Saxagliptin Hydrate - ≥98% , CAS No.945667-22-1

CAS: 945667-22-1 Cat. No.: S404139 Molecular Weight: 333.43 EC Number: 641-082-3 PubChem CID: 53297473

GRADE & PURITY ≥98%

Synonyms

(1S,3S,5S)-2-[(2S)-2-Amino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile hydrate(1:1) | N0424 | CHEBI:71271 | QTERNMET COMPONENT SAXAGLIPTIN | Saxagliptin [USAN] | Saxagliptin hydrate | SAXAGLIPTIN MONOHYDRATE [

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Saxagliptin: A Long-Acting Dipeptidyl Peptidase-4 (DPP-4) Enzyme Inhibitor
Saxagliptin is a long-acting dipeptidyl peptidase-4 (DPP-4) enzyme inhibitor which is a new class of anti-hyperglycemic agents. Released into the small intestine in response meals, incretins such as Glukagon-like peptide-1 (GLP-1) and glucose-dependent insulin tropic polypeptide (GIP) are known to be gastrointestinal hormones that promote insulin secretion and suppress Glukagon secretion in a glucose concentration-dependent manner. Saxagliptin inhibits the activity of DPP-4 that degrades and inactivates GLP-1 and GIP. Through this inhibition, saxagliptin increases the blood concentration of active GLP-1, and exerts its hypoglycemic effect through increasing insulin secretion and reducing Glukagon secretion. (The product is for research purpose only.)

Specifications

Synonyms

(1S, 3S, 5S)-2-[(2S)-2-Amino-2-(3-hydroxytricyclo[3.3.1.13, 7]dec-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile hydrate(1:1) | N0424 | CHEBI:71271 | QTERNMET COMPONENT SAXAGLIPTIN | Saxagliptin [USAN] | Saxagliptin hydrate | SAXAGLIPTIN MONOHYDRATE [

Specifications & Purity

≥98%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504771132
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771132
• Canonical Smiles: C1C2CC2N(C1C#N)C(=O)C(C34CC5CC(C3)CC(C5)(C4)O)N.O
• IUPAC Name: (1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile;hydrate
• InChIKey: AFNTWHMDBNQQPX-NHKADLRUSA-N
• INCHI: 1S/C18H25N3O2.H2O/c19-8-13-2-12-3-14(12)21(13)16(22)15(20)17-4-10-1-11(5-17)7-18(23,6-10)9-17;/h10-15,23H,1-7,9,20H2;1H2/t10?,11?,12-,13+,14+,15-,17?,18?;/m1./s1
• Isomeric SMILES: C1[C@@H]2C[C@@H]2N([C@@H]1C#N)C(=O)[C@H](C34CC5CC(C3)CC(C5)(C4)O)N.O
• PubChem CID: 53297473
• Molecular Weight: 333.43

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid amides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid amides
• Alternative Parents: N-acylpiperidines N-acylpyrrolidines Tertiary carboxylic acid amides Tertiary alcohols Cyclic alcohols and derivatives Nitriles Azacyclic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Alpha-amino acid amide - N-acyl-piperidine - N-acylpyrrolidine - Piperidine - Cyclic alcohol - Pyrrolidine - Tertiary carboxylic acid amide - Tertiary alcohol - Carboxamide group - Carbonitrile - Nitrile - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Primary aliphatic amine - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organooxygen compound - Organic nitrogen compound - Primary amine - Amine - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
• External Descriptors: hydrate

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO: 2 mg/mL
• Sensitivity: Air sensitive
• Melt Point(°C): 138 °C
• Molecular Weight: 333.400 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 333.205 Da
• Monoisotopic Mass: 333.205 Da
• Topological Polar Surface Area: 91.400 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 609.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3