Hydroxybupropion

Modify Date: 2024-01-02 18:18:26

Hydroxybupropion Structure
Hydroxybupropion structure
Common Name Hydroxybupropion
CAS Number 92264-81-8 Molecular Weight 255.74100
Density 1.15 g/cm3 Boiling Point 393.9ºC at 760 mmHg
Molecular Formula C13H18ClNO2 Melting Point 121-123ºC
MSDS N/A Flash Point 192ºC
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger

 Use of Hydroxybupropion


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] .

 Names

Name Hydroxybupropione
Synonym More Synonyms

 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
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
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

~55%

Hydroxybupropion Structure

Hydroxybupropion

CAS#:92264-81-8

Literature: SOSEI R and D LTD. Patent: WO2007/102008 A1, 2007 ; Location in patent: Page/Page column 8 ;

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Hydroxybupropion Structure

Hydroxybupropion

CAS#:92264-81-8

Literature: European Journal of Clinical Pharmacology, , vol. 59, # 5-6 p. 429 - 442

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Hydroxybupropion Structure

Hydroxybupropion

CAS#:92264-81-8

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 1 p. 1 - 6

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Hydroxybupropion Structure

Hydroxybupropion

CAS#:92264-81-8

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 1 p. 1 - 6

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Hydroxybupropion Structure

Hydroxybupropion

CAS#:92264-81-8

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 1 p. 1 - 6

 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%

 Synonyms

Hydroxybupropion