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Details

Stereochemistry RACEMIC
Molecular Formula C11H12N2O2
Molecular Weight 204.2252
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THOZALINONE

SMILES

CN(C)C1=NC(=O)C(O1)C2=CC=CC=C2

InChI

InChIKey=JJSHYECKYLDYAR-UHFFFAOYSA-N
InChI=1S/C11H12N2O2/c1-13(2)11-12-10(14)9(15-11)8-6-4-3-5-7-8/h3-7,9H,1-2H3

HIDE SMILES / InChI

Molecular Formula C11H12N2O2
Molecular Weight 204.2252
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Thozalinone (Stimsen) has been used as an antidepressant in Europe and has also been trialed as an anorectic. It acts via inducing the release of norepinephrine and dopamine as with its analogues pemoline and aminorex. Thozalinone has been shown to possess some pharmacologic actions similar to those of amphetamine and imipramine, but with important differences. It is less toxic than amphetamine, and its margin of safety in mice is greater. The stimulant action does not progress to tremors or convulsions as the dosage is increased. The anorexigenic activity of thozalinone is more pronounced and longer lasting than that of amphetamine. There is no evidence of the development of tolerance. The cardiovascular side effects of thozalinone are minimal, and analeptic actions are absent.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Stimsen

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Inhibition of dopaminergic agonist-induced gnawing behavior by neuroleptic drugs in mice.
1985
Patents

Sample Use Guides

Thozalinone (7.5-960 mg/kg orally) increased locomotor activity, preening, and searching movements in mice and rats, and increased the sensitivity to auditory and tactile stimuli (hyperesthesia) in mice. Rats treated with thozalinone (2-64 mg/kg orally) showed hyperesthesia, alertness, and increased exploratory behavior.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:55:11 UTC 2023
Edited
by admin
on Fri Dec 15 18:55:11 UTC 2023
Record UNII
68X5932947
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THOZALINONE
MI   USAN  
USAN  
Official Name English
TOZALINONE
INN  
INN  
Official Name English
4(5H)-OXAZOLONE, 2-(DIMETHYLAMINO)-5-PHENYL-
Systematic Name English
CL-39808
Code English
THOZALINONE [MI]
Common Name English
NSC-170962
Code English
2-(Dimethylamino)-5-phenyl-2-oxazolin-4-one
Systematic Name English
CL 39808
Code English
THOZALINONE [USAN]
Common Name English
tozalinone [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47795
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
Code System Code Type Description
WIKIPEDIA
THOZALINONE
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
EVMPD
SUB11204MIG
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
NSC
170962
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
MERCK INDEX
m10803
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY Merck Index
INN
1188
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
SMS_ID
100000077195
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
FDA UNII
68X5932947
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
MESH
C034173
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
EPA CompTox
DTXSID70862359
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
PUBCHEM
12602
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
CAS
655-05-0
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
NCI_THESAURUS
C152592
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
ChEMBL
CHEMBL2105457
Created by admin on Fri Dec 15 18:55:11 UTC 2023 , Edited by admin on Fri Dec 15 18:55:11 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY