Compound: maprotiline
SMILES: N(CCC[C@]12c3c(cccc3)[C@H](c4c1cccc4)CC2)C
InChIKey: QSLMDECMDJKHMQ-GSXCWMCISA-N
Synonyms: maprotiline, 10262-69-8, Maprotilina, Maprotylina, Maprotilinum, 9,10-Ethanoanthracene-9(10H)-propanamine, N-methyl-, N-Methyl-9,10-ethanoanthracene-9(10H)-propylamine, 2U1W68TROF, 3-(9,10-Dihydro-9,10-ethanoanthracen-9-yl)propylmethylamine, DTXSID7045029, BA-34276 FREE BASE, BA-34,276 FREE BASE, DTXCID5025029, Dibencycladine, Maprotilin, methyl(3-{tetracyclo[6.6.2.0^{2,7}.0^{9,14}]hexadeca-2(7),3,5,9(14),10,12-hexaen-1-yl}propyl)amine, Novo Maprotiline, Maprotilin TEVA, methyl(3-(tetracyclo(6.6.2.0^(2,7).0^(9,14))hexadeca-2(7),3,5,9(14),10,12-hexaen-1-yl)propyl)amine, Maprotilin ratiopharm, Maprotilin neuraxpharm, RefChem:155761, N06AA21, methyl(3-(tetracyclo(6.6.2.02,7.09,14)hexadeca-2,4,6,9,11,13-hexaen-1-yl)propyl)amine, 233-599-4, Maprotylina [Polish], Maprotilinum [INN-Latin], Maprotilina [INN-Spanish], 276-Ba, Maprotiline (USAN), N-methyl-3-(1-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl)propan-1-amine, 9,10-Ethanoanthracene-9(10H)-propylamine, N-methyl-, CHEBI:6690, NCGC00015708-04, BA-34,276 [AS HYDROCHLORIDE], 3-(9,10-ethanoanthracen-9(10H)-yl)-N-methylpropan-1-amine, MAPROTILINE [USAN], N-Methyl-9,10-ethanoanthracene-9(10H)-propanamine;N-Methyl-9,10-ethanoanthracene-9(10H)-propanamine, CAS-10262-69-8, EINECS 233-599-4, CAS-10347-81-6, UNII-2U1W68TROF, BRN 2385493, Maprotiline [USAN:INN:BAN], N-Methyl-9,10-ethanoanthracene-9(10H)-propanamine, Spectrum_000887, Tocris-0935, MAPROTILINE [MI], Prestwick0_000346, Prestwick1_000346, Prestwick2_000346, Prestwick3_000346, Spectrum2_000139, Spectrum3_000483, Spectrum4_000035, Spectrum5_000918, Lopac-M-9651, MAPROTILINE [INN], C07107, MAPROTILINE [VANDF], MAPROTILINE [MART.], Lopac0_000812, SCHEMBL33993, BSPBio_000411, BSPBio_001945, KBioGR_000469, KBioSS_001367, MAPROTILINE [WHO-DD], MLS001201766, CHEMBL21731, DivK1c_000891, SCHEMBL121015, SPBio_000218, SPBio_002332, BPBio1_000453, GTPL2402, orb1689516, CHEMBL1201257, CHEMBL5495516, SCHEMBL21994200, SCHEMBL29354154, HY-B0444A, KBio1_000891, KBio2_001367, KBio2_003935, KBio2_006503, KBio3_001445, BA-34276 [As Hydrochloride], NINDS_000891, GLXC-21356, HMS2089K11, HMS2962E12, Dibencycladine, Deprilept, Ludiomil, Tox21_110200, AR-111, BBL010079, BDBM50101973, BDBM50378025, EBC-26414, MFCD00661057, STK711156, AKOS005530670, Tox21_110200_1, CCG-204896, DB00934, SDCCGSBI-0050789.P005, IDI1_000891, SMP1_000169, NCGC00015708-01, NCGC00015708-02, NCGC00015708-03, NCGC00015708-05, NCGC00015708-06, NCGC00015708-07, NCGC00015708-08, NCGC00015708-09, NCGC00015708-10, NCGC00015708-11, NCGC00015708-12, NCGC00015708-13, NCGC00015708-15, NCGC00015708-17, NCGC00015708-19, NCGC00015708-25, NCGC00016691-01, NCGC00018217-01, NCGC00024886-01, NCGC00024886-02, NCGC00024886-03, AC-12507, DA-75318, PD132485, SMR000641863, SBI-0050789.P003, AB00514665, CS-0013653, NS00009793, D02566, EN300-226729, EN300-297414, G78229, AB00053679-33, AB00053679_34, AB00053679_35, AB01275432-01, L001173, Q418361, BRD-K03319035-001-01-3, BRD-K03319035-003-02-7, BRD-K25433859-003-11-4, BRD-K25433859-003-14-8, BRD-K25433859-003-23-9, BRD-K25433859-003-24-7, BRD-K25433859-003-25-4, methyl({3-[(1r)-tetracyclo[6.6.2.0^{2,7}.0^{9,14}]hexadeca-2(7),3,5,9(14),10,12-hexaen-1-yl]propyl})amine
Theoretical properties:
molecular_formula: C20H23N
molecular_weight: 277.4 g/mol
exact_mass: 277.183049738 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 4
heavy_atom_count: 21
topological_polar_surface_area: 12 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Slightly soluble
Descriptions:
pubchem: Maprotiline is a member of anthracenes.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Maprotiline, sold under the brand name Ludiomil among others, is a tetracyclic antidepressant (TeCA) that is used in the treatment of depression. It may alternatively be classified as a tricyclic antidepressant (TCA), specifically a secondary amine. In terms of its chemistry and pharmacology, maprotiline is closely related to such-other secondary-amine TCAs as nortriptyline and protriptyline and has similar effects to them, albeit with more distinct anxiolytic effects. Additionally, whereas protriptyline tends to be somewhat more stimulating and in any case is distinctly more-or-less non-sedating, mild degrees of sedation may be experienced with maprotiline.