N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide

N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide Structure
CAS No.
893990-34-6
Chemical Name:
N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide
Synonyms
CS-1198;VU 0240551;CID 7211972;VU0240551-1;SID 56405457;VU0240551-2-D4;N-(4-Methylthiazol-2-yl)-2-(6-phenylpyridazin-3-ylthio)acetaMide;N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide;Acetamide, N-(4-methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]-;N-(4-Methyl-thiazol-2-yl)-2-(6-phenyl-pyridazin-3-ylsulfanyl)-acetamide
CBNumber:
CB82518969
Molecular Formula:
C16H14N4OS2
Molecular Weight:
342.44
MOL File:
893990-34-6.mol
MSDS File:
SDS
Modify Date:
2024/10/30 20:13:01

N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide Properties

Melting point 127 - 132°C
Density 1.39±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: >20mg/mL
form powder
pka 7.59±0.50(Predicted)
color Pale Beige to Beige

SAFETY

Risk and Safety Statements

WGK Germany  3

N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) V3890 VU0240551 ≥98% (HPLC) 893990-34-6 5MG ₹22894.88 2022-06-14 Buy
Product number Packaging Price Buy
V3890 5MG ₹22894.88 Buy

N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide Chemical Properties,Uses,Production

Description

VU0240551 is a K+/Cl- cotransporter 2 (KCC2) inhibitor (IC50 = 568 nM). It selectively inhibits KCC2 over Na+/K+/Cl- cotransporter 1 (NKCC1; IC50 = >50 μM) but does inhibit the activity of adenosine A1 and A3 receptors, as well as inhibits activity of L-type calcium channels at the benzothiazepine site and human ether-a-go-go-related gene (hERG) potassium channels by greater than 50% in a panel of 68 receptors, ion channels, and transporters at 10 μM. VU0240551 decreases potassium ion uptake by 70% in HEK293 cells expressing KCC2 when used at a concentration of 1 μM.

Biochem/physiol Actions

VU0240551 is a potent, selective KCC2 inhibitor. KCC2 is a potassium-chloride exchanger expressed specifically in neurons. KCC2 functions to lower intracellular chloride concentrations below the electrochemical potential of the cells, thereby increasing the hyperexcitability of the neurons. KCC2 activity enhances GABA and other inhibitory neurotransmission and is implicated in pain processing. VU0240551 was discovered in a high-throughput screen, followed by directed medicinal chemistry. VU0240551 is selective for KCC2 over NKCC1. VU0240551 binds competitively to the K+ site and binds noncompetitively to the Cl- site. VU0240551 is the only small molecule with specificity for a KCC family member.

N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide Preparation Products And Raw materials

Raw materials

Preparation Products

N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide VU 0240551 N-(4-Methylthiazol-2-yl)-2-(6-phenylpyridazin-3-ylthio)acetaMide CID 7211972 SID 56405457 VU0240551-1 VU0240551-2-D4 N-(4-Methyl-thiazol-2-yl)-2-(6-phenyl-pyridazin-3-ylsulfanyl)-acetamide CS-1198 Acetamide, N-(4-methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]- 893990-34-6