ChemicalBook >> CAS DataBase List >>Pemoline

Pemoline

CAS No.
2152-34-3
Chemical Name:
Pemoline
Synonyms
PIO;yh1;Fio;Yh 1;npl1;pt360;Ronyl;Sofro;cs293;H 310
CBNumber:
CB4180793
Molecular Formula:
C9H8N2O2
Molecular Weight:
176.17
MDL Number:
MFCD00083197
MOL File:
2152-34-3.mol
Last updated:2023-04-23 13:52:06

Pemoline 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)
EWG's Food Scores 1
FDA UNII 7GAQ2332NK
ATC code N06BA05
NIST Chemistry Reference 4(5H)-oxazolone, 2-amino-5-phenyl-(2152-34-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
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
Toxicity LD50 orally in rats: 500 mg/kg (Schafer)

Pemoline Chemical Properties,Uses,Production

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 A central nervous system stimulant, it was used to treat hyperactivity disorders in children, but withdrawn from use following reports of serious hepatotoxicity.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.

62-53-3
15381-90-5
2152-34-3
103-84-4
Synthesis of Pemoline from Aniline and Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

Pemoline Preparation Products And Raw materials

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 A 13397 a13397 Abbott 13397 Azoksodon Azoxodon Azoxodone Betanamin C- 293 Centramin Constimol Phenilone Pheniminooxazolidinone PIO Pioxol Pn/135 Pomoline Pondex PT 360 pt360 Ronyl Senior Sigmadyn Sistra Sistral Sofro Stimul Stimulol Tradone Volitol Yh 1 yh1 VOLITAL TRADON 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 CS 293 cs293 Cylert Dantromin Deltamin Deltamine Endolin Fenoxazol Fio Fwh-352 H 310