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Substance Name: Pentostatin [USAN:INN:BAN:JAN]
RN: 53910-25-1
UNII: 395575MZO7
InChIKey: FPVKHBSQESCIEP-JQCXWYLXSA-N

Note

  • A potent inhibitor of ADENOSINE DEAMINASE. The drug induces APOPTOSIS of LYMPHOCYTES, and is used in the treatment of many lymphoproliferative malignancies, particularly HAIRY CELL LEUKEMIA. It is also synergistic with some other antineoplastic agents and has immunosuppressive activity.

Molecular Formula

  • C11-H16-N4-O4

Molecular Weight

  • 268.2714
 

Classification Codes

  • Adenosine Deaminase Inhibitors
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Potentiator
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Pentostatin
  • Pentostatin [USAN:INN:BAN:JAN]

MeSH Heading

  • Pentostatin

Synonyms

  • (R)-2'-Deoxycoformycin
  • (R)-3-(2-Deoxy-beta-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo(4,5-d)(1,3)diazepin-8-ol
  • (R)-Deoxycoformycin
  • 2'-DCF
  • 2'-Deoxycoformycin
  • 8R-2'-Deoxycoformycin
  • BRN 1223097
  • CI-825
  • CL 67310465
  • Co-V
  • Co-vidarabine
  • dCF
  • Deaminase inhibitor (PD)
  • Deaminase, inhibitor for adenosine arabinoside
  • Deoxycoformycin
  • HSDB 6547
  • Imidazo(4,5-d)(1,3)diazepin-8-ol, 3-(2-deoxy-beta-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydro-, (R)-
  • Nipent
  • NSC 218321
  • NSC-218321
  • PD 81565
  • PD-ADI
  • Pentostatin
  • Pentostatina
  • Pentostatina [INN-Spanish]
  • Pentostatine
  • Pentostatine [INN-French]
  • Pentostatinum
  • Pentostatinum [INN-Latin]
  • UNII-395575MZO7
  • Vidarbine
  • Vira A deaminase inhibitor
  • YK-176

Systematic Names

  • Co-vidarabine
  • Imidazo(4,5-d)(1,3)diazepin-8-ol, 3-(2-deoxy-beta-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydro-, (R)-

Superlist Name

  • Pentostatin

Registry Numbers

CAS Registry Number

  • 53910-25-1

FDA UNII

  • 395575MZO7

Other Registry Numbers

  • 59979-24-7
  • 63677-95-2
  • 69196-00-5
  • 70865-77-9

System Generated Number

  • 0053910251

Structure Descriptors

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

InChIKey

FPVKHBSQESCIEP-JQCXWYLXSA-N

Smiles

c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO)O)N=CNC[C@H]2O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 360mg/kg (360mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 7888, 1990.
mouse LD50 intravenous 122mg/kg (122mg/kg)   National Technical Information Service. Vol. PB84-211424,
mouse LD50 intravenous 122mg/kg (122mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 National Technical Information Service. Vol. PB84-211424,
mouse LD50 oral 227mg/kg (227mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 7888, 1990.
mouse LD50 oral 227mg/kg (227mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 7888, 1990.
women LDLo unreported 390mg/kg/3D-I (390mg/kg) BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BLOOD: THROMBOCYTOPENIA		 Internal Medicine. Vol. 34, Pg. 593, 1995.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 220 deg C   EXP
pKa Dissociation Constant 5.2 (none)   EXP
log P (octanol-water) -2.540 (none)   EST
Atmospheric OH Rate Constant 1.80E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.