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Pemoline

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Pemoline Basic information

Product Name:
Pemoline
Synonyms:
  • BiotaMin-d5
  • MilgaMMa-d5
  • 4(5H)-Oxazolone, 2-amino-5-phenyl-
  • 4-Oxazolidinone, 2-imino-5-phenyl-
  • 5-Phenyl-2-imino-4-oxazolidine
  • 5-Phenyl-2-imino-4-oxazolidinone
  • 5-Phenyl-2-imino-4-oxooxazolidine
  • 5-phenylisohydantion
CAS:
2152-34-3
MF:
C9H8N2O2
MW:
176.17
EINECS:
218-438-8
Product Categories:
  • Intermediates & Fine Chemicals
  • Neurochemicals
  • Pharmaceuticals
Mol File:
2152-34-3.mol
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Pemoline Chemical Properties

Melting point:
255-256°C
Boiling point:
307.77°C (rough estimate)
Density 
1.2662 (rough estimate)
refractive index 
1.5570 (estimate)
storage temp. 
Store at RT
solubility 
DMSO: soluble28mg/mL
pka
pKa 10.5 (Uncertain)
form 
solid
color 
white
CAS DataBase Reference
2152-34-3(CAS DataBase Reference)
NIST Chemistry Reference
4(5H)-oxazolone, 2-amino-5-phenyl-(2152-34-3)
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Safety Information

Hazard Codes 
Xn,C,F,T
Risk Statements 
22-34-11-20/21/22
Safety Statements 
16-26-36/37/39-45-36/37-36
WGK Germany 
3
RTECS 
PB8750000
Hazardous Substances Data
2152-34-3(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 500 mg/kg (Schafer)

MSDS

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Pemoline Usage And Synthesis

Chemical Properties

White Solid

Originator

Deltamine,Aron,France,1960

Uses

A CNS stimulant. Controlled Substance

Definition

ChEBI: A member of the class of 1,3-oxazoles that is 1,3-oxazol-4(5H)-one which is substituted by an amino group at position 2 and by a phenyl group at position 5. A central nervous system stimulant, it was used to treat hyperactivity disorders in children, but withdrawn from use following reports of serious hepatotoxicity.

Manufacturing Process

It is preferably prepared by reacting mandelic acid ethyl ester with guanidine in boiling alcoholic solution whereby it is obtained as difficultly soluble precipitate with a yield of 90%.
This compound is a white, crystalline compound melting at 256°-257°C with decomposition. It is readily soluble in concentrated aqueous alkali hydroxide solutions and in concentrated aqueous mineral acids.

brand name

Cylert (Abbott).

Therapeutic Function

Psychostimulant

World Health Organization (WHO)

Pemoline was introduced in 1975 for the treatment of attentiondeficit disorder. Because of its central stimulating effects it has also been used in weight control in combination with anorectic agents, laxatives.

General Description

Pemoline, 2-amino-5-phenyl-4(5H)-oxazolone (Cylert), hasa unique structure.
The compound is described as having an overall effect onthe CNS like that of methylphenidate. Pemoline requires 3to 4 weeks of administration, however, to take effect. A partialexplanation for the delayed effect may be that one of theactions of the agent, as observed in rats, is to increase therate of synthesis of DA.

Biological Activity

Long-acting central stimulant that induces self-injurious behavior in rats. Acts as an indirect monoamine agonist.

Pemoline Preparation Products And Raw materials

Raw materials

PemolineSupplier