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H3167

(2S,3S)-Hydroxybupropion hydrochloride

≥98% (HPLC), DAT and NET inhibitor, powder

Synonym(s):

(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

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Size/SKUAvailabilityPrice
5 mg
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$171.00
25 mg
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$677.00

About This Item

Empirical Formula (Hill Notation):
C13H18ClNO2 · HCl
CAS Number:
Molecular Weight:
292.20
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated

$171.00


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Product Name

(2S,3S)-Hydroxybupropion hydrochloride, ≥98% (HPLC)

Quality Segment

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.

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This Item
B1021078733PHR1730
description

≥98% (HPLC)

description

≥98% (HPLC), solid

description

United States Pharmacopeia (USP) Reference Standard

description

Pharmaceutical Secondary Standard; Certified Reference Material

form

powder

form

solid

form

-

form

-

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

-

assay

-

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

300

storage temp.

−20°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

solubility

DMSO: ≥12 mg/mL

solubility

H2O: 15 mg/mL, clear

solubility

-

solubility

-


Pictograms

Exclamation mark

Signal Word

Warning

Hazard Codes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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