Saltar al contenido
Merck
Todas las fotos(1)

Documentos clave

Ver Toda la documentación

H3167

Sigma-Aldrich

(2S,3S)-Hydroxybupropion hydrochloride

≥98% (HPLC)

Sinónimos:

(2S,3S)-Hydroxybupropion hydrochloride, (+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride, (2S,3S)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride, GW 353162, Radafaxine hydrochloride, SS-hydroxybupropion hydrochloride

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula empírica (notación de Hill):
C13H18ClNO2 · HCl
Número de CAS:
106083-71-0
Peso molecular:
292.20
MDL number:
MFCD10565921
UNSPSC Code:
12352200
PubChem Substance ID:
329815193
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥12 mg/mL

storage temp.

−20°C

SMILES string

Cl.C[C@@H]1NC(C)(C)CO[C@@]1(O)c2cccc(Cl)c2

InChI

1S/C13H18ClNO2.ClH/c1-9-13(16,17-8-12(2,3)15-9)10-5-4-6-11(14)7-10;/h4-7,9,15-16H,8H2,1-3H3;1H/t9-,13+;/m0./s1

InChI key

ORXTVTDGPVINDN-BTJVGWIPSA-N

General description

(2S,3S)-hydroxybupropion is a major metabolite of bupropion.

Biochem/physiol Actions

(2S,3S)-hydroxybupropion is a dopamine transporter (DAT) and norepinephrine transporter (NET) transporters inhibitor and nicotinic acetylcholine receptor (nAChR) family modulator. Hydroxybupropions were reported to contribute to antidepressant and perhaps smoking cessation activities. Both (2S,3S) and (2R,3R) metabolites reverse affective and somatic withdrawal signs in nicotine-dependent mice, but (2S,3S)-hydroxybupropion is more potent. (2S,3S)-hydroxybupropion significantly decreases the development of nicotine reward in mice.

Features and Benefits

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
035M4766V
014M4741V
052M4712V
041M4728V

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Yating Deng et al.
Drug metabolism and pharmacokinetics, 28(4), 339-344 (2013-02-20)
Gentiopicroside (GE), a naturally occurring iridoid glycoside, has been developed into a Novel Traditional Chinese Drug named gentiopicroside injection, and it was approved for the treatment of acute jaundice and chronic active hepatitis by SFDA. However, the inhibitory and inducible
Matthew L Banks et al.
Behavioural pharmacology, 27(2-3 Spec Issue), 196-203 (2016-02-18)
The dopamine transporter (DAT) inhibitor and nicotinic acetylcholine (nACh) receptor antagonist bupropion is being investigated as a candidate 'agonist' medication for methamphetamine addiction. In addition to its complex pharmacology, bupropion also has two distinct pharmacologically active metabolites. However, the mechanism
Rajesh Chavan et al.
Xenobiotica; the fate of foreign compounds in biological systems, 51(3), 251-261 (2020-10-21)
Nafithromycin is a next generation lactone ketolide antibiotic slated to enter phase III clinical development in India for the treatment of CABP as a shorter 800 mg-OD X3 day therapeutic regimen. Nafithromycin exhibits potent activity against MDR Streptococcus pneumoniae including erythromycin and

Artículos

Biogenic Amine Transporters

These distinct transporters, NET, DAT and SERT, respectively, are of particular clinical interest because they are the molecular targets for many antidepressants as well as drugs of abuse, such as cocaine and the amphetamines.

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico