B102

Bupropion hydrochloride

≥98% (HPLC), solid, dopamine and norepinephrine transporter inhibitor

• Synonym(s): (±)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone hydrochloride
• Empirical Formula (Hill Notation): C₁₃H₁₈ClNO · HCl
• CAS Number: 31677-93-7
• Molecular Weight: 276.20
• EC Number: 250-759-9
• MDL number: MFCD00055209
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277884
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: solid
• color: white
• solubility: H₂O: 15 mg/mL, clear
• originator: GlaxoSmithKline
• SMILES string: Cl[H].CC(NC(C)(C)C)C(=O)c1cccc(Cl)c1
• InChI: 1S/C13H18ClNO.ClH/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10;/h5-9,15H,1-4H3;1H
• InChI key: HEYVINCGKDONRU-UHFFFAOYSA-N
• Gene Information: human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816) , SLC6A2(6530) , SLC6A3(6531)

Description

General description

Bupropion is structurally linked to the phenylethylamine family. It is a monocyclic aminoketone (chloropropiophenone).

Application

Bupropion hydrochloride has been used as an anti-depressant and injected into mice intraperitoneally for forced swim test. It has also been used to study its effects on depression, anxiety and smoking cessation.

Biochem/physiol Actions

Bupropion possesses antidepressant and anxiolytic properties. It serves as a good auxiliary for people who makes an effort to give up smoking. It may also be used in the treatment for attention-deficit hyperactivity disorder.

Inhibits the dopamine and norepinephrine transporters with K_is of 2.8 μM and 1.4 μM, respectively. Does not inhibit the serotonin transporter (K_i = 45 μM). Antidepressant.

Features and Benefits

This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox and Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• Hazard Classifications: Acute Tox. 4 Oral
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves