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Also known as: Tak-438, 1260141-27-2, 881681-01-2, Vonoprazan fumurate, 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine fumarate, Tak 438
Molecular Formula
C21H20FN3O6S
Molecular Weight
461.5  g/mol
InChI Key
ROGSHYHKHPCCJW-WLHGVMLRSA-N
FDA UNII
4QW3X4AMLB

Vonoprazan Fumarate
Vonoprazan Fumarate is the fumarate salt form of vonoprazan, a pyrrole derivative and reversible potassium-competitive acid blocker (P-CAB), with potential antacid activity. Upon administration, vonoprazan specifically and competitively binds to the gastric hydrogen-potassium ATPase (H+/K+ ATPase) proton pump at or, more likely, near its potassium ion (K+) binding site and sterically inhibits K+ binding. This blocks the activation of the H+/K+ ATPase by K+, inhibits the proton pump and prevents gastric acid secretion, thereby lowering gastric acid levels.
1 2D Structure

Vonoprazan Fumarate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(E)-but-2-enedioic acid;1-[5-(2-fluorophenyl)-1-pyridin-3-ylsulfonylpyrrol-3-yl]-N-methylmethanamine
2.1.2 InChI
InChI=1S/C17H16FN3O2S.C4H4O4/c1-19-10-13-9-17(15-6-2-3-7-16(15)18)21(12-13)24(22,23)14-5-4-8-20-11-14;5-3(6)1-2-4(7)8/h2-9,11-12,19H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
2.1.3 InChI Key
ROGSHYHKHPCCJW-WLHGVMLRSA-N
2.1.4 Canonical SMILES
CNCC1=CN(C(=C1)C2=CC=CC=C2F)S(=O)(=O)C3=CN=CC=C3.C(=CC(=O)O)C(=O)O
2.1.5 Isomeric SMILES
CNCC1=CN(C(=C1)C2=CC=CC=C2F)S(=O)(=O)C3=CN=CC=C3.C(=C/C(=O)O)\C(=O)O
2.2 Other Identifiers
2.2.1 UNII
4QW3X4AMLB
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine

2. Tak 438

3. Tak-438

4. Tak438

5. Vonoprazan

2.3.2 Depositor-Supplied Synonyms

1. Tak-438

2. 1260141-27-2

3. 881681-01-2

4. Vonoprazan Fumurate

5. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine Fumarate

6. Tak 438

7. Tak-438 Monofumarate

8. Vonoprazan Monofumarate

9. Vonoprazan Fumarate (tak-438)

10. 4qw3x4amlb

11. Tak438

12. Unii-4qw3x4amlb

13. Takecab

14. Vocinti

15. (e)-but-2-enedioic Acid;1-[5-(2-fluorophenyl)-1-pyridin-3-ylsulfonylpyrrol-3-yl]-n-methylmethanamine

16. 1h-pyrrole-3-methanamine, 5-(2-fluorophenyl)-n-methyl-1-(3-pyridinylsulfonyl)-, (2e)-2-butenedioate (1:1)

17. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine Xfumarate

18. 1h-pyrrole-3-methanamine, 5-(2-fluorophenyl)-n-methyl-1-(3-pyridinylsulfonyl)-, 2-butenedioate (1:1)

19. Mfcd18633280

20. Vonoprazan Monofumurate

21. 1-[5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl]-n-methylmethanamine Fumarate

22. Takecab (tn)

23. Vonoprazan Fumarate [usan]

24. Schembl194394

25. Schembl194396

26. Chembl2064032

27. Vonoprazan Fumarate [mi]

28. Vonoprazan Fumarate (jan/usan)

29. Ex-a097

30. Vonoprazan Fumarate [jan]

31. Bcp05635

32. Bcp13238

33. Ex-a4001

34. S8016

35. Vonoprazan Fumarate [who-dd]

36. Akos027251052

37. Ccg-269350

38. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine Monofumarate

39. 5-(2-fluorophenyl)-n-methyl-1-(3-pyridinylsulfonyl)-1h-pyrrole-3-methanamine (2e)-2-butenedioate

40. Ac-29287

41. Ac-29309

42. Ds-12234

43. Ls-14849

44. Cs-0164592

45. Sw220126-1

46. D10466

47. A854789

48. A900258

49. J-524312

50. Q25104163

51. Tak438 Fumarate;tak-438 Fumarate;tak 438 Fumarate;1260141-27-2

52. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine Fumarate? (vonoprazan Impurity Pound(c)

53. 2098974-13-9

54. 5-(2-fluorophenyl)-n-methyl-1-(3-pyridinylsulfonyl)-1h-pyrrole-3-methanamine 2-butenedioate

