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Chemistry

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Also known as: 654671-78-0, Sitagliptin (phosphate), Mk-0431, Chembl393336, 494p4635i6, Mk0431
Molecular Formula
C16H18F6N5O5P
Molecular Weight
505.31  g/mol
InChI Key
IQFYVLUXQXSJJN-SBSPUUFOSA-N
FDA UNII
494P4635I6

Sitagliptin Phosphate
A pyrazine-derived DIPEPTIDYL-PEPTIDASE IV INHIBITOR and HYPOGLYCEMIC AGENT that increases the levels of the INCRETIN hormones GLUCAGON-LIKE PEPTIDE-1 (GLP-1) and glucose-dependent insulinotropic polypeptide (GIP). It is used in the treatment of TYPE 2 DIABETES.
1 2D Structure

Sitagliptin Phosphate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(3R)-3-amino-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one;phosphoric acid
2.1.2 InChI
InChI=1S/C16H15F6N5O.H3O4P/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22;1-5(2,3)4/h4,6,9H,1-3,5,7,23H2;(H3,1,2,3,4)/t9-;/m1./s1
2.1.3 InChI Key
IQFYVLUXQXSJJN-SBSPUUFOSA-N
2.1.4 Canonical SMILES
C1CN2C(=NN=C2C(F)(F)F)CN1C(=O)CC(CC3=CC(=C(C=C3F)F)F)N.OP(=O)(O)O
2.1.5 Isomeric SMILES
C1CN2C(=NN=C2C(F)(F)F)CN1C(=O)C[C@@H](CC3=CC(=C(C=C3F)F)F)N.OP(=O)(O)O
2.2 Other Identifiers
2.2.1 UNII
494P4635I6
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 0431, Mk

2. 4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro(1,2,4)triazolo(4,3-a)pyrazin-7(8h)-yl)-1-(2,4,5-trifluorophenyl)butan-2-amine

3. Anhydrous, Sitagliptin Phosphate

4. Januvia

5. Mk 0431

6. Mk-0431

7. Mk0431

8. Monohydrate, Sitagliptin Monophosphate

9. Monohydrate, Sitagliptin Phosphate

10. Monophosphate Monohydrate, Sitagliptin

11. Phosphate Anhydrous, Sitagliptin

12. Phosphate Monohydrate, Sitagliptin

13. Phosphate, Sitagliptin

14. Sitagliptin

15. Sitagliptin Monophosphate Monohydrate

16. Sitagliptin Phosphate Anhydrous

17. Sitagliptin Phosphate Monohydrate

2.3.2 Depositor-Supplied Synonyms

1. 654671-78-0

2. Sitagliptin (phosphate)

3. Mk-0431

4. Chembl393336

5. 494p4635i6

6. Mk0431

7. (2r)-4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro(1,2,4)triazolo(4,3-a)pyrazin-7(8h)-yl)-1-(2,4,5-trifluorophenyl)butan-2-amine Phosphate Salt

8. (3r)-3-amino-1-[3-(trifluoromethyl)-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one;phosphoric Acid

9. (r)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8h)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one Phosphate

10. 1-butanone, 3-amino-1-[5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8h)-yl]-4-(2,4,5-trifluorophenyl)-, (3r)-, Phosphate (1:1)

11. Sitagliptin Monophosphate

12. Sitagliptin Phosphate Anhydrous

13. (3r)-3-amino-1-[3-(trifluoromethyl)-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)-1-butanone; Phosphoric Acid

14. Mk 0431

15. Sr-05000001748

16. Unii-494p4635i6

17. (2r)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8h)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine Phosphate Salt

18. Mk 431

19. Mk-0431 Phosphate

20. Schembl877069

21. Dtxsid10215789

22. Hy-13749a

23. Mfcd09952339

24. Akos015896098

25. Sitagliptin Phosphate [who-dd]

26. Ks-1214

27. 4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro(1,2,4)triazolo(4,3-a)pyrazin-7(8h)-yl)-1-(2,4,5-trifluorophenyl)butan-2-amine Phosphate

28. Sitagliptin Monophosphate Anhydrous [mi]

29. 671s780

30. A835125

31. Sr-05000001748-2

32. Q27259224

33. Sitagliptin Phosphate Anhydrous Component Of Janumet

34. (3r)-3-amino-1-[5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8h)-yl]-4-(2,4,5-trifluorophenyl)-1-butanone Phosphate

35. (3r)-3-azanyl-1-[3-(trifluoromethyl)-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-[2,4,5-tris(fluoranyl)phenyl]butan-1-one; Phosphoric Acid

