Aptazapine
Basic information
- CAS
71576-40-4- Standard SMILES
CN1CCN2c3ccccc3Cn3cccc3C2C1- InChIKey
MNHDDERDSNZCCK-UHFFFAOYSA-N- Molecular formula
- C16H19N3
- Average molar mass
- 253.34 g/mol
- Monoisotopic mass
- 253.15789762
Overview
Aptazapine (CGS-7525A) was a tetracyclic antidepressant developed in the 1980s. Aptazapine had noradrenergic and specific serotonergic activity. It antagonised α2 adrenergic receptors approximately 10 times more effectively than mianserin, antagonised 5-HT2 receptors, agonised H1 receptors, and did not affect reuptake of serotonin or norepinephrine. Although Aptazapine reached clinical trials, it was never marketed.
Names & identifiers
- Preferred name
- Aptazapine
- IUPAC
- 17-methyl-6,14,17-triazatetracyclo[12.4.0.02,6.08,13]octadeca-2,4,8,10,12-pentaene
- English name
- Aptazapine
- Molecular formula
- C16H19N3
- Molecular weight
- 253.34
Names & synonyms
APTAZAPINE71576-40-4AptazapinaAptazapinumCGS-7525A FREE BASE240J927J1RDTXSID408680201,3,4,14b-tetrahydro-2-methyl-10H-pyrazino-(1,2-a)pyrrolo(2,1-c)(1,4)benzodiazepineRefChem:113558DTXCID808161612H,10H-Parazino(1,2-a)pyrrolo(2,1-c)(1,4)benzodiazepine,1,3,4,14b-tetrahydro-2-methyl-17-methyl-6,14,17-triazatetracyclo(12.4.0.02,?.0?,13)octadeca-2,4,8(13),9,11-pentaene
Show more names
2-Methyl-1,3,4,14b-tetrahydro-2H,10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine2H,10H-Pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine, 1,3,4,14b-tetrahydro-2-methyl-2H,10H-Parazino(1,2-A)pyrrolo(2,1-C)(1,4)benzodiazepine, 1,3,4,14B-tetrahydro-2-methyl-
Aptazapine [INN]17-methyl-6,14,17-triazatetracyclo[12.4.0.02,6.08,13]octadeca-2,4,8,10,12-pentaeneAptazapAptazapinum [Latin]Aptazapina [Spanish]CGS 7525 AUNII-240J927J1RCHEMBL336712
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 11.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 332
Physicochemical properties
- Boiling point
- 432.6 · 432.6±45.0 °C(Predicted)
- Density
- 1.22 · 1.22±0.1 g/cm3(Predicted)
- pka
- 8.44 · 8.44±0.20(Predicted)
- FDA UNII
- 240 J927J1R · 240J927J1R
Chemistry & industry
Applications
UsesAntidepressant.
Upstream & downstream products
Upstream raw materials
Related reactions
14 records
Compound notes
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