2.4 Create Date
2010-05-17
3 Chemical and Physical Properties
Molecular Weight 461.5 g/mol
Molecular Formula C21H20FN3O6S
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass461.10568470 g/mol
Monoisotopic Mass461.10568470 g/mol
Topological Polar Surface Area147 Ų
Heavy Atom Count32
Formal Charge0
Complexity629
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2

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Vonoprazan Fumarate

Date of Issue : 2024-01-15

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Established in 2004, Metrochem API is one of the fastest-growing APIs, pellets & intermediates manufacturers. It has 6 dedicated manufacturing facilities for its 3 core product groups and has been approved by ISO 9001-2015, USFDA, WHO GMP, Cofepris & Japanese authorities. Metrochem’s in-depth industry knowledge, & hi-tech & advanced infrastructure, helps it provide quality products to its customers. Note: None of the products will be supplied to the countries where this could conflict with existing patents. Further, any products under patent will be offered for R&D purposes only. However, the final responsibility lies with the buyer
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Shandong Chenghui Shuangda Pharmaceutical Co., Ltd. is specialized in R&D and production of APIs and advanced intermediates. With 22 years of production experience,the company has 6 workshops and 9 production lines which has 100t/month production capacity.The company is committed to maintain the standards with continuous improvements to the current standards throughout the product lifecycle.The main products include local anesthetic drugs, antiviral drugs, cardiovascular and cerebrovascular drugs, antitumor drugs, gastrointestinal drugs, diabetic drugs, veterinary drugs, and CDMO products.
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Virupaksha Organics, founded in 2003 by G. Chandra Mouliswar Reddy, is committed to delivering products of the utmost quality to its customers. In a span of less than 20 years, the Hyderabad-based company has grown from a single manufacturing unit to four, employing over 1,000 people. The manufacturing units are situated in Kazipally, Pashamylaram, Humnabad and Gandhi Nagar. Virupaksha's manufacturing facility holds FDA approval, reflecting its adherence to stringent standards. With a customer base exceeding 300 and a presence spanning over 70 countries, Virupaksha has established itself as a reputable global player in its field.
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13-May-2021
29-Nov-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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(USD/KGS)
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INTERMEDIATES SUPPLIERS

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01

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShuangda Pharmaceutical has a world-class first-class production line, having GMP, FDA and other regulatory certifications.

CAS Number : 1240948-77-9

End Use API : Vonoprazan Fumarate

About The Company : Shandong Chenghui Shuangda Pharmaceutical Co., Ltd. is specialized in R&D and production of APIs and advanced intermediates. With 22 years of production experie...

Shandong Chenghui Shuangda Pharmaceutical

02

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShuangda Pharmaceutical has a world-class first-class production line, having GMP, FDA and other regulatory certifications.

CAS Number : 881674-56-2

End Use API : Vonoprazan Fumarate

About The Company : Shandong Chenghui Shuangda Pharmaceutical Co., Ltd. is specialized in R&D and production of APIs and advanced intermediates. With 22 years of production experie...

Shandong Chenghui Shuangda Pharmaceutical

03

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShuangda Pharmaceutical has a world-class first-class production line, having GMP, FDA and other regulatory certifications.

CAS Number : 16133-25-8

End Use API : Vonoprazan Fumarate

About The Company : Shandong Chenghui Shuangda Pharmaceutical Co., Ltd. is specialized in R&D and production of APIs and advanced intermediates. With 22 years of production experie...

Shandong Chenghui Shuangda Pharmaceutical

04

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothJinan Tantu Chemicals offers customized R&D services & production of small molecule APIs & pharmaceutical intermediates.

CAS Number : 16133-25-8

End Use API : Vonoprazan Fumarate

About The Company : Jinan Tantu Chemicals Co., Ltd. operates as a Contract Development and Manufacturing Organization (CDMO) that serves pharmaceutical companies worldwide. Our cor...

Jinan Tantu Chemicals

05

Pharma, Lab & Chemical Expo
Not Confirmed
arrow
  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShanghai Minbiotech is the leading producer of biopharmaceuticals and a variety of high-end generic & innovative drugs.

CAS Number : 16133-25-8

End Use API : Vonoprazan Fumarate

About The Company : ​Headquartered in Fengxian District, Shanghai Minbiotech Co., Ltd. is a company specializing in the R&D and production of advanced pharmaceutical intermediate...

Shanghai Minbiotech CB

06

Pharma, Lab & Chemical Expo
Not Confirmed
arrow
  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShanghai Minbiotech is the leading producer of biopharmaceuticals and a variety of high-end generic & innovative drugs.

CAS Number : 881674-56-2

End Use API : Vonoprazan Fumarate

About The Company : ​Headquartered in Fengxian District, Shanghai Minbiotech Co., Ltd. is a company specializing in the R&D and production of advanced pharmaceutical intermediate...

