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SML2172

Sigma-Aldrich

CLP290

≥98% (HPLC)

Synonym(s):

[5-Fluoro-2-[(Z)-(2-hexahydropyridazin-1-yl-4-oxo-thiazol-5-ylidene)methyl]phenyl] pyrrolidine-1-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C19H21FN4O3S
CAS Number:
1181083-81-7
Molecular Weight:
404.46
MDL number:
MFCD28166314
UNSPSC Code:
12352200

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

FC1=CC=C(/C=C2C(N=C(N3NCCCC3)S/2)=O)C(OC(N4CCCC4)=O)=C1

InChI

1S/C19H21FN4O3S/c20-14-6-5-13(15(12-14)27-19(26)23-8-3-4-9-23)11-16-17(25)22-18(28-16)24-10-2-1-7-21-24/h5-6,11-12,21H,1-4,7-10H2/b16-11-

InChI key

DIXMMXNNKLCLOM-WJDWOHSUSA-N

Biochem/physiol Actions

CLP290 is a small molecule enhancer of KCC2 activity. It is an orally active and more bioavailable precursor of the selective K+-Cl- cotransporter KCC2 activator CLP257. CLP290 was recently shown to restore Cl- transport and rescue morphine-induced hyperalgesia (MIH) in morphine-treated rats.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ming Chen et al.
eLife, 6 (2017-01-06)
Amyloid precursor protein (APP) is enriched at the synapse, but its synaptic function is still poorly understood. We previously showed that GABAergic short-term plasticity is impaired in
Francesco Ferrini et al.
Scientific reports, 7(1), 3870-3870 (2017-06-22)
Morphine-induced hyperalgesia (MIH) is a severe adverse effect accompanying repeated morphine treatment, causing a paradoxical decrease in nociceptive threshold. Previous reports associated MIH with a decreased expression of the Cl
Martin Gagnon et al.
Nature medicine, 19(11), 1524-1528 (2013-10-08)
The K(+)-Cl(-) cotransporter KCC2 is responsible for maintaining low Cl(-) concentration in neurons of the central nervous system (CNS), which is essential for postsynaptic inhibition through GABA(A) and glycine receptors. Although no CNS disorders have been associated with KCC2 mutations

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