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ChemicalBook--->CAS DataBase List--->131060-14-5

131060-14-5

131060-14-5 Structure

131060-14-5 Structure
IdentificationBack Directory
[Name]

NB-598
[CAS]

131060-14-5
[Synonyms]

Benzenemethanamine, 3-([3,3'-bithiophen]-5-ylmethoxy)-N-[(2E)-6,6-dimethyl-2-hepten-4-yn-1-yl]-N-ethyl-
[Molecular Formula]

C27H31NOS2
[MDL Number]

MFCD00898838
[MOL File]

131060-14-5.mol
[Molecular Weight]

449.67
Chemical PropertiesBack Directory
[Melting point ]

~60 °C
[Boiling point ]

530.7±50.0 °C(Predicted)
[density ]

1.122±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Store in freezer, under -20°C
[solubility ]

DMSO: 14 mg/mL
[form ]

solid
[pka]

7.04±0.50(Predicted)
[color ]

white
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

NB-598 is a potent and competitive inhibitor of squalene epoxidase (SE), and suppresses triglyceride biosynthesis through the farnesol pathway. NB-598 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
[Biological Activity]

NB-598 is a potent and specific inhibitor of mammalian squalene epoxidase (SQLE) th at suppresses triglyceride biosynthesis through the farnesol pathway. It decreases cholesterol levels in cells. NB-598 exhibit potent cytotoxic effects in subset of f neuroendocrine tumorssuch as small cell lung cancers through accumulation of toxic squalene with in sensitive cancer cells.
[References]

[1] Xia F, et al. Inhibition of cholesterol biosynthesis impairs insulin secretion and voltage-gated calcium channel function in pancreatic beta-cells. Endocrinology. 2008 Oct;149(10):5136-45. DOI:10.1210/en.2008-0161
[2] Horie M, et al. Effects of NB-598, a potent squalene epoxidase inhibitor, on the apical membrane uptake of cholesterol and basolateral membrane secretion of lipids in Caco-2 cells. Biochem Pharmacol. 1993 Jul 20;46(2):297-305. DOI:10.1016/0006-2952(93)90418-v
[3] Horie M, et al. An inhibitor of squalene epoxidase, NB-598, suppresses the secretion of cholesterol and triacylglycerol and simultaneously reduces apolipoprotein B in HepG2 cells. Biochim Biophys Acta. 1993 May 20;1168(1):45-51. PMID:8504141
Spectrum DetailBack Directory
[Spectrum Detail]

NB-598(131060-14-5)1HNMR
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