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TAK-438

TAK-438
TAK-438 structure
CAS No.
1260141-27-2
Chemical Name:
TAK-438
Synonyms
AK-438;CS-597;TAK-438;Vonaprazan;TAK 438; TAK438;TAK-438 USP/EP/BP;vonaprazan(TK-438);TAK 438,Vonoprazan;Wonarazan Fumarate;Vonorasen fumarate
CBNumber:
CB32628441
Molecular Formula:
C21H20FN3O6S
Formula Weight:
461.4634032
MOL File:
1260141-27-2.mol

TAK-438 Properties

NCI Drug Dictionary
vonoprazan fumarate

TAK-438 price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 24200 Vonoprazan (fumarate) ≥98% 1260141-27-2 500mg $35 2021-12-16 Buy
Cayman Chemical 24200 Vonoprazan (fumarate) ≥98% 1260141-27-2 1g $63 2021-12-16 Buy
Usbiological 474195 TAK 438 1260141-27-2 100mg $1168 2021-12-16 Buy
Matrix Scientific 145190 1-(5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl)-N-methylmethanamine fumarate 95% 1260141-27-2 100mg $1305 2021-12-16 Buy
Matrix Scientific 145190 1-(5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl)-N-methylmethanamine fumarate 95% 1260141-27-2 250mg $2348 2021-12-16 Buy

TAK-438 Chemical Properties,Uses,Production

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.

Description

Vonoprazan is a selective, reversible, and potassium-competitive proton pump inhibitor that inhibits gastric H+/K+ ATPase (IC50 = 17 nM) but does not inhibit porcine Na+/K+ ATPase activity when used at a concentration of 10 μM. It maintains its inhibitory effect in both weakly acidic (pH 6.5) and neutral (pH 7.5) conditions with IC50 values of 19 and 28 nM, respectively. In vivo, vonoprazan (1, 2, and 4 mg/kg) inhibits histamine-stimulated acid secretion in a dose-dependent manner in rats, with complete inhibition when administered at a dose of 4 mg/kg. It also inhibits acid secretion for more than 48 hours in dogs when administered at doses ranging from 0.1 to 1 mg/kg.

Uses

Vonoprazan Fumarate is a novel potassium-?competitive acid blocker for the treatment of acid-?related diseases.

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.

TAK-438 Preparation Products And Raw materials

Raw materials

Preparation Products


TAK-438 Suppliers

Global( 315)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
CE Pharm Co.,Ltd
+86 13816833708
binbin.lin@cepharm.cn CHINA 52 58
Jinan Ande Pharmaceutical Co.,Ltd.
+8613256107535
andepharm@163.com CHINA 220 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 15426 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Shanghai Time Chemicals CO., Ltd.
+8618017249410 +86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com China 1807 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 9115 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26782 60
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29954 58
HEBEI YINGONG NEW MATERIAL TECHNOLOGY CO.,LTD
+8619933070948
claire@hbyingong.com China 681 58
Zhejiang ZETian Fine Chemicals Co. LTD
18957127338
stella@zetchem.com CHINA 2008 58

View Lastest Price from TAK-438 manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-23 Vonoprazan fumarate
1260141-27-2
US $200.00 / KG 10g 99% 500kg/month HEBEI YINGONG NEW MATERIAL TECHNOLOGY CO.,LTD
2021-11-15 Vonoprazan FuMarate
1260141-27-2
US $10.00 / g 1g 99% 500ton/Month Hebei Yirun Sega Biological Technology Co. Ltd
2021-11-09 Vonoprazan Fumarate
1260141-27-2
US $0.00 / KG 2KG 99% min/GMP/PMDA/DMF 20tons Sinoway Industrial co., ltd.

1260141-27-2(TAK-438)Related Search:


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  • AK-438
  • Vonaprazan(TAK-438)
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  • 5-(2-Fluorophenyl)-N-methyl-1-(3-pyridinylsulfonyl)-1H-pyrrole-3-methanamine 2-butenedioate TAK 438
  • vonaprazan(TK-438)
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  • TAK-438 Vonoprazan fumarate
  • Vonolazan Fumarate API
  • VONOPRAZAN FUMARATE (TAK-438);TAK-438
  • TAK 438,Vonoprazan
  • TAK-438
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  • Vonoprazan FuMarate
  • 5-(2-Fluorophenyl)-N-methyl-1-(3-pyridinylsulfonyl)-1H-pyrrole-3-methanamine 2-butenedioate
  • Vonoprazan-025-Salt2
  • Vonoprazon Fumarate
  • TAK 438; TAK438
  • CS-597
  • Wonarazan Fumarate
  • 5-(2-Fluorophenyl)-N-methyl-1-(3-pyridinylsulfonyl)-1H-pyrrole-3-methanamine 2-butenedioate (Vonoprazan fumarate)
  • Vonoprazan fandachem
  • Vonoprazan Fumarate fandachem
  • TAK-438,1260141-27-2 Fluorine Prazan
  • TAK-438 USP/EP/BP
  • TAK-438 ISO 9001:2015 REACH
  • Vonoprazan Fumarate DISCONTINUED PLEASE SEE V767013
  • Vonoprazan fumarate API
  • Vonorasen fumarate
  • Vonoprazan Vonoprazan onoprazan Vonoprazan fumarate
  • 1260141-27-2
  • 88168-00-2
  • 260141-27-2
  • C17H16FN3O2SC4H4O4
  • Vonoprazan
  • Inhibitors
  • API
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