ChemicalBook > CAS DataBase List > N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide

N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide

Product Name
N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide
CAS No.
1245603-92-2
Chemical Name
N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide
Synonyms
EOS-61370;PF-04937319;PF-04937319[PZ0320];PF-04937319 >=98% (HPLC);Nerigliatin (PF-04937319);PF-04937319, 10 mM in DMSO;Inhibitor,PF-04937319,Hexokinase IV,PF 04937319,PF04937319,Hexokinase D,inhibit,Glucokinase;N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide;N,N-Dimethyl-5-[2-methyl-6-[N-(5-methylpyrazin-2-yl)carbamoyl]-1-benzofuran-4-yloxy]pyrimidine-2-carboxamide;N,N-Dimethyl-5-[[2-methyl-6-[[(5-methyl-2-pyrazinyl)amino]carbonyl]-4-benzofuranyl]oxy]-2-pyrimidinecarboxamide
CBNumber
CB93143080
Molecular Formula
C22H20N6O4
Formula Weight
432.43
MOL File
1245603-92-2.mol
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N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide Property

Density 
1.366±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
Solid
pka
10.41±0.70(Predicted)
color 
White to yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Tocris
Product number
6049
Product name
PF04937319
Purity
≥98%(HPLC)
Packaging
5
Price
$72
Updated
2021/12/16
Tocris
Product number
6049
Product name
PF04937319
Purity
≥98%(HPLC)
Packaging
25
Price
$302
Updated
2021/12/16
TRC
Product number
P294120
Product name
PF04937319
Packaging
1mg
Price
$90
Updated
2021/12/16
ChemScene
Product number
CS-0028321
Product name
PF-04937319
Purity
>99.0%
Packaging
5mg
Price
$230
Updated
2021/12/16
ChemScene
Product number
CS-0028321
Product name
PF-04937319
Purity
>99.0%
Packaging
1mg
Price
$75
Updated
2021/12/16
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N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide Chemical Properties,Usage,Production

Uses

Nerigliatin (PF-04937319) is a orally active glucokinase activator (GKA) with EC50 value of 154.4 μM. Nerigliatin maintains glucose-lowering efficacy. Nerigliatin causes peripheral nerve degeneration. Nerigliatin can be used in type 2 diabetes research.

Biological Activity

PF-04937319 is a glucokinase activator with an EC50 value of 174 nM. PF-04937319 was found to improve glycemic control in adults with type 2 diabetes when used in conjunction with metformin.', 'PF-04937319, unlike other glucokinase activators, is capable of maintaining lower-glucose levels without it resulting in hypoglycemia. In type II diabetic patients where metformin treatment is inadequate, PF-04937319 is capable of maintaining glycemic control within the acceptable risk-benefit profile.

in vivo

Nerigliatin (males: 50-1000 mg/kg; females: 10-1000 mg/kg; p.o.; once daily; 1 month) causes axonal degeneration in the peripheral (sciatic) nerve of female rats[4].
Nerigliatin (5-500 mg/kg; p.o.; once daily; 1 month) leads to peripheral nerve degeneration and unscheduled deaths in dogs[4].

Animal Model:Sprague-Dawley rats (male and female, 10 weeks of age), beagle dogs (male and female, 8-12 months old)[4]
Dosage:Rats-males: 50, 250, 1000 mg/kg; females: 10, 50, 1000 mg/kg (suspended in 1.25% hydroxypropyl cellulose and 0.5% docusate sodium); Dogs-males and females: 5, 50, 500 mg/kg (suspended in 1.25% hydroxypropyl cellulose and 0.5% docusate sodium)
Administration:Rats-oral gavage, once daily, 1 month; Dogs-oral gavage, once daily, 1 month
Result:Caused axonal degeneration in the peripheral (sciatic) nerve of female rats at 50 and 1000 mg/kg in Sprague- Dawley rats.
Led to peripheral nerve degeneration in some animals at 50 and 500 mg/kg, and 2 unscheduled deaths occurred at 500 mg/kg/day in beagle dogs.

References

[1] Dzyurkevich MS, et al. Pyridoxine dipharmacophore derivatives as potent glucokinase activators for the treatment of type 2 diabetes mellitus. Sci Rep. 2017 Nov 22;7(1):16072. DOI:10.1038/s41598-017-16405-2
[2] Amin NB, et al. Two dose-ranging studies with PF-04937319, a systemic partial activator of glucokinase, as add-on therapy to metformin in adults with type 2 diabetes. Diabetes Obes Metab. 2015 Aug;17(8):751-9. DOI:10.1111/dom.12474
[3] Sharma R, et al. Metabolites in safety testing assessment in early clinical development: a case study with a glucokinase activator. Drug Metab Dispos. 2014 Nov;42(11):1926-39. DOI:10.1124/dmd.114.060087
[4] Pettersen JC, et al. The relationship of glucokinase activator-induced hypoglycemia with arteriopathy, neuronal necrosis, and peripheral neuropathy in nonclinical studies. Toxicol Pathol. 2014 Jun;42(4):696-708. DOI:10.1177/0192623314526006

N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide Suppliers

Tocris Bioscience
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Email
customerservice@tocris.co.uk
Country
United Kingdom
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1245603-92-2, N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamideRelated Search:


  • N,N-dimethyl-5-((2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yl)oxy)pyrimidine-2-carboxamide
  • PF-04937319
  • EOS-61370
  • N,N-Dimethyl-5-[[2-methyl-6-[[(5-methyl-2-pyrazinyl)amino]carbonyl]-4-benzofuranyl]oxy]-2-pyrimidinecarboxamide
  • 2-Pyrimidinecarboxamide, N,N-dimethyl-5-[[2-methyl-6-[[(5-methyl-2-pyrazinyl)amino]carbonyl]-4-benzofuranyl]oxy]-
  • PF-04937319 >=98% (HPLC)
  • N,N-Dimethyl-5-[2-methyl-6-[N-(5-methylpyrazin-2-yl)carbamoyl]-1-benzofuran-4-yloxy]pyrimidine-2-carboxamide
  • Inhibitor,PF-04937319,Hexokinase IV,PF 04937319,PF04937319,Hexokinase D,inhibit,Glucokinase
  • PF-04937319, 10 mM in DMSO
  • Nerigliatin (PF-04937319)
  • PF-04937319[PZ0320]
  • 1245603-92-2