Dutogliptin - ≥99% , Dipeptidyl peptidase IV inhibitor, CAS No.852329-66-9, Dipeptidyl peptidase IV inhibitor

CAS: 852329-66-9 Cat. No.: D646593 Molecular Weight: 241.10 PubChem CID: 11253490

GRADE & PURITY ≥99%

Synonyms

Dutogliptin | [(2r)-1-{[(3r)-pyrrolidin-3-ylamino]acetyl}pyrrolidin-2-yl]boronic acid | [(2R)-1-[2-[[(3R)-pyrrolidin-3-yl]amino]acetyl]pyrrolidin-2-yl]boronic acid | ((R)-1-(((R)-pyrrolidin-3-yl)glycyl)pyrrolidin-2-yl)boronic acid | DTXSID301005713 | Duto

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Dutogliptin (PHX-1149 free base) is an orally available, potent, and selective dipeptidyl peptidase-4 ( DPP4 ) inhibitor for the treatment of type 2 diabetes mellitus.

In Vivo

Dutogliptin exhibits low plasma protein binding (11%) and is rapidly absorbed with a T max of 3-4 h and a half-life of 10-13 h. Dutogliptin is metabolically stable and does not inhibit or induce the activity of major CYP450s. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:DPP4

Specifications

Synonyms

Dutogliptin | [(2r)-1-{[(3r)-pyrrolidin-3-ylamino]acetyl}pyrrolidin-2-yl]boronic acid | [(2R)-1-[2-[[(3R)-pyrrolidin-3-yl]amino]acetyl]pyrrolidin-2-yl]boronic acid | ((R)-1-(((R)-pyrrolidin-3-yl)glycyl)pyrrolidin-2-yl)boronic acid | DTXSID301005713 | Duto

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Dutogliptin (PHX-1149 free base) is an orally available, potent, and selective dipeptidyl peptidase-4 ( DPP4 ) inhibitor for the treatment of type 2 diabetes mellitus.

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Action Type

INHIBITOR

Mechanism of action

Dipeptidyl peptidase IV inhibitor

Purity

≥99%

Names and Identifiers

• Canonical Smiles: B([C@@H]1CCCN1C(=O)CN[C@@H]2CCNC2)(O)O
• IUPAC Name: [(2R)-1-[2-[[(3R)-pyrrolidin-3-yl]amino]acetyl]pyrrolidin-2-yl]boronic acid
• InChIKey: DVJAMEIQRSHVKC-BDAKNGLRSA-N
• INCHI: 1S/C10H20BN3O3/c15-10(7-13-8-3-4-12-6-8)14-5-1-2-9(14)11(16)17/h8-9,12-13,16-17H,1-7H2/t8-,9+/m1/s1
• Isomeric SMILES: B([C@@H]1CCCN1C(=O)CN[C@@H]2CCNC2)(O)O
• PubChem CID: 11253490
• Molecular Weight: 241.10

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-acylpyrrolidines Tertiary carboxylic acid amides Boronic acids Organic metalloid salts Dialkylamines Azacyclic compounds Organic oxides Monoalkylboranes Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid amide - N-acylpyrrolidine - Pyrrolidine - Tertiary carboxylic acid amide - Boronic acid derivative - Boronic acid - Carboxamide group - Organic metalloid salt - Organoheterocyclic compound - Azacycle - Secondary amine - Secondary aliphatic amine - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic metalloid moeity - Organic oxygen compound - Monoalkylborane - Amine - Carbonyl group - Organic nitrogen compound - Alkylborane - Hydrocarbon derivative - Aliphatic heteromonocyclic 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: Not available

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

Associated Targets(Human)

DPP4 Tclin Dipeptidyl peptidase 4 (1 Activities)

Discover Target: DPP4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DPP9 Tchem Dipeptidyl peptidase 9 (1 Activities)

Discover Target: DPP9

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DPP7 Tchem Dipeptidyl peptidase II (2000 Activities)

Discover Target: DPP7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DPP8 Tchem Dipeptidyl peptidase VIII (2139 Activities)

Discover Target: DPP8

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DPP9 Tchem Dipeptidyl peptidase IX (1624 Activities)

Discover Target: DPP9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

DPP4 Dipeptidyl peptidase IV (11 Activities)

Discover Target: DPP4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 300 mg/mL (1244.30 mM; Need ultrasonic) H2O : 100 mg/mL (414.77 mM; Need ultrasonic)
• Molecular Weight: 241.100 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 241.16 Da
• Monoisotopic Mass: 241.16 Da
• Topological Polar Surface Area: 84.800 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 278.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

XLogP3