CAS 31677-93-7|CAS 34911-55-2|bupropion hydrochloride|2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one hydrochloride|Bupropion hydrochloride| Bupropion|Voxra|Wellbutrin|Zyban|Amfebutamone hydrochl...

基本信息

化学结构

分子式

C₁₃H₁₉Cl₂NO

分子量

276.20206

精确质量

275.08436959

电荷

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

Canonic Smiles

Clc1cccc(c1)C(=O)C(NC(C)(C)C)C.Cl

Isomeric Smiles

C(=O)(c1cc(Cl)ccc1)C(NC(C)(C)C)C.Cl

计算属性

JChem

Acid pKa

18.286419

质子受体

质子供体

LogD (pH = 5.5)

0.6626676

LogD (pH = 7.4)

2.3901906

Log P

3.2661126

摩尔折射率

67.6994

极化性

26.657854

极化表面积

29.1

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

IUPAC传统名

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

IUPAC标准名

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

别名

Bupropion hydrochloride BupropionVoxraWellbutrinZybanAmfebutamone hydrochloride(±)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone hydrochlorideBUPROPION1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone HydrochlorideBupropion hydrochlorideAmfebutamone HydrochlorideBupropion HydrochlorideBupropion SR HydrochlorideAmfebutamon Hydrochloride(±)-Bupropion Hydrochlorideα-(tert-Butylamino)-m-chloropropiophenone HydrochlorideElontril HydrochlorideAplenzin Hydrochloride(±)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone hydrochloride2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one hydrochloride

名称和标识

数据登录号

MDL号

PubChem SID

CAS号

EC号

PubChem CID

数据登录号

化合物性质

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

化合物性质

分子相关蛋白质

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分子图谱

暂无数据

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描述信息

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]

MP Biomedicals

02153760

Hydrochloride
Dopamine uptake inhibitor

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.

TRC

B689625

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

描述信息

参考文献

PubChem文献

数据源提供

• Slemmer JE et al. J Pharmacol Exp Ther. 2000 Oct

• Tucker, W.E., J. Clin. Psychiatry, 44, 60 (1977)

• Soroko, F., et al.: J. Pharm. Pharmacol., 29, 769 (1977)

• Hsyu, P-H., et al.: J. Clin. Pharmacol., 37, 737 (1977)

• West, R., et al.: Expert Opin. Pharmacother., 4, 533 (1977)

• Suckow, R.F. et al., Drug Metab. Dispos., 1986, 14, 692, (metab)

• Maxwell, R.A. et al., Pharmacol. Biochem. Prop. Drug Subst., 1981, 3, 1, (rev)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, WBJ500

• Ger. Pat., 1971, Wellcome, 2 059 618; CA, 76, 3551k, (synth, pharmacol)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 280

• Bryant, S.G. et al., Clin. Pharm., 1983, 2, 525, (rev)

• Holm, K.J. et al., Drugs, 2000, 59, 1007-1024

• Peck, A.W. et al., Br. J. Clin. Pharmacol., 1979, 7, 469, (pharmacol)

• Dufresne, R.L. et al., Drug Intell. Clin. Pharm., 1984, 18, 957, (rev)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC传统名

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

IUPAC标准名

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

别名

数据登录号

MDL号

PubChem SID

CAS号

EC号

PubChem CID

描述信息

S2452

Hydrochloride
Dopamine uptake inhibitor

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.

TRC

B689625

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

参考文献

PubChem文献

数据源提供

• Slemmer JE et al. J Pharmacol Exp Ther. 2000 Oct

• Tucker, W.E., J. Clin. Psychiatry, 44, 60 (1977)

• Soroko, F., et al.: J. Pharm. Pharmacol., 29, 769 (1977)

• Hsyu, P-H., et al.: J. Clin. Pharmacol., 37, 737 (1977)

• West, R., et al.: Expert Opin. Pharmacother., 4, 533 (1977)

• Suckow, R.F. et al., Drug Metab. Dispos., 1986, 14, 692, (metab)

• Maxwell, R.A. et al., Pharmacol. Biochem. Prop. Drug Subst., 1981, 3, 1, (rev)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, WBJ500

• Ger. Pat., 1971, Wellcome, 2 059 618; CA, 76, 3551k, (synth, pharmacol)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 280

• Bryant, S.G. et al., Clin. Pharm., 1983, 2, 525, (rev)

• Holm, K.J. et al., Drugs, 2000, 59, 1007-1024

• Peck, A.W. et al., Br. J. Clin. Pharmacol., 1979, 7, 469, (pharmacol)

• Dufresne, R.L. et al., Drug Intell. Clin. Pharm., 1984, 18, 957, (rev)

生物活性

PubChem BioAssay

化合物性质

药理学性质

化合物信息

ID:44448