MK-8719 - ≥98% , CAS No.1382799-40-7

CAS: 1382799-40-7 Cat. No.: M414247 Molecular Weight: 268.28

GRADE & PURITY ≥98%

Synonyms

5H-​Pyrano[3,​2-​d]​thiazole-​6,​7-​diol,5-​(difluoromethyl)​-​2-​(ethylamino)​-​3a,​6,​7,​7a-​tetrahydro-​,(3aR,​5S,​6S,​7R,​7aR)​-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

MK-8719 MK-8719 is a selective and potent small molecule inhibitor of the O-GlcNAcase (OGA) enzyme with ki of 7.9nM for hOGA.

Targets

hOGA (Cell-free assay) 7.9nM(Ki)

In vitro

MK-8719 is a potent inhibitor of the human OGA enzyme with comparable activity against the corresponding enzymes from mouse, rat, and dog.

In vivo

oral administration of MK-8719 elevates brain and peripheral blood mononuclear cell O-GlcNAc levels in a dose-dependent manner. In addition, positron emission tomography imaging studies demonstrate robust target engagement of MK-8719 in the brains of rats and rTg4510 mice. In the rTg4510 mouse model of human tauopathy, MK-8719 significantly increases brain O-GlcNAc levels and reduces pathologic tau. The reduction in tau pathology in rTg4510 mice is accompanied by attenuation of brain atrophy, including reduction of forebrain volume loss as revealed by volumetric magnetic resonance imaging analysis.

Cell Research(from reference)

Cell lines：PC-12 cells 

Concentrations：up to 1 mM 

Incubation Time：24 h 

Specifications

Synonyms

5H-​Pyrano[3, ​2-​d]​thiazole-​6, ​7-​diol, 5-​(difluoromethyl)​-​2-​(ethylamino)​-​3a, ​6, ​7, ​7a-​tetrahydro-​, (3aR, ​5S, ​6S, ​7R, ​7aR)​-

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

MK-8719 is a selective and potent small molecule inhibitor of the O-GlcNAcase (OGA) enzyme with ki of 7.9nM for hOGA.

Storage

Store at -20°C

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

• Canonical Smiles: CCNC1=NC2C(C(C(OC2S1)C(F)F)O)O
• IUPAC Name: (3aR,5S,6S,7R,7aR)-5-(difluoromethyl)-2-(ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazole-6,7-diol
• InChIKey: UDQTXCHQKHIQMH-KYGLGHNPSA-N
• INCHI: 1S/C9H14F2N2O3S/c1-2-12-9-13-3-4(14)5(15)6(7(10)11)16-8(3)17-9/h3-8,14-15H,2H2,1H3,(H,12,13)/t3-,4-,5+,6+,8-/m1/s1
• Isomeric SMILES: CCNC1=N[C@@H]2[C@H]([C@@H]([C@H](O[C@@H]2S1)C(F)F)O)O
• Molecular Weight: 268.28
• Reaxy-Rn: 58819117
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=58819117&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Monosaccharides
• Alternative Parents: Oxanes Thiazolines Monothioacetals Secondary alcohols Isothioureas 1,2-diols Propargyl-type 1,3-dipolar organic compounds Oxacyclic compounds Carboximidamides Azacyclic compounds Organofluorides Hydrocarbon derivatives Amines Alkyl fluorides
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Oxane - Monosaccharide - Meta-thiazoline - Monothioacetal - 1,2-diol - Isothiourea - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Organic nitrogen compound - Organohalogen compound - Organofluoride - Organonitrogen compound - Hydrocarbon derivative - Amine - Alkyl halide - Alkyl fluoride - Alcohol - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
• 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)

OGA Tchem Protein O-GlcNAcase (4 Activities)

Discover Target: OGA

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

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 54 mg/mL (201.28 mM); Water: 54 mg/mL (201.28 mM); Ethanol: 54 mg/mL (201.28 mM)