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Pemoline

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
Pemoline Structure
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
pkapKa 10.5 (Uncertain)
form solid
color white
CAS DataBase Reference2152-34-3(CAS DataBase Reference)
NIST Chemistry Reference4(5H)-oxazolone, 2-amino-5-phenyl-(2152-34-3)
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 Data2152-34-3(Hazardous Substances Data)
ToxicityLD50 orally in rats: 500 mg/kg (Schafer)
MSDS Information
ProviderLanguage
Pemoline English
Pemoline Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorDeltamine,Aron,France,1960
UsesA CNS stimulant. Controlled Substance
DefinitionChEBI: 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 A central nervous system stimulant, it was used to treat hyperactivity disorders in children, but withdrawn from use following reports of serious hepatotoxicity.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 ProcessIt 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 nameCylert (Abbott).
Therapeutic FunctionPsychostimulant
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 DescriptionPemoline, 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 ActivityLong-acting central stimulant that induces self-injurious behavior in rats. Acts as an indirect monoamine agonist.
Pemoline Preparation Products And Raw materials
Raw materialsDL-Mandelic acid-->GUANIDINE-->ETHYL MANDELATE-->guanidine-->Aniline-->Acetanilide-->Guanidine hydrochloride-->Carbamimidothioic acid
Tag:Pemoline(2152-34-3) Related Product Information
DL-MANDELIC ACID/CYCLANDELATE,PEMOLINE Oxadixyl 6-Aminocaproic acid Glycine Iminodiacetic acid Phenylacetic acid Tris Base MAGNESIUM PEMOLINE,Magnsium pemoline PEMOLINE Pemoline-d5 Pemoline AMINO ACIDS PHENYL RESIN Iminodibenzyl ALTRENOGEST PHENYL VALERATE Oxazolidinone Iminodiacetonitrile