36. 1,2,4-triazolo(4,3-a)pyrazine, 7-((3r)-3-amino-1-oxo-4-(2,4,5-trifluorophenyl)butyl)-5,6,7,8-tetrahydro-3-(trifluoromethyl)-, Phosphate (1:1)

37. 1269630-53-6

38. 7-((3r)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl)-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo(4,3-a)pyrazinemonophosphate

39. 7-(3r)-3-amino-1-oxo-4-(2,4,5-trifluorophenyl)butyl-5,6,7,8-tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine Phosphate

2.4 Create Date
2006-04-29
3 Chemical and Physical Properties
Molecular Weight 505.31 g/mol
Molecular Formula C16H18F6N5O5P
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count4
Exact Mass505.09497466 g/mol
Monoisotopic Mass505.09497466 g/mol
Topological Polar Surface Area155 Ų
Heavy Atom Count33
Formal Charge0
Complexity616
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameJanuvia
PubMed HealthSitagliptin (By mouth)
Drug ClassesAntidiabetic
Drug LabelJANUVIA Tablets contain sitagliptin phosphate, an orally-active inhibitor of the dipeptidyl peptidase-4 (DPP-4) enzyme. Sitagliptin phosphate monohydrate is described chemically as 7-[(3R)-3-amino-1-oxo-4-(2,4,5-trifluorophenyl)butyl]-5,6,7,8-tetrahy...
Active IngredientSitagliptin phosphate
Dosage FormTablet
RouteOral
Strengtheq 100mg base; eq 50mg base; eq 25mg base
Market StatusPrescription
CompanyMerck Sharp Dohme

2 of 4  
Drug NameSitagliptin phosphate
Active IngredientSitagliptin phosphate
Dosage FormTablet
Routeoral; Oral
Strengtheq 100mg base; 25mg; eq 50mg base; 100mg; 50mg; eq 25mg base
Market StatusTentative Approval
CompanyMylan Pharms; Apotex; Sandoz; Sun Pharma Global; Watson Labs

3 of 4  
Drug NameJanuvia
PubMed HealthSitagliptin (By mouth)
Drug ClassesAntidiabetic
Drug LabelJANUVIA Tablets contain sitagliptin phosphate, an orally-active inhibitor of the dipeptidyl peptidase-4 (DPP-4) enzyme. Sitagliptin phosphate monohydrate is described chemically as 7-[(3R)-3-amino-1-oxo-4-(2,4,5-trifluorophenyl)butyl]-5,6,7,8-tetrahy...
Active IngredientSitagliptin phosphate
Dosage FormTablet
RouteOral
Strengtheq 100mg base; eq 50mg base; eq 25mg base
Market StatusPrescription
CompanyMerck Sharp Dohme

4 of 4  
Drug NameSitagliptin phosphate
Active IngredientSitagliptin phosphate
Dosage FormTablet
Routeoral; Oral
Strengtheq 100mg base; 25mg; eq 50mg base; 100mg; 50mg; eq 25mg base
Market StatusTentative Approval
CompanyMylan Pharms; Apotex; Sandoz; Sun Pharma Global; Watson Labs

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Hypoglycemic Agents

Substances which lower blood glucose levels. (See all compounds classified as Hypoglycemic Agents.)


Incretins

Peptides which stimulate INSULIN release from the PANCREATIC BETA CELLS following oral nutrient ingestion, or postprandially. (See all compounds classified as Incretins.)


Dipeptidyl-Peptidase IV Inhibitors

Compounds that suppress the degradation of INCRETINS by blocking the action of DIPEPTIDYL-PEPTIDASE IV. This helps to correct the defective INSULIN and GLUCAGON secretion characteristic of TYPE 2 DIABETES MELLITUS by stimulating insulin secretion and suppressing glucagon release. (See all compounds classified as Dipeptidyl-Peptidase IV Inhibitors.)


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05-Jan-2022
30-May-2025
KGS
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DRUG PRODUCT COMPOSITIONS

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DOSAGE - TABLET;ORAL - EQ 100MG BASE

USFDA APPLICATION NUMBER - 21995

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DOSAGE - TABLET;ORAL - EQ 25MG BASE

USFDA APPLICATION NUMBER - 21995

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DOSAGE - TABLET;ORAL - EQ 50MG BASE

USFDA APPLICATION NUMBER - 21995

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DOSAGE - TABLET;ORAL - 1GM;EQ 50MG BASE

USFDA APPLICATION NUMBER - 22044

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DOSAGE - TABLET;ORAL - 500MG;EQ 50MG BASE

USFDA APPLICATION NUMBER - 22044

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ABOUT THIS PAGE

Looking for 1269630-53-6 / Sitagliptin Phosphate API manufacturers, exporters & distributors?