Shanghai Minbiotech CB

07

Almelo

India
Pharma, Lab & Chemical Expo
Not Confirmed
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Almelo

India
Pharma, Lab & Chemical Expo
Not Confirmed
arrow

CAS Number : CAS-881674-56-2

End Use API : Vonoprazan Fumarate

About The Company : Almelo are the industry leaders in manufacturing advanced intermediates, Active Pharmaceutical Ingredients (APIs) and specialty fine chemicals. With a diverse p...

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08

Almelo

India
Pharma, Lab & Chemical Expo
Not Confirmed
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Almelo

India
Pharma, Lab & Chemical Expo
Not Confirmed
arrow

CAS Number : CAS-42899-76-3

End Use API : Vonoprazan Fumarate

About The Company : Almelo are the industry leaders in manufacturing advanced intermediates, Active Pharmaceutical Ingredients (APIs) and specialty fine chemicals. With a diverse p...

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09

Pharma, Lab & Chemical Expo
Not Confirmed
arrow
Pharma, Lab & Chemical Expo
Not Confirmed
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CAS Number : 16133-25-8

End Use API : Vonoprazan Fumarate

About The Company : Dalian Richon Chem. Co., Ltd is a high-tech enterprise professionally involved in research and development, manufacturing process and sales service of pharmaceu...

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Pharma, Lab & Chemical Expo
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Pharma, Lab & Chemical Expo
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CAS Number : 881674-56-2

End Use API : Vonoprazan Fumarate

About The Company : Dalian Richon Chem. Co., Ltd is a high-tech enterprise professionally involved in research and development, manufacturing process and sales service of pharmaceu...

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FDA Orange Book

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01

PHATHOM

U.S.A
Pharma, Lab & Chemical Expo
Not Confirmed
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PHATHOM

U.S.A
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Pharma, Lab & Chemical Expo
Not Confirmed

VONOPRAZAN FUMARATE

Brand Name : VOQUEZNA

Dosage Form : TABLET;ORAL

Dosage Strength : EQ 10MG BASE

Approval Date : 2023-11-01

Application Number : 215151

RX/OTC/DISCN : RX

RLD : Yes

TE Code :

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02

PHATHOM

U.S.A
Pharma, Lab & Chemical Expo
Not Confirmed
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PHATHOM

U.S.A
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Pharma, Lab & Chemical Expo
Not Confirmed

VONOPRAZAN FUMARATE

Brand Name : VOQUEZNA

Dosage Form : TABLET;ORAL

Dosage Strength : EQ 20MG BASE

Approval Date : 2023-11-01

Application Number : 215151

RX/OTC/DISCN : RX

RLD : Yes

TE Code :

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03

PHATHOM PHARMACEUTICALS INC

Country
Pharma, Lab & Chemical Expo
Not Confirmed
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PHATHOM PHARMACEUTICALS INC

Country
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Pharma, Lab & Chemical Expo
Not Confirmed

VONOPRAZAN FUMARATE

Brand Name : VOQUEZNA

Dosage Form : TABLET; ORAL

Dosage Strength : EQ 10MG BASE

Approval Date :

Application Number : 218710

RX/OTC/DISCN :

RLD :

TE Code :

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04

PHATHOM PHARMACEUTICALS INC

Country
Pharma, Lab & Chemical Expo
Not Confirmed
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PHATHOM PHARMACEUTICALS INC

Country
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Pharma, Lab & Chemical Expo
Not Confirmed

VONOPRAZAN FUMARATE

Brand Name : VOQUEZNA

Dosage Form : TABLET; ORAL

Dosage Strength : EQ 20MG BASE

Approval Date :

Application Number : 218710

RX/OTC/DISCN :

RLD :

TE Code :

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Listed Dossiers

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01

Antibody Engineering
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Antibody Engineering
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Vonoprazan

Brand Name : Leurovendin

Dosage Form : Film Coated Tablet

Dosage Strength : 20MG

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Egypt

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01

Antibody Engineering
Not Confirmed
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Antibody Engineering
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Vonoprazan

Dosage : Film Coated Tablet

Dosage Strength : 20MG

Brand Name : Leurovendin

Approval Date :

Application Number :

Registration Country : Egypt

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DATA COMPILATION #PharmaFlow

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NEWS #PharmaBuzz

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https://www.globenewswire.com/news-release/2024/12/11/2995336/0/en/Phathom-Pharmaceuticals-Submits-Citizen-Petition-to-FDA-Seeking-Correction-of-Orange-Book-Listings-for-VOQUEZNA-vonoprazan-Tablets.html

GLOBENEWSWIRE
11 Dec 2024

https://www.expresspharma.in/lupin-partners-with-takeda-to-commercialise-vonoprazan/

