CAS 111025-46-8|CAS 112529-15-4|pioglitazone hydrochloride|5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione hydrochloride|Pioglitazone hydrochloride|Actos|5-[[4-[2-(5-E...

基本信息

化学结构

分子式

C₁₉H₂₁ClN₂O₃S

分子量

392.89964

精确质量

392.09614122

电荷

InChI

InChI=1S/C19H20N2O3S.ClH/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17;/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23);1H

InChIKey

GHUUBYQTCDQWRA-UHFFFAOYSA-N

Canonic Smiles

CCc1ccc(nc1)CCOc1ccc(cc1)CC1SC(=O)NC1=O.Cl

Isomeric Smiles

C(c1ccc(cc1)OCCc1ncc(cc1)CC)C1SC(=O)NC1=O.Cl

计算属性

Enamine提供

CLogP

3.53

质子供体

极化表面积

68.29

可自由旋转的化学键

JChem

极化表面积

68.29

质子供体

质子受体

可自由旋转的化学键

里宾斯基五规则

true

Log P

3.40

LogD (pH = 5.5)

3.21

LogD (pH = 7.4)

3.23

Acid pKa

7.32

摩尔折射率

97.39

极化性

37.61

LOG S

-4.71

数据来源

名称和标识

IUPAC传统名

pioglitazone hydrochloride 5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione hydrochloride

IUPAC标准名

5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione hydrochloride

别名

Pioglitazone hydrochlorideActos5-[[4-[2-(5-Ethyl-2-pyridinyl]ethoxy]phenyl]methyl]-2,4-thiazolidinedione HydrochlorideAD-48335-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione monohydrochlorideGlustinZactosU-72107APioglitazone hydrochloride5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione hydrochloride5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione hydrochloride5-(4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl)thiazolidine-2,4-dione hydrochloride

API名称

Pioglitazone hydrochloride

名称和标识

数据登录号

CAS号

111025-46-8112529-15-4

MDL号

PubChem CID

PubChem SID

DrugBank ID

数据登录号

化合物性质

药理学性质

生物活性机理

Nuclear receptor peroxisome proliferator activated receptor (PPAR) agonist

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

Selleck Chemicals

S2046

Research Area: Cancer
Biological Activity:

Sigma Aldrich

E6910

Biochem/physiol Actions
Pioglitazone hydrochloride is a PPARγ agonist and thiazolidinedione (TZD) anti-diabetic. Pioglitazone is a selective agonist of the nuclear receptor peroxisome proliferator-activated receptor γ (PPAR-γ) and to a lesser extent PPAR-α.

TRC

P471000

Used as an antidiabetic.

描述信息

参考文献

PubChem文献

数据源提供

• Kobayashi, M., et al.: Diabetes, 41, 476 (1991)

• Kawaamori, R., et al.,: Diabetes Res. Clin. Pract., 41, 35 (1998)

• Hofmann, C., et al.: Endocrinology, 129, 1915(1991)

• 1. Gillies PS, Dunn CJ (August 2000). Pioglitazone. Drugs 60 (2): 333?3; discussion 344?.

• Identification of a novel mitochondrial protein (mitoNEET) cross-linked specifically by a thiazolidinedione photoprobe. Am. J. Physiol. Endocrinol. Metab. 286 (2): E252?0.

• 4. Paddock ML, Wiley SE, Axelrod HL, Cohen AE, Roy M, Abresch EC, Capraro D, Murphy AN et al. (2007).

• 8. R. Baselt, Disposition of Toxic Drugs and Chemicals in Man, 8th edition, Biomedical Publications, Foster City, CA, 2008, pp. 1271-1272.

• MitoNEET is a uniquely folded 2Fe 2S outer mitochondrial membrane protein stabilized by pioglitazone. Proc. Natl. Acad. Sci. U.S.A. 104 (36): 14342?.

