Basic information
- CAS
56433-44-4- Standard SMILES
CNCC(O)CC12CCC(c3ccccc31)c1ccccc12- InChIKey
FDXQKWSTUZCCTM-UHFFFAOYSA-N- Molecular formula
- C20H23NO
- Average molar mass
- 293.4 g/mol
- Monoisotopic mass
- 293.17796436
Overview
Oxaprotiline is a norepinephrine reuptake inhibitor of the tetracyclic antidepressant family that is related to maprotiline. This drug was never marketed. Oxaprotiline is a racemic mixture of the isomers levoprotiline and dextroprotiline. Levoprotiline is the R or levo isomer of oxaprotiline (CGP-12,103-A). Dextroprotiline is the S or dextro isomer of oxaprotiline (CGP-12,104-A). Both enantiomers have antidepressant effects but levoprotiline also is an antihistamine and dextroprotiline has many other pharmacological actions.
Names & identifiers
- Preferred name
- Oxaprotiline
- IUPAC
- 1-(methylamino)-3-(1-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl)propan-2-ol
- English name
- Levoprtiline
- Molecular formula
- C20H23NO
- Molecular weight
- 293.4
Names & synonyms
OXAPROTILINE56433-44-4OxaprotilinaOxaprotilinumHydroxymaprotilin3V3Z2HK4LSRefChem:168835LevoprtilineOxaprotiline [INN]Oxaprotilin3-(9,10-Ethano-9,10-dihydro-9-anthryl)-1-methylamino-2-propanol1-(methylamino)-3-(1-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl)propan-2-ol
Show more names
BA-49802BBa-4980-2BBa-4980-2-Bα-[(Methylamino)methyl]-9,10-ethanoanthracene-9(10H)-ethanol
Oxaprotilinum [INN-Latin]Oxaprotilina [INN-Spanish](+-)-OxaprotilineUNII-3V3Z2HK4LSalpha-((Methylamino)methyl)-9,10-ethanoanthracene-9(10H)-ethanolOXAPROTILINE [WHO-DD]SCHEMBL121940orb1701839
Database identifiers
- CAS
56433-44-4- PubChem CID
- 38207
- DTXSID
DTXSID40866561- ChEMBL
CHEMBL1213009- UNII
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 32.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 371
Physicochemical properties
- Melting point
- 243 · 243-244 °C
- Boiling point
- 463.6 · 463.6±30.0 °C(Predicted)
- Density
- 1.152 · 1.152±0.06 g/cm3(Predicted)
- pka
- 14.6 · 14.60±0.20(Predicted)
- FDA UNII
- 3 V3Z2HK4LS · 3V3Z2HK4LS
- RIDADR
- 3249 · 3249
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- ridadr
- 3249
- hazard_class
- 6.1(b)
- packing_group
- III
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.
Applications
UsesAntidepressant.
Suppliers3 total
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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