Esomeprazole

Modify Date: 2024-01-02 16:14:11

Esomeprazole Structure
Esomeprazole structure
Common Name Esomeprazole
CAS Number 119141-88-7 Molecular Weight 345.416
Density 1.4±0.1 g/cm3 Boiling Point 600.0±60.0 °C at 760 mmHg
Molecular Formula C17H19N3O3S Melting Point N/A
MSDS N/A Flash Point 316.7±32.9 °C

 Use of Esomeprazole


Esomeprazole ((S)-Omeprazole) is a potent and orally active proton pump inhibitor and reduces acid secretion through inhibition of the H+, K+-ATPase in gastric parietal cells. Esomeprazole has the potential for symptomatic gastroesophageal reflux disease research[1][2][3].

 Names

Name esomeprazole
Synonym More Synonyms

 Esomeprazole Biological Activity

Description Esomeprazole ((S)-Omeprazole) is a potent and orally active proton pump inhibitor and reduces acid secretion through inhibition of the H+, K+-ATPase in gastric parietal cells. Esomeprazole has the potential for symptomatic gastroesophageal reflux disease research[1][2][3].
Related Catalog
Target

H+, K+-ATPase[1][2]

In Vitro Esomeprazole (25-100 µM; 20 hours; MDA-MB-468 cells) treatment suppresses growth of triple-negative breast cancer cell in vitro in a dose-dependent manner through increase in their intracellular acidification[1]. Cell Viability Assay[1] Cell Line: MDA-MB-468 cells Concentration: 25 µM, 50 µM, 75 µM, 100 µM Incubation Time: 20 hours Result: Suppressed growth of triple-negative breast cancer cell in vitro in a dose-dependent manner.
In Vivo Esomeprazole (30-300 mg/kg; oral gavage; daily; for 19 or 11 days; C57BL/6J mice) treatment significantly inhibits the progression of fibrosis throughout the lungs of the animals. Esomeprazole also reduces circulating markers of inflammation and fibrosis[2]. Animal Model: C57BL/6J mice (8-weeks old, 25-30 g) treated with cotton smoke-induced lung injury[2] Dosage: 30 mg/kg, 300 mg/kg Administration: Oral gavage; daily; for 19 or 11 days Result: Significantly inhibited the progression of fibrosis throughout the lungs of the animals.
References

[1]. Wayne Goh, et al. Use of proton pump inhibitors as adjunct treatment for triple-negative breast cancers. An introductory study. J Pharm Pharm Sci. 2014;17(3):439-46.

[2]. Christina Nelson, et al. Therapeutic Efficacy of Esomeprazole in Cotton Smoke-Induced Lung Injury Model. Front Pharmacol. 2017 Jan 26;8:16.

[3]. Thomas J Johnson, et al. Esomeprazole: a clinical review. Am J Health Syst Pharm. 2002 Jul 15;59(14):1333-9.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 600.0±60.0 °C at 760 mmHg
Molecular Formula C17H19N3O3S
Molecular Weight 345.416
Flash Point 316.7±32.9 °C
Exact Mass 345.114716
PSA 96.31000
LogP 2.17
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.669

 Safety Information

Hazard Codes Xn
HS Code 2933990090

 Synthetic Route

~92%

Esomeprazole Structure

Esomeprazole

CAS#:119141-88-7

Literature: Che, Guoyong; Xiang, Jing; Tian, Tian; Huang, Qingfei; Cun, Linfeng; Liao, Jian; Wang, Qiwei; Zhu, Jin; Deng, Jingen Tetrahedron Asymmetry, 2012 , vol. 23, # 6-7 p. 457 - 460

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Esomeprazole Structure

Esomeprazole

CAS#:119141-88-7

Literature: WO2007/88559 A1, ; Page/Page column 9-10 ;

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Esomeprazole Structure

Esomeprazole

CAS#:119141-88-7

Literature: US2011/213155 A1, ; Page/Page column 2 ;

~72%

Esomeprazole Structure

Esomeprazole

CAS#:119141-88-7

Literature: Reddy, Lekkala Amarnath; Malakondaiah, Golla China; Babu, Karrothu Srihari; Bhattacharya, Apurba; Bandichhor, Rakeshwar; Himabindu, Vimmidi; Reddy, Padi Pratap; Anand, Ramasamy Vijaya Organic Process Research and Development, 2008 , vol. 12, # 1 p. 66 - 68

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Esomeprazole Structure

Esomeprazole

CAS#:119141-88-7

Literature: US2005/267157 A1, ; Page/Page column 10-11 ;

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Esomeprazole Structure

Esomeprazole

CAS#:119141-88-7

Literature: EP1992619 A1, ; Page/Page column 17 ;

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

S-enantiomer of omeprazole
Nexium
esomeprazolum
(-)-Omeprazole
(S)-(-)-Omeprazole
1H-Benzimidazole, 5-methoxy-2-[(S)-[(1S)-(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-
Esomeprazole (INN)
perprazole
(S)-Omeprazole
MFCD06798050
EINECS 201-212-8
6-Methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole
[14C]-(-)-Omeprazole
1H-Benzimidazole, 6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-
(S)-6-Methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole
(S)-5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole
Esomeprazole
5-Methoxy-2-{(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl}-1H-benzimidazole
esomeprazol
(S)-5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole
(S)-Esomeprazole
UNII-N3PA6559FT
6-methoxy-2-[(S)-(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole
5-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole
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