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ChemicalBook--->CAS DataBase List--->2152-34-3

2152-34-3

2152-34-3 Structure

2152-34-3 Structure
IdentificationMore
[Name]

Pemoline
[CAS]

2152-34-3
[Synonyms]

2-AMIN-5-PHENYL-4(5H)-OXAZOLONE
2-amino-5-phenyl-2-oxazolin-4-one
2-AMINO-5-PHENYL-4(5H)-OXAZOLONE
2-AMINO-5-PHENYL-4-OXAZOLIDINONE
2-IMINO-5-PHENYL-4-OXAZOLIDINONE
4-OXO-2-IMINO-5-PHENYLOXAZOLIDINE
PEMOLINE
PHENOXAZOLE
PHENYLISOHYDANTOIN
PHENYLPSEUDOHYDANTOIN
TRADON
VOLITAL
2-Amino-5-phenyl-1,3-oxazol-4(5H)-one
2-amino-5-phenyl-2-oxazolin-4-on
2-amino-5-phenyl-4(5h)-oxazolon
2-imino-4-keto-5-phenyltetrahydrooxazole
2-imino-5-phenyl-4-oxazolidinon
2-inino-5-phenyloxazolidin-4-one
4(5H)-Oxazolone, 2-amino-5-phenyl-
4-Oxazolidinone, 2-imino-5-phenyl-
[EINECS(EC#)]

218-438-8
[Molecular Formula]

C9H8N2O2
[MDL Number]

MFCD00083197
[Molecular Weight]

176.17
[MOL File]

2152-34-3.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[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
[form ]

solid
[pka]

pKa 10.5 (Uncertain)
[color ]

white
[Usage]

A CNS stimulant. Controlled Substance
[CAS DataBase Reference]

2152-34-3(CAS DataBase Reference)
[NIST Chemistry Reference]

4(5H)-oxazolone, 2-amino-5-phenyl-(2152-34-3)
Safety DataBack Directory
[Hazard Codes ]

Xn,C,F
[Risk Statements ]

R22:Harmful if swallowed.
R34:Causes burns.
R11:Highly Flammable.
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[WGK Germany ]

3
[RTECS ]

PB8750000
[Hazardous Substances Data]

2152-34-3(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 500 mg/kg (Schafer)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

DL-Mandelic acid-->GUANIDINE-->ETHYL MANDELATE-->guanidine-->Aniline-->Acetanilide-->Guanidine hydrochloride-->Carbamimidothioic acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Pemoline(2152-34-3).msds
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Pemoline(2152-34-3)1HNMR
Pemoline(2152-34-3)13CNMR
Pemoline(2152-34-3)IR1
Pemoline(2152-34-3)Raman
Tags:2152-34-3 Related Product Information
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