-SA 4.0 licence.

Gallery (2)