Compound: Dextromethadone
SMILES: O=C(C(c1ccccc1)(c2ccccc2)C[C@@H](N(C)C)C)CC
InChIKey: USSIQXCVUWKGNF-KRWDZBQOSA-N
Synonyms: Dextromethadone, S-Methadone, (+)-Methadone, (S)-methadone, L-(+)-Methadone, S-(+)-Methadone, 5653-80-5, (S)-(+)-Methadone, (S)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone, S95RZH8AMH, d-6-(Dimethylamino)-4,4-diphenyl-3-heptanone, CHEBI:167308, DTXSID501045751, RefChem:1048974, DTXCID001527679, d-Methadone, 6S-Methadone, (6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one, REL-1017, (6S)-Methadone, ESMETHADONE, Esmethadone [USAN], Methadone, (+)-, (+)-(6S)-Methadone, CHEMBL350719, Esmethadone (USAN), 3-heptanone, 6-(dimethylamino)-4,4-diphenyl-, (6S)-, Esmetadona, BRN 3213667, (+)-(S)-Methadone, UNII-S95RZH8AMH, ESMETHADONE [INN], (S)-6-(dimethylamino)-4,4-diphenylheptan-3-one, SCHEMBL24294, (6S)-6-(DIMETHYLAMINO)-4,4-DIPHENYL-3-HEPTANONE, 3-HEPTANONE, 6-(DIMETHYLAMINO)-4,4-DIPHENYL-, (S)-, BDBM50223640, DEXTROMETHADONE [EP IMPURITY], WHO 11978, DB15198, SB18896, Levomethadone Hydrochloride EP Impurity A, (S)-6-Dimethylamino4,4-diphenylheptan-3-on, D12214, Q15634047, (+)-(S)-6-(dimethylamino)-4,4-diphenyl-3-heptanone, 3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, (6S)- (9CI), 3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, (S)- (8CI)
Theoretical properties:
molecular_formula: C21H27NO
molecular_weight: 309.4 g/mol
exact_mass: 309.209264485 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 7
heavy_atom_count: 23
topological_polar_surface_area: 20.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dextromethadone is a 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (S)-configuration. It is the less active enantiomer of methadone and has very little activity on opioid receptors and mainly responsible for the inhibition of hERG K+ channels and thus for cardiac toxicity. The drug is currently under clinical development for the treatment of major depressive disorder. It has a role as an opioid analgesic and a NMDA receptor antagonist. It is an enantiomer of a levomethadone.
chebi: A 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (<i>S</i>)-configuration. It is the less active enantiomer of methadone and has very little activity on opioid receptors and mainly responsible for the inhibition of hERG K+ channels and thus for cardiac toxicity. The drug is currently under clinical development for the treatment of major depressive disorder.
chembl: ESMETHADONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Esmethadone (INNTooltip International Nonproprietary Name; developmental code name REL-1017), also known as dextromethadone, is the (S)-enantiomer of methadone. It acts as an N-methyl-D-aspartate receptor (NMDAR) antagonist, among other actions. Unlike levomethadone, it has low affinity for opioid receptors and lacks significant respiratory depressant action and abuse liability. 
Esmethadone has been under development for major depressive disorder.
There is an asymmetric synthesis available to prepare both esmethadone (S-(+)-methadone) and levomethadone (R-(−)-methadone).