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Chemistry

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Also known as: 486459-71-6, Sitagliptin monohydrochloride, Iel0a0os7e, (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;hydrochloride, (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 hydrochloride, 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)-, monohydrochloride
Molecular Formula
C16H16ClF6N5O
Molecular Weight
443.77  g/mol
InChI Key
PNXSHNOORJKXDW-SBSPUUFOSA-N
FDA UNII
IEL0A0OS7E

Sitagliptin Hydrochloride
1 2D Structure

Sitagliptin Hydrochloride

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;hydrochloride
2.1.2 InChI
InChI=1S/C16H15F6N5O.ClH/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;/h4,6,9H,1-3,5,7,23H2;1H/t9-;/m1./s1
2.1.3 InChI Key
PNXSHNOORJKXDW-SBSPUUFOSA-N
2.1.4 Canonical SMILES
C1CN2C(=NN=C2C(F)(F)F)CN1C(=O)CC(CC3=CC(=C(C=C3F)F)F)N.Cl
2.1.5 Isomeric SMILES
C1CN2C(=NN=C2C(F)(F)F)CN1C(=O)C[C@@H](CC3=CC(=C(C=C3F)F)F)N.Cl
2.2 Other Identifiers
2.2.1 UNII
IEL0A0OS7E
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 486459-71-6

2. Sitagliptin Monohydrochloride

3. Iel0a0os7e

4. (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;hydrochloride

5. (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 Hydrochloride

6. 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)-, Monohydrochloride

7. 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)-, Hydrochloride (1:1), (3r)-

8. Sitagliptin Hcl

9. Unii-iel0a0os7e

10. Chembl539077

11. Schembl1533793

12. Q27280690

13. 1000153-09-2

2.4 Create Date
2006-10-26
3 Chemical and Physical Properties
Molecular Weight 443.77 g/mol
Molecular Formula C16H16ClF6N5O
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Exact Mass443.0947568 g/mol
Monoisotopic Mass443.0947568 g/mol
Topological Polar Surface Area77 Ų
Heavy Atom Count29
Formal Charge0
Complexity566
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 Indication

For adult patients with type 2 diabetes mellitus, Sitagliptin Accord is indicated to improve glycaemic control:

as monotherapy:

- in patients inadequately controlled by diet and exercise alone and for whom metformin is inappropriate due to contraindications or intolerance.

as dual oral therapy in combination with:

- metformin when diet and exercise plus metformin alone do not provide adequate glycaemic control.

- a sulphonylurea when diet and exercise plus maximal tolerated dose of a sulphonylurea alone do not provide adequate glycaemic control and when metformin is inappropriate due to contraindications or intolerance.

- a peroxisome proliferator-activated receptor gamma (PPARy) agonist (i. e. a thiazolidinedione) when use of a PPARy agonist is appropriate and when diet and exercise plus the PPARy agonist alone do not provide adequate glycaemic control.

as triple oral therapy in combination with:

- a sulphonylurea and metformin when diet and exercise plus dual therapy with these medicinal products do not provide adequate glycaemic control.

- a PPARy agonist and metformin when use of a PPARy agonist is appropriate and when diet and exercise plus dual therapy with these medicinal products do not provide adequate glycaemic control.

Sitagliptin Accord is also indicated as add-on to insulin (with or without metformin) when diet and exercise plus stable dose of insulin do not provide adequate glycaemic control.


5 Pharmacology and Biochemistry
5.1 ATC Code

A10BH01


API Reference Price

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11-Jan-2022
30-May-2025
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Sitagliptin Hydrochloride manufacturers, exporters & distributors 1

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API | Excipient name

Sitagliptin Hydrochloride

Synonyms

486459-71-6, Sitagliptin monohydrochloride, Iel0a0os7e, (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;hydrochloride, (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 hydrochloride, 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)-, monohydrochloride

Cas Number

1000153-09-2

Unique Ingredient Identifier (UNII)

IEL0A0OS7E

Sitagliptin Hydrochloride Manufacturers

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

Sitagliptin Hydrochloride Suppliers

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

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

Sitagliptin Hydrochloride USDMF

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

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

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

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

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

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

Sitagliptin Hydrochloride WC

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

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

Sitagliptin Hydrochloride 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 Hydrochloride as an active pharmaceutical ingredient (API).

Finished drug products

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

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

Sitagliptin Hydrochloride GMP

Sitagliptin Hydrochloride 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 Hydrochloride 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 Hydrochloride GMP manufacturer or Sitagliptin Hydrochloride GMP API supplier for your needs.

Sitagliptin Hydrochloride CoA

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

Sitagliptin Hydrochloride CoA mostly includes findings from lab analyses of a specific batch. For each Sitagliptin Hydrochloride 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 Hydrochloride may be tested according to a variety of international standards, such as European Pharmacopoeia (Sitagliptin Hydrochloride EP), Sitagliptin Hydrochloride JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Sitagliptin Hydrochloride 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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