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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

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.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Stimsen

PubMed

Sample Use Guides

In Vivo Use Guide
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
Record UNII
68X5932947
Record Status Validated (UNII)
Record Version