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Bupropion Hydrochloride

Product Name
Bupropion Hydrochloride
CAS No.
31677-93-7
Chemical Name
Bupropion Hydrochloride
Synonyms
BW323. NSC 315851;Bupropion hydrochlor;Bupropion Impurity 1;BUPROPION HYDROCHLORIDE;Wellbutrin hydrochloride;Hydrochloride Amfebutamone;Bupropion Hydrochloride >Bupropion hydrochloride salt;Bupropion (hydrochloride) (CRM);Bupropion hydrochloride, 100ppm
CBNumber
CB51269665
Molecular Formula
C13H18ClNO.HCl
Formula Weight
0
MOL File
31677-93-7.mol
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Bupropion Hydrochloride Property

Melting point:
233-234°
Flash point:
9°C
storage temp. 
2-8°C
solubility 
Soluble in DMSO (40 mg/ml)
form 
solid
pka
7.9(at 25℃)
color 
white
Water Solubility 
Soluble in water (>25 mg/ml), ethanol 193mg/ml, 0.1 N HCl 333 mg/ml
Merck 
14,1499
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
LogP
3.468 (est)
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Safety

RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
3
RTECS 
UG8858000
HS Code 
2923900100
Toxicity
LD50 in mice, rats (mg/kg): 230, 210 i.p.; 575, 600 orally (Soroko)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B102
Product name
Bupropion hydrochloride
Purity
≥98% (HPLC), solid
Packaging
50mg
Price
$227
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR1730
Product name
Bupropion Hydrochloride
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
1G
Price
$188
Updated
2024/03/01
Sigma-Aldrich
Product number
B-034
Product name
Bupropion hydrochloride solution
Purity
1.0?mg/mLinmethanol(asfreebase),ampuleof1?mL,certifiedreferencemateri
Packaging
1mL
Price
$73.5
Updated
2024/03/01
Sigma-Aldrich
Product number
1078733
Product name
Bupropion hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200MG
Price
$581
Updated
2024/03/01
Sigma-Aldrich
Product number
5.06239
Product name
Bupropion Hydrochloride - CAS 31677-93-7 - Calbiochem
Purity
Bupropion is a non-selective inhibitor of dopamine and noradrenalin transporters. Also an antagonist for neuronal nicotinic acetylcholine receptors (nAChrs).
Packaging
50MG
Price
$133
Updated
2022/05/15
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Bupropion Hydrochloride Chemical Properties,Usage,Production

Description

Bupropion HCl (31677-94-7) is a clinically useful antidepressant that inhibits monoamine transporters DAT, NET, and SERT (Kis for dopamine uptake = 2.8, 1.4, 45 μM).1 Also acts as a noncompetitive antagonist at nicotinic acetylcholine receptors (AChRs).2 At higher concentrations (50 μM), stimulates pro-inflammatory cytokines and TLR2/TLR4 and JAK2/STAT3 in human peripheral blood mononuclear cells (PBMCs).3

Originator

Bupropion hydrochloride,AroKor Holdings Inc.

Uses

Antidepressant.

Uses

Bupropion HC is used as an inhibitor of dopamine and SLC6A2. Bupropion is efficacious as an antidepressant because of its effects on nicotinic receptors, it is also used to promote smoking cessation.

Uses

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Definition

ChEBI: Bupropion hydrochloride is an aromatic ketone.

Manufacturing Process

To ethyl magnesium bromide (2 L, 3 M) was added over 45 min with stirring and cooling m-chlorobenzonitrile (688.0 g, 5 mole) in ether (2.5 L). The resultant solution was heated under gentle reflux for 5 h. The reaction mixture was hydrolyzed with cold dilute hydrochloric acid, the ether was distilled off, and the aqueous solution was heated at 90°C for 1 h. The flask was then cooled. The solid ketone that separated was washed with cold water and recrystallized from methanol. The recrystallized m-chloropropiophenone, melting point 39°-40°C, weighed 750.0 g.
In methylene chloride (3 L) was dissolved m-chloropropiophenone (698.0 g; 4.15 mole). The solution was stirred with charcoal (Darco) and magnesium sulfate for 2 h and filtered. To it was added with stirring (662.0 g) of bromine in methylene chloride (1 L). When the bromine color had faded completely, the solvent was evaporated in vacuum and m-chloro-α-bromopropiophenone was obtained as oil.
The m-chloro-α-bromopropiophenone was dissolved in acetonitrile (1300 ml). To this, t-butylamine (733.0 g) in acetonitrile (1300 ml) was added while keeping the temperature below 32°C. The reaction mixture was allowed to stand over night. It was then partitioned between water (4200 ml) and ether (2700 ml). The aqueous layer was extracted with a further portion of ether (1300 ml). The combined ethereal layers were then washed with water (4200 ml) to which hydrochloric acid was added until the pH of the aqueous layer was 9. The aqueous layer was separated and washed with ether (500 ml) and then discarded. The combined ethereal layers were then stirred with ice (560.0 g) and concentrated hydrochloric acid (324 ml). The ethereal layer was separated and again washed with water (200 ml) and concentrated hydrochloric acid (50 ml). These last two acid layers were combined and concentrated in vacuum until crystals appeared. The solution was then chilled to 5°C and filtered. The product was sucked dry, washed with acetone and recrystallized from a mixture of isopropanol (3 L) and absolute ethanol (800 ml). The DL-m-chloro-α-t-butylaminopropiophenone hydrochloride so was obtained, melting point 233°-234°C.
The DL-m-chloro-α-t-butylaminopropiophenone was obtained by treatment of DL-m-chloro-α-t-butylaminopropiophenone hydrochloride with sodium hydroxide.

brand name

Wellbutrin (GlaxoSmithKline); Zyban (GlaxoSmithKline).

Therapeutic Function

Antidepressant; Smoking cessation aid

General Description

A certified solution standard suitable for use as starting material in calibrators or controls for a variety of LC/MS or GC/MS applications from forensic analysis and clinical toxicology to urine drug testing and pharmaceutical research. Bupropion is an antidepressant and smoking cessation drug sold under the trade names Wellbutrin? and Zyban?.

storage

Desiccate at RT

References

Urra et al. (2014), Presence and function of dopamine transporter (DAT) in stallion sperm: dopamine modulates sperm motility and acrosomal integrity; PLoS One, 9 e112834 Fryer and Lukas (1999), Noncompetitive functional inhibition at diverse, human nicotinic acetylcholine receptor subtypes by bupropion, phencyclidine, and ibogaine; J. Pharmacol. Exp. Ther., 288 88 Karimollah et al. (2021), Revisiting bupropion anti-inflammatory action: involvement of the TLR2/TLR4 and JAK2/STAT3; Inflammopharmacology, 29 1101

Bupropion Hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Bupropion Hydrochloride Suppliers

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View Lastest Price from Bupropion Hydrochloride manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Bupropion hydrochloride 31677-93-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Bupropion hydrochloride 31677-93-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08
Zhuozhou Wenxi import and Export Co., Ltd
Product
Bupropion (hydrochloride) 31677-93-7
Price
US $223.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-03

31677-93-7, Bupropion HydrochlorideRelated Search:

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