Back to ChemicalBook Home--->CAS DataBase List--->1260141-27-2

1260141-27-2

1260141-27-2 Structure

1260141-27-2 Structure
IdentificationBack Directory
[Name]

TAK-438
[CAS]

1260141-27-2
[Synonyms]

AK-438
CS-597
TAK-438
Vonaprazan
TAK 438; TAK438
TAK-438 USP/EP/BP
Vonorasen fumarate
Wonarazan Fumarate
TAK 438,Vonoprazan
vonaprazan(TK-438)
fuMarate vonoprazan
Vonaprazan(TAK-438)
vonoprazan(tak-438)
Vonoprazan FuMarate
Vonoprazon Fumarate
Vonoprazan-025-Salt2
Vonoprazan fandachem
Vonolazan Fumarate API
Vonoprazan fumarate API
TAK-438 ISO 9001:2015 REACH
TAK-438 Vonoprazan fumarate
Vonoprazan fumarate(TAK-438)
Vonoprazan Fumarate fandachem
vonoprazan(tak-438)1260141-27-2
TAK-438,1260141-27-2 Fluorine Prazan
VONOPRAZAN FUMARATE (TAK-438);TAK-438
Vonoprazan Fumarate DISCONTINUED PLEASE SEE V767013
1-[5-(2-fluorophenyl)-1-pyridin-3-ylsulfonylpyrrol-3-yl]-N-methylmethanamine
1-(5-(2-FLUOROPHENYL)-1-(PYRIDIN-4-YLSULFONYL)-1H-PYRROL-3-YL)-N-METHYLMETHANAMINE
5-(2-Fluorophenyl)-N-methyl-1-(3-pyridinylsulfonyl)-1H-pyrrole-3-methanamine 2-butenedioate
1H-Pyrrole-3-methanamine, 5-(2-fluorophenyl)-N-methyl-1-(3-pyridinylsulfonyl)-, 2-butenedioate (1:1)
1-[5-(2-fluorophenyl)-1-pyridin-3-ylsulfonylpyrrol-3-yl]-N-methylmethanamine,(E)-4-oxopent-2-enoic acid
5-(2-Fluorophenyl)-N-methyl-1-(3-pyridinylsulfonyl)-1H-pyrrole-3-methanamine 2-butenedioate (Vonoprazan)
5-(2-Fluorophenyl)-N-methyl-1-(3-pyridinylsulfonyl)-1H-pyrrole-3-methanamine 2-butenedioate (Vonoprazan fumarate)
5-(2-Fluorophenyl)-N-methyl-1-(3-pyridinylsulfonyl)-1H-pyrrole-3-methanamine 2-butenedioate TAK 438
[EINECS(EC#)]

250-635-4
[Molecular Formula]

C21H20FN3O6S
[MDL Number]

MFCD18633280
[Molecular Weight]

461.463
[MOL File]

1260141-27-2.mol
Hazard InformationBack Directory
[Description]

Vonoprazan fumarate (Takecab®), discovered and developed by Takeda and Otsuka, was approved by the PMDA of Japan in December 2014, and is indicated for the treatment of gastric ulcer, duodenal ulcer and reflux esophagitis. Vonoprazan fumarate has a novel mechanism of action called potassium-competitive acid blockers, which competitively inhibit the binding of potassium ions to H+, K+-ATPase (also known as the proton pump) in the final step of gastric acid secretion in gastric parietal cells. Vonoprazan does not inhibit Na+, K+-ATPase activity even at concentrations 500 times higher than that of their IC50 values against gastric H+, K+-ATPase activity. Furthermore, the drug is unaffected by the gastric secretory state, unlike PPIs.
[Chemical Synthesis]

