2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one hydrochloride

• ChemBase编号: 44448
• 分子式: C13H19Cl2NO
• 平均质量: 276.20206
• 单一同位素质量: 275.08436959
• SMILES: C(=O)(c1cc(Cl)ccc1)C(NC(C)(C)C)C.Cl
• Canonical SMILES: Clc1cccc(c1)C(=O)C(NC(C)(C)C)C.Cl
• InChI: InChI=1S/C13H18ClNO.ClH/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10;/h5-9,15H,1-4H3;1H
• InChIKey: HEYVINCGKDONRU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one hydrochloride
• IUPAC传统名: bupropion hydrochloride; 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one hydrochloride
• 别名: Bupropion hydrochloride; Bupropion; Wellbutrin; Zyban; Voxra; Amfebutamone hydrochloride; 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one hydrochloride; 1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone Hydrochloride; (±)-Bupropion Hydrochloride; Amfebutamon Hydrochloride; Amfebutamone Hydrochloride; Aplenzin Hydrochloride; Bupropion Hydrochloride; Bupropion SR Hydrochloride; Elontril Hydrochloride; α-(tert-Butylamino)-m-chloropropiophenone Hydrochloride; (±)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone hydrochloride; Bupropion hydrochloride; (±)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone hydrochloride; BUPROPION

登记号

• CAS号: 31677-93-7; 34911-55-2
• EC号: 250-759-9
• MDL号: MFCD00055209
• PubChem SID: 162049211; 24277884
• PubChem CID: 62884

理论计算性质

• Acid pKa: 18.286419
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.6626676
• LogD (pH = 7.4): 2.3901906
• Log P: 3.2661126
• 摩尔折射率: 67.6994 cm^3
• 极化性: 26.657854 Å^3
• 极化表面积: 29.1 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 1 M HCl: soluble333 mg/mL (solutions may be stored for several days at 4 °C.); Ethanol; ethanol: soluble193 mg/mL (solutions may be stored for several days at 4 °C.); H2O: soluble312 mg/mL (solutions may be stored for several days at 4 °C.); Methanol; Water
• 外观: white solid; White Solid
• 熔点: 211-214°C; 233-234°C

安全信息

• 保存条件: -20°C; Hygroscopic, -20°C Freezer, Under inert atmosphere; Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• RTECS编号: UG8858000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22; R:22
• 安全公开号: 36; S:36/37/39
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

• 相关基因信息: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)
• 生物活性机理: Dopamine reuptake inhibitor

产品相关信息

• 纯度: ≥98% (HPLC); 95+%; 98%
• 成盐信息: HCl; hydrochloride
• 应用领域: Antidepressant; Used as a smoking cessation aid

详细说明

MP Biomedicals - 02153760

Hydrochloride
Dopamine uptake inhibitor

Selleck Chemicals - S2452

Research Area: Neurological Disease
Biological Activity:
Amfebutamone (Bupropion) is a selective norepinephrine-dopamine reuptake inhibitor with IC50 of 6.5 and 3.4µM for the reuptake of dopamine and norepinephrine, respectively. Its primary pharmacological action is Norepinephrine-dopamine reuptake inhibition. It binds selectively to the dopamine transporter, but its behavioural effects have often been attributed to its inhibition of norepinephrine reuptake. It also acts as a nicotinic acetylcholine receptor antagonist. [1][2][3]

Sigma Aldrich - B102

Biochem/physiol Actions
Inhibits the dopamine and norepinephrine transporters with Kis of 2.8 μM and 1.4 μM, respectively. Does not inhibit the serotonin transporter (Ki = 45 μM). Antidepressant.

Toronto Research Chemicals - B689625

A selective inhibitor of dopamine uptake. An antidepressant of the aminoketone class; aid in smoking cessation.

参考文献

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