• 7. Nissen SE, Nicholls SJ, Wolski K (2008). Comparison of pioglitazone vs glimepiride on progression of coronary atherosclerosis in patients with type 2 diabetes. JAMA 299 (13): 1561.

• 5. Belfort R, Harrison SA, Brown K, Darland C, Finch J, Hardies J, Balas B, Gastaldelli A et al. (2006). A placebo-controlled trial of pioglitazone in subjects with nonalcoholic steatohepatitis.

• N. Engl. J. Med. 355 (22): 2297?07.

• 3. Colca JR, McDonald WG, Waldon DJ, Leone JW, Lull JM, Bannow CA, Lund ET, Mathews WR (2004).

• 6. Lincoff AM, Wolski K, Nicholls SJ, Nissen SE (2007). Pioglitazone and risk of cardiovascular events in patients with type 2 diabetes mellitus: a meta-analysis of randomized trials.

• 2. Smith U (September 2001). Pioglitazone: mechanism of action. Int J Clin Pract Suppl (121): 13?.

• JAMA 298 (10): 1180?.

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC传统名

pioglitazone hydrochloride 5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione hydrochloride

IUPAC标准名

5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione hydrochloride

别名

API名称

Pioglitazone hydrochloride

数据登录号

CAS号

111025-46-8112529-15-4

MDL号

PubChem CID

PubChem SID

DrugBank ID

描述信息

S2046

Research Area: Cancer
Biological Activity:

Sigma Aldrich

E6910

TRC

P471000

Used as an antidiabetic.

参考文献

PubChem文献

数据源提供

• Kobayashi, M., et al.: Diabetes, 41, 476 (1991)

• Kawaamori, R., et al.,: Diabetes Res. Clin. Pract., 41, 35 (1998)

• Hofmann, C., et al.: Endocrinology, 129, 1915(1991)

• 1. Gillies PS, Dunn CJ (August 2000). Pioglitazone. Drugs 60 (2): 333?3; discussion 344?.

• Identification of a novel mitochondrial protein (mitoNEET) cross-linked specifically by a thiazolidinedione photoprobe. Am. J. Physiol. Endocrinol. Metab. 286 (2): E252?0.

• 4. Paddock ML, Wiley SE, Axelrod HL, Cohen AE, Roy M, Abresch EC, Capraro D, Murphy AN et al. (2007).

• 8. R. Baselt, Disposition of Toxic Drugs and Chemicals in Man, 8th edition, Biomedical Publications, Foster City, CA, 2008, pp. 1271-1272.

• MitoNEET is a uniquely folded 2Fe 2S outer mitochondrial membrane protein stabilized by pioglitazone. Proc. Natl. Acad. Sci. U.S.A. 104 (36): 14342?.

• 7. Nissen SE, Nicholls SJ, Wolski K (2008). Comparison of pioglitazone vs glimepiride on progression of coronary atherosclerosis in patients with type 2 diabetes. JAMA 299 (13): 1561.

• 5. Belfort R, Harrison SA, Brown K, Darland C, Finch J, Hardies J, Balas B, Gastaldelli A et al. (2006). A placebo-controlled trial of pioglitazone in subjects with nonalcoholic steatohepatitis.

• N. Engl. J. Med. 355 (22): 2297?07.

• 3. Colca JR, McDonald WG, Waldon DJ, Leone JW, Lull JM, Bannow CA, Lund ET, Mathews WR (2004).

• 6. Lincoff AM, Wolski K, Nicholls SJ, Nissen SE (2007). Pioglitazone and risk of cardiovascular events in patients with type 2 diabetes mellitus: a meta-analysis of randomized trials.

• 2. Smith U (September 2001). Pioglitazone: mechanism of action. Int J Clin Pract Suppl (121): 13?.

• JAMA 298 (10): 1180?.

生物活性

PubChem BioAssay

化合物性质

药理学性质

生物活性机理

Nuclear receptor peroxisome proliferator activated receptor (PPAR) agonist

化合物信息

ID:44463