Hydroxybupropion

Names

[ Name ]:
Hydroxybupropion

[Synonym ]:
Hydroxybupropion

Biological Activity

[Description]:

Hydroxybupropion is the major active metabolite of Bupropion. Hydroxybupropion is metabolized by CYP2B6.Bupropion is an atypical antidepressant and smoking-cessation agent. Hydroxybupropion inhibits norepinephrine uptake with an IC50 value of 1.7 μM. Hydroxybupropion is also a nACh receptor antagonis tis more potent than Bupropion[1] .

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Signaling Pathways >> Neuronal Signaling >> nAChR

Research Areas >> Neurological Disease

[Target]

IC50: 1.7 μM (Norepinephrine uptake)[1] nACh receptor[1]

[References]

[1]. Damaj MI, et al. Enantioselective effects of hydroxy metabolites of bupropion on behavior and on function of monoamine transporters and nicotinic receptors. Mol Pharmacol. 2004 Sep;66(3):675-82.

Chemical & Physical Properties

[ Density]:
1.15 g/cm3

[ Boiling Point ]:
393.9ºC at 760 mmHg

[ Melting Point ]:
121-123ºC

[ Molecular Formula ]:
C₁₃H₁₈ClNO₂

[ Molecular Weight ]:
255.74100

[ Flash Point ]:
192ºC

[ Exact Mass ]:
255.10300

[ PSA ]:
49.33000

[ LogP ]:
2.66260

[ Storage condition ]:
?20°C

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H302 + H312 + H332-H319

[ Precautionary Statements ]:
P210-P261-P302 + P352 + P312-P304 + P340 + P312-P337 + P313-P403 + P235

[ Hazard Codes ]:
F,Xn

[ Risk Phrases ]:
11-20/21/22-36

[ Safety Phrases ]:
16-36/37

[ RIDADR ]:
UN 1648 3 / PGII

[ HS Code ]:
2922509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%