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Bupropion hydrochloride

Bupropion hydrochloride structure

CAS No:
31677-93-7
Formula:
C13H18ClNO.ClH
Chemical Name:
Bupropion hydrochloride
Synonyms:
1-Propanone,1-(3-chlorophenyl)-2-[(1,1-dimethylethyl)amino]-,hydrochloride (1:1);Propiophenone,2-(tert-butylamino)-3′-chloro-,hydrochloride,(±)-;1-Propanone,1-(3-chlorophenyl)-2-[(1,1-dimethylethyl)amino]-,hydrochloride,(±)-;1-Propanone,1-(3-chlorophenyl)-2-[(1,1-dimethylethyl)amino]-,hydrochloride;DL-α-t-Butylamino-3-chloropropiophenone hydrochloride;Bupropion hydrochloride;Wellbatrin;Wellbutrin;m-Chloro-α-tert-butylaminopropiophenone hydrochloride;α-(tert-Butylamino)-m-chloropropiophenone hydrochloride;Zyban;Zyban (pharmaceutical);NSC 315851;2-(tert-Butylamino)-1-(3-chlorophenyl)propan-1-one hydrochloride;34841-36-6
Categories:
Biochemical Engineering > Inhibitors

Description

Bupropion hydrochloride is an aromatic ketone.|A propiophenone-derived antidepressant and antismoking agent that inhibits the uptake of DOPAMINE.

Bupropion hydrochloride Basic Attributes

Molecular Weight：

276.2

Exact Mass：

275.084381

EC Number：

250-759-9

NSC Number：

758686|315851

DSSTox ID：

DTXSID6044561

ATC Code：

A08AA

HScode：

2922399090

Characteristics

PSA：

29.1

XLogP3：

4.49220

Appearance：

white solid

Melting Point：

233-234 °C

Flash Point：

9℃

Water Solubility：

soluble in water (>25 mg/ml), ethanol 193mg/ml, 0.1 N HCl 333 mg/ml

Storage Conditions：

Desiccate at RT

Toxicity：

LD50 in mice, rats (mg/kg): 230, 210 i.p.; 575, 600 orally (Soroko)

Safety Information

Transport codes：

UN1230 - class 3 - PG 2 - Methanol, solution

wgk germany：

hazard class code：

22-39/23/24/25-23/24/25-11

safety instructions：

36-45-36/37-16-7

RTECS Number：

UG8858000

Marks：

Xn,Xi,T,F

Precautionary statement(s)：

P210-P260-P280-P301 + P310-P311

Hazard Statements：

H225-H301 + H311 + H331-H370

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501|Aggregated GHS information provided by 106 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

Mysimba is indicated, as an adjunct to a reduced-calorie diet and increased physical activity, for the management of weight in adult patients (≥18 years) with an initial Body Mass Index (BMI) of≥ 30 kg/m2 (obese), or≥ 27 kg/m2 to < 30 kg/m2 (overweight) in the presence of one or more weight-related co morbidities (e.g., type 2 diabetes, dyslipidaemia, or controlled hypertension)Treatment with Mysimba should be discontinued after 16 weeks if patients have not lost at least 5% of their initial body weight.|Treatment of obesity

MeSH：

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP2D6. (See all compounds classified as Cytochrome P-450 CYP2D6 Inhibitors.)|A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)|Substances that facilitate the cessation of tobacco smoking. (See all compounds classified as Smoking Cessation Agents.)|Drugs that block the transport of DOPAMINE into axon terminals or into storage vesicles within terminals. Most of the ADRENERGIC UPTAKE INHIBITORS also inhibit dopamine uptake. (See all compounds classified as Dopamine Uptake Inhibitors.)

MeSH Entry Terms：

(+-)-1-(3-Chlorophenyl)-2-((1,1-dimethylethyl)amino)-1-propanone

Bupropion hydrochloride Use and Manufacturing

Uses

An inhibitor of dopamine and SLC6A2.

Use Classification：

Human drugs -> Mysimba -> EMA Drug Category|Antiobesity preparations, excl. diet products -> Human pharmacotherapeutic group|Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:276.20
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:275.0843696
Monoisotopic Mass:275.0843696
Topological Polar Surface Area:29.1
Heavy Atom Count:17
Complexity:247
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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CAS No.: 31677-93-7

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