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Substance Name: Pemoline [USAN:INN:BAN:JAN]
RN: 2152-34-3
UNII: 7GAQ2332NK
InChIKey: NRNCYVBFPDDJNE-UHFFFAOYSA-N

Note

  • A central nervous system stimulant used in fatigue and depressive states and to treat hyperkinetic disorders in children.

Molecular Formula

  • C9-H8-N2-O2

Molecular Weight

  • 176.1742
 

Classification Codes

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Stimulants
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
  • Stimulant (Central)

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

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

MeSH Heading

  • Pemoline

Synonyms

  • 2-Amino-5-phenyl-4(5H)-oxazolone
  • 2-Imino-4-keto-5-phenyltetrahydrooxazole
  • 2-Imino-5-phenyl-4-oxazolidinone
  • 2-Inino-5-phenyloxazolidin-4-one
  • 5-Phenyl-2-imino-4-oxazolidinone
  • 5-Phenyl-2-imino-4-oxooxazolidine
  • 5-Phenylisohydantion
  • A 13397
  • Abbott 13397
  • AI3-61124
  • Azoksodon
  • Azoxodon
  • Azoxodone
  • Betanamin
  • C- 293
  • Centramin
  • Constimol
  • CS 293
  • Cylert
  • Dantromin
  • Deltamin (VAN)
  • Deltamine
  • EINECS 218-438-8
  • Endolin
  • Fenoxazol
  • Fio
  • FWH-352
  • H 310
  • H 3104
  • HSDB 3148
  • Hyton
  • Juston-wirkstoff
  • Kethamed
  • LA 956
  • Myamin
  • Nitan
  • Notair
  • NPL 1
  • NSC 169499
  • NSC 25159
  • Okodon
  • Pemolin
  • Pemolina
  • Pemolina [DCIT]
  • Pemolina [Italian]
  • Pemoline
  • Pemolinum
  • Pemolinum [INN-Latin]
  • Phenalone
  • Phenilone
  • Pheniminooxazolidinone
  • Phenoxazole
  • Phenylisohydantoin
  • Phenylpseudohydantoin
  • PIO
  • Pioxol
  • PN/135
  • Pomoline
  • Pondex
  • PT 360
  • Ronyl
  • Sigmadyn
  • Sistra
  • Sofro
  • Stimul
  • Stimulol
  • Tradon
  • Tradone
  • UNII-7GAQ2332NK
  • Volital
  • Volitol
  • Yh 1

Systematic Names

  • 4(5H)-Oxazolone, 2-amino-5-phenyl-
  • 4-Oxazolidinone, 2-imino-5-phenyl-
  • Pemoline

Superlist Names

  • DEA No. 1530
  • Pemoline (including organometallic complexes and chelates thereof)

Registry Numbers

CAS Registry Number

  • 2152-34-3

FDA UNII

  • 7GAQ2332NK

Other Registry Numbers

  • 101053-01-4
  • 2933-45-1

System Generated Number

  • 0002152343

Structure Descriptors

InChI

1S/C9H8N2O2/c10-9-11-8(12)7(13-9)6-4-2-1-3-5-6/h1-5,7H,(H2,10,11,12)

InChIKey

NRNCYVBFPDDJNE-UHFFFAOYSA-N

Smiles

NC1=NC(=O)C(O1)c2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
cat LDLo oral 300mg/kg (300mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: EXCITEMENT
Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 33, 1977.
child TDLo oral 2mg/kg (2mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Clinical Pyschopharmacology. Vol. 9, Pg. 125, 1989.
child TDLo oral 6500ug/kg (6.5mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) Pediatric Emergency Care. Vol. 14, Pg. 312, 1998.
child TDLo oral 1688mg/kg/64W (1688mg/kg) LIVER: "JAUNDICE, CHOLESTATIC"

BRAIN AND COVERINGS: ENCEPHALITIS

LIVER: LIVER FUNCTION TESTS IMPAIRED
Pediatrics. Vol. 101, Pg. 921, 1998.
child TDLo oral 1713mg/kg/87W (1713mg/kg) LIVER: OTHER CHANGES Journal of Pediatrics. Vol. 132, Pg. 894, 1998.
child TDLo unreported 66ug/kg/4W-I (0.066mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" Southern Medical Journal. Vol. 77, Pg. 938, 1984.
dog LDLo oral 38mg/kg (38mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: EXCITEMENT
Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 33, 1977.
man TDLo oral 536ug/kg (0.536mg/kg) GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION

BEHAVIORAL: WAKEFULNESS

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER
Journal of Clinical Pyschopharmacology. Vol. 3, Pg. 331, 1983.
monkey LD50 oral 300mg/kg (300mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: EXCITEMENT

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 33, 1977.
mouse LD50 intraperitoneal 365mg/kg (365mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 33, 1977.
mouse LD50 oral 365mg/kg (365mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 343, 1983.
rabbit LD50 oral > 500mg/kg (500mg/kg)   Drugs in Japan Vol. -, Pg. 1090, 1990.
rat LD50 intraperitoneal 373mg/kg (373mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 33, 1977.
rat LD50 oral 436mg/kg (436mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 33, 1977.
women TDLo oral 135mg/kg/26W- (135mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED

LIVER: "JAUNDICE, CHOLESTATIC"

BRAIN AND COVERINGS: ENCEPHALITIS
Pediatrics. Vol. 101, Pg. 921, 1998.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 256 dec deg C   EXP
log P (octanol-water) 0.540 (none)   EST
Atmospheric OH Rate Constant 1.58E-11 cm3/molecule-sec 25 EST

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