Commercially available 2-fluoroacetophenone (283) was brominated to yield a-bromo-acetophenone derivative 284. This compound was treated with ethyl 2-cyanoacetate (285) under basic conditions to provide ketoester 286 in essentially quantitative yield. Next, intramolecular condensation of 286 upon treatment of 4 M HCl furnished the tri-substituted pyrrole 287 in 53% yield. Reduction of the chloride under hydrogenolytic conditions facilitated arrival at pyrrole 288, albeit in just 18% yield. Subsequent diisobutylaluminium hydride (DIBAL) reduction, followed by the oxidation with tetrapropylammonium perruthenate (TPAP) and 4-methylmorpholine N-oxide (NMMO) afforded the corresponding aldehyde 290 in 60% yield across the 2 steps. Next, N-pyrrole substitution with pyridine- 3-sulfonyl chloride 291 gave rise to N-sulfonylpyrrole 292 in 82% yield. Reductive amination of 292 afforded amine 293, which was treated with fumaric acid (294) via co-crystallization to provide vonoprazan fumarate (XXXVI) in 74% for the two steps.

1260141-27-2 suppliers list
Company Name: CE Pharm Co.,Ltd
Tel: +86 13816833708
Fax:
Website: www.chemicalbook.com/ShowSupplierProductsList1165036/0.htm
Company Name: Jinan Ande Pharmaceutical Co.,Ltd.
Tel: +8613256107535
Fax:
Website:
Company Name: Henan Tianfu Chemical Co.,Ltd.
Tel: 0371-55170693
Fax: 0371-55170693
Website: www.tianfuchem.net
Company Name: Hangzhou FandaChem Co.,Ltd.
Tel: 008615858145714
Fax: +86-571-56059825
Website: www.fandachem.com
Company Name: ATK CHEMICAL COMPANY LIMITED
Tel: +86 21 5161 9050/ 5187 7795
Fax: +86 21 5161 9052/ 5187 7796
Website: www.atkchemical.com
Company Name: career henan chemical co
Tel: +86-371-86658258
Fax:
Website: www.coreychem.com/index.html
Company Name: Zhejiang ZETian Fine Chemicals Co. LTD
Tel: 18957127338
Fax:
Website: www.zetchem.com
Company Name: Biochempartner
Tel: 0086-13720134139
Fax:
Website: www.biochempartner.com
Company Name: GIHI CHEMICALS CO.,LIMITED
Tel: 08657186217390
Fax:
Website: www.gihichemicals.com
Company Name: Hangzhou Cyanochem Co., Ltd.
Tel: +86 17788583750
Fax: +86 571 85220831
Website: www.chemicalbook.com/ShowSupplierProductsList31271/0.htm
Company Name: Hubei Jusheng Technology Co.,Ltd.
Tel: 86-18871470254
Fax: 027-59599243
Website: www.hubeijusheng.com
Company Name: Hebei Guanlang Biotechnology Co., Ltd.
Tel: +8619930503282
Fax:
Website: https://www.chemicalbook.com/manufacturer/crovell/
Company Name: HubeiwidelychemicaltechnologyCo.,Ltd
Tel: 18627774460
Fax:
Website: www.chemicalbook.com/ShowSupplierProductsList1110588/0.htm
Company Name: BOC Sciences
Tel: 1-631-485-4226
Fax: 1-631-614-7828
Website: https://www.chemicalbook.com/ShowSupplierProductsList518419/0.htm
Company Name: Chongqing Chemdad Co., Ltd
Tel: +86-13650506873
Fax:
Website: http://www.chemdad.com/
Company Name: Shenzhen Excellent Biotech Co., Ltd.
Tel: 13480692018
Fax:
Website: www.chemicalbook.com/ShowSupplierProductsList1588779/0.htm
Company Name: Shanghai Yingrui Biopharma Co.,Ltd
Tel: +86-21-33585366
Fax: +86-21-34979012
Website: www.shyrchem.com
Company Name: career henan chemical co
Tel: 0086-371-86658258 , 13203830695
Fax: 0086-371-86658258
Website: www.coreychem.com
Tags:1260141-27-2 Related Product Information
881677-11-8 881677-11-8 850649-61-5 265121-04-8 31637-97-5 120011-70-3 138112-76-2 668270-12-0 850649-62-6 865759-25-7 1029877-94-8 906093-29-6 119141-88-7 138530-94-6 178307-42-1 102625-70-7 103577-45-3 881681-00-1