(S)-Bupropion
Basic information
- CAS
324548-43-8- Standard SMILES
C[C@H](NC(C)(C)C)C(=O)c1cccc(Cl)c1- InChIKey
SNPPWIUOZRMYNY-VIFPVBQESA-N- Molecular formula
- C13H18ClNO
- Average molar mass
- 239.74 g/mol
- Monoisotopic mass
- 239.1076919
Overview
(S)-bupropion is a bupropion. It is an enantiomer of a (R)-bupropion.
Names & identifiers
- Preferred name
- (S)-Bupropion
- IUPAC
- (2S)-2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one
- English name
- Bupropion (S)-Isomer
- Molecular formula
- C13H18ClNO
- Molecular weight
- 239.74
Names & synonyms
(S)-bupropionBupropion, (S)-(2S)-2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one69BL03TL5XUNII-69BL03TL5XCHEBI:36793(2S)-1-(3-Chlorophenyl)-2-((1,1-dimethylethyl)amino)-1-propanone1-Propanone, 1-(3-chlorophenyl)-2-((1,1-dimethylethyl)amino)-, (2S)-RefChem:70468324548-43-81XRLopac-B-102
Show more names
EsbupropionBupropion (S)-IsomerBupropion Impurity 8（S-Isomer）(S)-2-(tert-Butylamino)-1-(3-chlorophenyl)propan-1-one1-Propanone, 1-(3-chlorophenyl)-2-[(1,1-dimethylethyl)amino]-, (2S)-
NCGC00016807-01CAS-31677-93-7SCHEMBL60314CHEMBL249669orb3216273SCHEMBL29424575DTXSID801317781AKOS027321181
Database identifiers
- CAS
324548-43-8- PubChem CID
- 667684
- DTXSID
DTXSID801317781- ChEMBL
CHEMBL249669- ChEBI
CHEBI:36793- UNII
- 69BL03TL5X
- Nikkaji
- J245.592G
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 29.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 247
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 334.8 · 334.8±27.0 °C(Predicted)
- Density
- 1.066 · 1.066±0.06 g/cm3(Predicted)
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 7.16 · 7.16±0.39(Predicted)
- color
- White to Off-White
- FDA UNII
- 69 BL03TL5X · 69BL03TL5X
Chemistry & industry
Pharmacology
Metabolism/Metabolites
(s)-bupropion has known human metabolites that include (2S)-2-(tert-butylamino)-1-(3-chloro-4-hydroxyphenyl)propan-1-one, (2S)-1-(3-chlorophenyl)-2-[(1-hydroxy-2-methylpropan-2-yl)amino]propan-1-one, (2S)-2-(tert-butylamino)-1-(3-chloro-5-hydroxyphenyl)propan-1-one, and (2S)-2-(tert-butylamino)-1-(3-chlorophenyl)-3-hydroxypropan-1-one.
Applications
UsesA selective inhibitor of dopamine uptake. An antidepressant of the aminoketone class
Additional notes
DefinitionChEBI: (S)-bupropion is a bupropion. It is an enantiomer of a (R)-bupropion.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…