Sitagliptin Phosphate manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Sitagliptin Phosphate API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Sitagliptin Phosphate manufacturer or Sitagliptin Phosphate supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Sitagliptin Phosphate manufacturer or Sitagliptin Phosphate supplier.

PharmaCompass also assists you with knowing the Sitagliptin Phosphate API Price utilized in the formulation of products. Sitagliptin Phosphate API Price is not always fixed or binding as the Sitagliptin Phosphate Price is obtained through a variety of data sources. The Sitagliptin Phosphate Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Sitagliptin Phosphate

Synonyms

654671-78-0, Sitagliptin (phosphate), Mk-0431, Chembl393336, 494p4635i6, Mk0431

Cas Number

1269630-53-6

Unique Ingredient Identifier (UNII)

494P4635I6

About Sitagliptin Phosphate

A pyrazine-derived DIPEPTIDYL-PEPTIDASE IV INHIBITOR and HYPOGLYCEMIC AGENT that increases the levels of the INCRETIN hormones GLUCAGON-LIKE PEPTIDE-1 (GLP-1) and glucose-dependent insulinotropic polypeptide (GIP). It is used in the treatment of TYPE 2 DIABETES.

Januvia Manufacturers

A Januvia manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Januvia, including repackagers and relabelers. The FDA regulates Januvia manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Januvia API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Januvia manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Januvia Suppliers

A Januvia supplier is an individual or a company that provides Januvia active pharmaceutical ingredient (API) or Januvia finished formulations upon request. The Januvia suppliers may include Januvia API manufacturers, exporters, distributors and traders.

click here to find a list of Januvia suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Januvia USDMF

A Januvia DMF (Drug Master File) is a document detailing the whole manufacturing process of Januvia active pharmaceutical ingredient (API) in detail. Different forms of Januvia DMFs exist exist since differing nations have different regulations, such as Januvia USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Januvia DMF submitted to regulatory agencies in the US is known as a USDMF. Januvia USDMF includes data on Januvia's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Januvia USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Januvia suppliers with USDMF on PharmaCompass.

Januvia JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Januvia Drug Master File in Japan (Januvia JDMF) empowers Januvia API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Januvia JDMF during the approval evaluation for pharmaceutical products. At the time of Januvia JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Januvia suppliers with JDMF on PharmaCompass.

Januvia KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Januvia Drug Master File in Korea (Januvia KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Januvia. The MFDS reviews the Januvia KDMF as part of the drug registration process and uses the information provided in the Januvia KDMF to evaluate the safety and efficacy of the drug.

After submitting a Januvia KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Januvia API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Januvia suppliers with KDMF on PharmaCompass.

Januvia CEP

A Januvia CEP of the European Pharmacopoeia monograph is often referred to as a Januvia Certificate of Suitability (COS). The purpose of a Januvia CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Januvia EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Januvia to their clients by showing that a Januvia CEP has been issued for it. The manufacturer submits a Januvia CEP (COS) as part of the market authorization procedure, and it takes on the role of a Januvia CEP holder for the record. Additionally, the data presented in the Januvia CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Januvia DMF.

A Januvia CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Januvia CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Januvia suppliers with CEP (COS) on PharmaCompass.

Januvia WC

A Januvia written confirmation (Januvia WC) is an official document issued by a regulatory agency to a Januvia manufacturer, verifying that the manufacturing facility of a Januvia active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Januvia APIs or Januvia finished pharmaceutical products to another nation, regulatory agencies frequently require a Januvia WC (written confirmation) as part of the regulatory process.

click here to find a list of Januvia suppliers with Written Confirmation (WC) on PharmaCompass.

Januvia NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Januvia as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Januvia API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Januvia as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Januvia and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Januvia NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Januvia suppliers with NDC on PharmaCompass.

Januvia GMP

Januvia Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Januvia GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Januvia GMP manufacturer or Januvia GMP API supplier for your needs.

Januvia CoA

A Januvia CoA (Certificate of Analysis) is a formal document that attests to Januvia's compliance with Januvia specifications and serves as a tool for batch-level quality control.

Januvia CoA mostly includes findings from lab analyses of a specific batch. For each Januvia CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Januvia may be tested according to a variety of international standards, such as European Pharmacopoeia (Januvia EP), Januvia JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Januvia USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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