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Merck
CN

SML3833

NB-598

≥98% (HPLC)

Synonym(s):

(E)-3-[(3,3′-Bithiophen)-5-ylmethoxy]-N-(6,6-dimethyl-2-hepten-4-ynyl)- N-ethylbenzylamine, 3-([3,3′-Bithiophen]-5-ylmethoxy)-N-[(2E)-6,6-dimethyl-2-hepten-4-yn-1-yl]-N-ethylbenzenemethanamine, NB 598

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About This Item

Empirical Formula (Hill Notation):
C27H31NOS2
CAS Number:
131060-14-5
Molecular Weight:
449.67
UNSPSC Code:
51111800
NACRES:
NA.21
MDL number:
MFCD00898838

Key Documents

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SMILES string

[s]1c(cc(c1)c3c[s]cc3)COc2cc(ccc2)CN(CC)C\C=C\C#CC(C)(C)C

InChI

1S/C27H31NOS2/c1-5-28(14-8-6-7-13-27(2,3)4)18-22-10-9-11-25(16-22)29-19-26-17-24(21-31-26)23-12-15-30-20-23/h6,8-12,15-17,20-21H,5,14,18-19H2,1-4H3/b8-6+

InChI key

KIRGLCXNEVICOG-SOFGYWHQSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000276111
0000276112
0000262775
0000276112
0000276111

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A chemical biology screen identifies a vulnerability of neuroendocrine cancer cells to SQLE inhibition
Nature Communications, 10(1), 96-96 (2019)
Hironobu Hiyoshi et al.
Journal of lipid research, 44(1), 128-135 (2003-01-09)
We recently demonstrated that squalene synthase (SQS) inhibitors reduce plasma triglyceride through an LDL receptor-independent mechanism in Watanabe heritable hyperlipidemic rabbits (Hiyoshi et al. 2001. Eur. J. Pharmacol. 431: 345-352). The present study deals with the mechanism of the inhibition
NB-598: a potent competitive inhibitor of squalene epoxidase
The Journal of biological chemistry, 265(30), 18075-18078 (1990)

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