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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.)

    API Reference Price

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    04-Jan-2021
    31-Mar-2025
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    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.

    Sitagliptin Phosphate Monohydrate Manufacturers

    A Sitagliptin Phosphate Monohydrate manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Sitagliptin Phosphate Monohydrate, including repackagers and relabelers. The FDA regulates Sitagliptin Phosphate Monohydrate manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Sitagliptin Phosphate Monohydrate Suppliers

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

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

    Sitagliptin Phosphate Monohydrate USDMF

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

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

    click here to find a list of Sitagliptin Phosphate Monohydrate suppliers with USDMF on PharmaCompass.

    Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate Drug Master File in Japan (Sitagliptin Phosphate Monohydrate JDMF) empowers Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate JDMF during the approval evaluation for pharmaceutical products. At the time of Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate suppliers with JDMF on PharmaCompass.

    Sitagliptin Phosphate Monohydrate KDMF

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

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

    After submitting a Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate API can apply through the Korea Drug Master File (KDMF).

    click here to find a list of Sitagliptin Phosphate Monohydrate suppliers with KDMF on PharmaCompass.

    Sitagliptin Phosphate Monohydrate CEP

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

    A Sitagliptin Phosphate Monohydrate CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate suppliers with CEP (COS) on PharmaCompass.

    Sitagliptin Phosphate Monohydrate WC

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

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

    Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Sitagliptin Phosphate Monohydrate NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Sitagliptin Phosphate Monohydrate suppliers with NDC on PharmaCompass.

    Sitagliptin Phosphate Monohydrate GMP

    Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate 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 Sitagliptin Phosphate Monohydrate GMP manufacturer or Sitagliptin Phosphate Monohydrate GMP API supplier for your needs.

    Sitagliptin Phosphate Monohydrate CoA

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

    Sitagliptin Phosphate Monohydrate CoA mostly includes findings from lab analyses of a specific batch. For each Sitagliptin Phosphate Monohydrate 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.

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