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Details

Stereochemistry RACEMIC
Molecular Formula C16H19N3
Molecular Weight 253.3422
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APTAZAPINE

SMILES

CN1CCN2C(C1)C3=CC=CN3CC4=CC=CC=C24

InChI

InChIKey=MNHDDERDSNZCCK-UHFFFAOYSA-N
InChI=1S/C16H19N3/c1-17-9-10-19-14-6-3-2-5-13(14)11-18-8-4-7-15(18)16(19)12-17/h2-8,16H,9-12H2,1H3

HIDE SMILES / InChI

Molecular Formula C16H19N3
Molecular Weight 253.3422
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

Aptazapine is a “non-classic” tetracyclic antidepressant drug. Compound bears a structural resemblance to mianserin. Aptazapine possesses a high degree of potency and selectivity for central alpha-2, as opposed to alpha-1, adrenoceptors. Aptazapine failed to inhibit in vitro uptake of norepinephrine or serotonin to an appreciable extent. However, it exhibited a moderate ability to compete for 5-HT2 receptor binding in calf frontal cortex, as measured by displacement of 3H-spiroperidol. Another property apparently shared with other antidepressants is the ability of aptazapine to inhibit histamine-activated adenyl cyclase. As centrally acting alpha-2 adrenoceptor antagonists, aptazapine significantly suppressed cataplexy, a major symptom of narcolepsy, in Doberman pinschers.

Approval Year

PubMed

Substance Class Chemical
Record UNII
240J927J1R
Record Status Validated (UNII)
Record Version