ChemicalBook--->CAS DataBase List--->2457232-14-1

2457232-14-1

2457232-14-1 Structure

2457232-14-1 Structure
IdentificationBack Directory
[Name]

INDEX NAME NOT YET ASSIGNED
[CAS]

2457232-14-1
[Synonyms]

G6PDi1,G6PDi 1,G-6PDi-1
4-((5-Oxo-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-2-yl)amino)thiophene-2-carbonitrile
[Molecular Formula]

C14H12N4OS
[MDL Number]

MFCD32899271
[MOL File]

2457232-14-1.mol
[Molecular Weight]

284.34
Chemical PropertiesBack Directory
[Boiling point ]

527.6±60.0 °C(Predicted)
[density ]

1.40±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 15 mg/ml,DMF:PBS (pH 7.2) (1:4): 0.20 mg/ml,DMSO: 10 mg/ml,Ethanol: insioluble,PBS (pH 7.2): insioluble
[form ]

A crystalline solid
[pka]

0.99±0.20(Predicted)
[color ]

Light yellow to yellow
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard InformationBack Directory
[Uses]

G6PDi-1 is a reversible and non-competitive glucose-6-phosphate dehydrogenase (G6PD) inhibitor with an IC50?of 0.07 μM for human G6PD. G6PDi-1 depletes NADPH most strongly in lymphocytes. G6PDi-1 markedly decreases inflammatory cytokine production in T cells[1].
[Biological Activity]

G6PDi-1 is a cell penetrant potent and selective nonsteroidal inhibitor of glucose-6-phosphate dehydrogenase (G6PD). G6PDi-1 strongly depletes NADPH in lymphocytes. It decreases inflammatory cytokine response in macrophagesand suppresses respiratory burst in neutrophils.
[storage]

Store at -20°C
[References]

[1] Jonathan M Ghergurovich, et al. A small molecule G6PD inhibitor reveals immune dependence on pentose phosphate pathway. Nat Chem Biol. 2020 Jul;16(7):731-739. DOI:10.1038/s41589-020-0533-x
[2] Watermann P, et al. G6PDi-1 is a Potent Inhibitor of G6PDH and of Pentose Phosphate pathway-dependent Metabolic Processes in Cultured Primary Astrocytes. Neurochem Res. 2023 Oct;48(10):3177-3189. DOI:10.1007/s11064-023-03964-2
[3] Ding H, et al. Activation of the NRF2 antioxidant program sensitizes tumors to G6PD inhibition. Sci Adv. 2021 Nov 19;7(47):eabk1023. DOI:10.1126/sciadv.abk1023
Spectrum DetailBack Directory
[Spectrum Detail]

4-((5-Oxo-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-2-yl)amino)thiophene-2-carbonitrile(2457232-14-1)1HNMR
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