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Pemoline
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Name

Pemoline

 EINECS 218-438-8
CAS No. 2152-34-3 Density 1.4 g/cm3
PSA 64.68000 LogP 0.73510
Solubility N/A Melting Point 255-256 °C
Formula C9H8N2O2 Boiling Point 313.561 °C at 760 mmHg
Molecular Weight 176.175 Flash Point 143.437 °C
Transport Information N/A Appearance White to off-white crystalline powder
Safety 16-26-36/37/39-45 Risk Codes 11-22-34
Molecular Structure Molecular Structure of 2152-34-3 (Pemoline) Hazard Symbols HarmfulXn,CorrosiveC,FlammableF
Synonyms

2-Oxazolin-4-one,2-amino-5-phenyl- (7CI);4-Oxazolidinone, 2-imino-5-phenyl- (6CI);2-Amino-5-phenyl-1,3-oxazol-4(5H)-one;2-Amino-5-phenyl-2-oxazolin-4-one;2-Imino-4-keto-5-phenyltetrahydrooxazole;2-Imino-4-oxo-5-phenyloxazolidine;2-Imino-5-phenyl-4-oxazolidinone;5-Phenyl-2-imino-4-oxooxazolidine;5-Phenyl-2-iminooxazolidin-4-one;Azoksodon;Azoxodon;Centramin;Dantromin;Deltamine;Hyton;Hyton Asa;Kethamed;Nitan;Okodon;Pemolin;Pheniminooxazolidinone;Phenoxazole;Phenylisohydantoin;Phenylpseudohydantoin;Pioxol;Pondex;Ronyl;Senior;Sigmadyn;Sistra;Stimul;Tradon;Tradone;Volital;Yh 1;

Article Data 10

Pemoline Chemical Properties

Molecular Structure of Pemoline (CAS NO.2152-34-3):

EINECS: 218-438-8
IUPAC Name: 2-Amino-5-phenyl-1,3-oxazol-4-one 
Molecular Formula: C9H8N2O2
Molecular Weight: 176.172020 g/mol
XLogP3-AA: 0.9
H-Bond Donor: 1
H-Bond Acceptor: 3
Canonical SMILES: C1=CC=C(C=C1)C2C(=O)N=C(O2)N
InChI: 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
Index of Refraction: 1.655
Molar Refractivity: 46.13 cm3
Molar Volume: 125.6 cm3
Surface Tension: 56.1 dyne/cm
Density: 1.4 g/cm3
Flash Point: 143.4 °C
Enthalpy of Vaporization: 55.46 kJ/mol
Boiling Point: 313.6 °C at 760 mmHg
Vapour Pressure: 0.000493 mmHg at 25 °C
Melting Point: 255-256 °C
Water Solubility: 3.401e+005 mg/L at 25 °C

Pemoline Production

   α-Hydroxy acid is obtained by condensation and hydrolysis of benzaldehyde with chloroform , and then pemoline is obtained by esterification, cyclization of α-hydroxy acid.

Pemoline Toxicity Data With Reference

1.    

orl-man TDLo:536 µg/kg

     JCPYDR    Journal of Clinical Pyschopharmacology. 3 (1983),331.
2.    

unr-cld TDLo:66 µg/kg/4W-I:SYS

     SMJOAV    Southern Medical Journal. 77 (1984),938.
3.    

orl-rat LD50:436 mg/kg

     PBPSDY    Pharmacological and Biochemical Properties of Drug Substances. 1 (1977),33. TXAPA9    Toxicology and Applied Pharmacology. 21 (1972),315.
4.    

orl-mus LD50:375 mg/kg

     PBPSDY    Pharmacological and Biochemical Properties of Drug Substances. 1 (1977),33.
5.    

ipr-mus LD50:365 mg/kg

     PBPSDY    Pharmacological and Biochemical Properties of Drug Substances. 1 (1977),33.
6.    

orl-bwd LD50:100 mg/kg

     TXAPA9    Toxicology and Applied Pharmacology. 21 (1972),315.

Pemoline Safety Profile

Safety Information of Pemoline (CAS NO.2152-34-3):
Hazard Codes: Xn Harmful, C Corrosive, F Flammable
Risk Statements: 22-34-11
R22:Harmful if swallowed
R34:Causes burns
R11:Highly flammable
Safety Statements: 16-26-36/37/39-45
S16:Keep away from sources of ignition
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 the label whenever possible.)
RTECS: PB8750000
A poison by ingestion and intraperitoneal routes. Human systemic effects: hepatitis. An experimental teratogen. A central nervous system stimulant. When heated to decomposition it emits toxic fumes of NOx.

Pemoline Specification

  Pemoline with CAS registry number of 2152-34-3 is white solid. It is incompatible with strong oxidizing agents. Pemoline is also known as Pemoline [USAN:INN:BAN:JAN] ; 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 ; AI3-61124 ; Abbott 13397 ; Azoksodon ; Azoxodon ; Azoxodone ; Betanamin ; C- 293 ; CS 293 ; Centramin ; Constimol ; Cylert ; Dantromin ; Deltamin (VAN) ; Deltamine ; Endolin ; FWH-352 ; Fenoxazol ; Fio ; H 310 ; H 3104 ; HSDB 3148 ; Hyton ; Juston-wirkstoff ; Kethamed ; LA 956 ; Myamin ; NPL 1 ; NSC 169499 ; NSC 25159 ; Nitan ; Notair ; Okodon ; PIO ; PN/135 ; PT 360 ; Pemolin ; Pemolina ; Pemolina [DCIT] ; Pemolina [Italian] ; Pemolinum ; Pemolinum [INN-Latin] ; Phenalone ; Phenilone ; Pheniminooxazolidinone ; Phenoxazole ; Phenylisohydantoin ; Phenylpseudohydantoin ; Pioxol ; Pondex ; Ronyl ; Sigmadyn ; Sistra ; Sofro ; Stimul ; Stimulol ; Tradon ; Tradone ; UNII-7GAQ2332NK ; Volital ; Volitol ; Yh 1 ; 4(5H)-Oxazolone, 2-amino-5-phenyl- ; 4-Oxazolidinone, 2-imino-5-phenyl- ; DEA No. 1530 ; Pemoline (including organometallic complexes and chelates thereof) . It is a kind of central nervous system stimulant drugs for the treatment of brain function disorders, light excellent depressive disorder, narcolepsy and so on. However, it has many adverse reactions such as hepatotoxicity,  liver failure. The mechanism is to inhibit the reuptake of dopamine and to increase the release of dopamine and norepinephrine in the central nervous system.