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SML0522

Sigma-Aldrich

JM6

≥97% (HPLC)

Synonym(s):

2-(3,4-Dimethoxybenzenesulfonylamino)-4-(3-nitrophenyl)-5-(piperidin-1-yl)methylthiazole, 3,4-Dimethoxy-N-[4-(3-nitrophenyl)-5-(1-piperidinylmethyl)-2-thiazolyl]-benzenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C23H26N4O6S2
CAS Number:
1008119-83-2
Molecular Weight:
518.61
MDL number:
MFCD22380618
UNSPSC Code:
12352200
PubChem Substance ID:
329825529
NACRES:
NA.77

assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL (clear solution, warmed)

storage temp.

2-8°C

SMILES string

COc1ccc(cc1OC)S(=O)(=O)Nc2nc(c(CN3CCCCC3)s2)-c4cccc(c4)[N+]([O-])=O

InChI

1S/C23H26N4O6S2/c1-32-19-10-9-18(14-20(19)33-2)35(30,31)25-23-24-22(16-7-6-8-17(13-16)27(28)29)21(34-23)15-26-11-4-3-5-12-26/h6-10,13-14H,3-5,11-12,15H2,1-2H3,(H,24,25)

InChI key

AOZLMMDVJOGGEQ-UHFFFAOYSA-N

Biochem/physiol Actions

JM6 is a prodrug inhibitor of kynurenine 3-monooxygenase (KMO) that increases kynurenic acid levels and reduces extracellular glutamate in the brain. JM6 prevents spatial memory deficits, anxiety-related behavior, and synaptic loss in mouse model of Alzheimer disease.

Features and Benefits

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Ewelina Rojewska et al.
Neuropharmacology, 102, 80-91 (2015-11-03)
Recent studies have highlighted the involvement of the kynurenine pathway in the pathology of neurodegenerative diseases, but the role of this system in neuropathic pain requires further extensive research. Therefore, the aim of our study was to examine the role

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