EXPRESSPHARMA
18 Sep 2024

https://health.economictimes.indiatimes.com/news/pharma/pharma-industry/alkem-inks-licensing-pact-with-takeda-to-introduce-vonoprazan-in-india/113007754?utm_source=top_news&utm_medium=sectionListing

ECONOMICTIMES
03 Sep 2024

https://www.globenewswire.com/news-release/2024/08/08/2926881/0/en/Phathom-Pharmaceuticals-Reports-Second-Quarter-2024-Financial-Results-and-Provides-Business-Update.html

GLOBENEWSWIRE
08 Aug 2024

https://www.globenewswire.com/news-release/2024/07/30/2920943/0/en/Phathom-Pharmaceuticals-Announces-VOQUEZNA-vonoprazan-Added-to-CVS-Caremark-Formularies-for-Commercially-Insured-Patients.html

GLOBENEWSWIRE
30 Jul 2024

https://www.drreddys.com/cms/cms/sites/default/files/2024-07/Dr.%20Reddy%27s%20and%20Takeda.pdf

PRESS RELEASE
20 Jul 2024

Global Sales Information

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Annual Reports

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01

Brand Name : Takecab

Vonoprazan Fumarate

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Pharma, Lab & Chemical Expo
Not Confirmed

Brand Name : Takecab

Japan
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Pharma, Lab & Chemical Expo
Not Confirmed

Vonoprazan Fumarate

Main Therapeutic Indication : Gastrointestinal Disorders

Currency : USD

2019 Revenue in Millions : 647

2018 Revenue in Millions : 535

Growth (%) : 21

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02

Brand Name : Takecab

Vonoprazan Fumarate

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Pharma, Lab & Chemical Expo
Not Confirmed

Brand Name : Takecab

Japan
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Pharma, Lab & Chemical Expo
Not Confirmed

Vonoprazan Fumarate

Main Therapeutic Indication : Gastrointestinal Disorders

Currency : USD

2020 Revenue in Millions : 771

2019 Revenue in Millions : 660

Growth (%) : 17

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03

Brand Name : Takecab

Vonoprazan Fumarate

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Pharma, Lab & Chemical Expo
Not Confirmed

Brand Name : Takecab

Japan
arrow
Pharma, Lab & Chemical Expo
Not Confirmed

Vonoprazan Fumarate

Main Therapeutic Indication : Gastrointestinal Disorders

Currency : USD

2021 Revenue in Millions : 837

2020 Revenue in Millions : 739

Growth (%) : 22

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04

Brand Name : Takecab/Vocinti

Vonoprazan Fumarate

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Pharma, Lab & Chemical Expo
Not Confirmed

Brand Name : Takecab/Vocinti

Japan
arrow
Pharma, Lab & Chemical Expo
Not Confirmed

Vonoprazan Fumarate

Main Therapeutic Indication : Gastrointestinal Diseases

Currency : USD

2022 Revenue in Millions : 837

2021 Revenue in Millions : 837

Growth (%) : 0

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05

Brand Name : Takecab/Vocinti

Vonoprazan Fumarate

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Pharma, Lab & Chemical Expo
Not Confirmed

Brand Name : Takecab/Vocinti

Japan
arrow
Pharma, Lab & Chemical Expo
Not Confirmed

Vonoprazan Fumarate

Main Therapeutic Indication : Gastrointestinal Diseases

Currency : USD

2023 Revenue in Millions : 781

2022 Revenue in Millions : 837

Growth (%) : 6

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06

Brand Name : Takecab

Vonoprazan Fumarate

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Pharma, Lab & Chemical Expo
Not Confirmed

Brand Name : Takecab

Japan
arrow
Pharma, Lab & Chemical Expo
Not Confirmed

Vonoprazan Fumarate

Main Therapeutic Indication : Gastrointestinal Disorders

Currency : USD

2016 Revenue in Millions : 276

2015 Revenue in Millions : 50

Growth (%) : 448

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07

Brand Name : Takecab

Vonoprazan Fumarate

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Pharma, Lab & Chemical Expo
Not Confirmed

Brand Name : Takecab

Japan
arrow
Pharma, Lab & Chemical Expo
Not Confirmed

Vonoprazan Fumarate

Main Therapeutic Indication : Gastrointestinal Disorders

Currency : USD

2017 Revenue in Millions : 494

2016 Revenue in Millions : 295

Growth (%) : 68

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08

Brand Name : Takecab

Vonoprazan Fumarate

arrow
Pharma, Lab & Chemical Expo
Not Confirmed

Brand Name : Takecab

Japan
arrow
Pharma, Lab & Chemical Expo
Not Confirmed

Vonoprazan Fumarate

Main Therapeutic Indication : Gastrointestinal Disorders

Currency : USD

2018 Revenue in Millions : 518

2017 Revenue in Millions : 464

Growth (%) : 12%

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