ChemicalBook > CAS DataBase List > N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide

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

Product Name
N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide
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;VU 0240551, 10 mM in DMSO;VU 0240551, KCC2 inhibitor;N-(4-Methylthiazol-2-yl)-2-(6-phenylpyridazin-3-ylthio)acetaMide;N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide
CBNumber
CB82518969
Molecular Formula
C16H14N4OS2
Formula Weight
342.44
MOL File
893990-34-6.mol
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N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide Property

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
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
V3890
Product name
VU0240551
Purity
≥98% (HPLC)
Packaging
5mg
Price
$229
Updated
2024/03/01
Sigma-Aldrich
Product number
V3890
Product name
VU0240551
Purity
≥98% (HPLC)
Packaging
25mg
Price
$781
Updated
2022/05/15
Cayman Chemical
Product number
29790
Product name
VU0240551
Packaging
5mg
Price
$78
Updated
2024/03/01
Cayman Chemical
Product number
29790
Product name
VU0240551
Packaging
50mg
Price
$543
Updated
2024/03/01
Cayman Chemical
Product number
29790
Product name
VU0240551
Packaging
10mg
Price
$132
Updated
2024/03/01
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N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide Chemical Properties,Usage,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.

Uses

This molecule acts as an inhibitor of the K-Cl cotransporter KCC2, which is primarily responsible for maintaining intracellular Cl- concentrations including regulating an excess or lack of ions following periods of under or overstimulation, as well as general dendritic development.

Definition

ChEBI: N-(4-methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide is a member of pyridazines and a ring assembly.

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.

storage

Store at +4°C

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

Raw materials

Preparation Products

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

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893990-34-6, N-(4-Methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamideRelated Search:

N-[1-(2-Fluorophenyl)-3-phenyl-1H-pyrazol-5-yl]-4-nitrobenzamide Benzamide, 4-(cyclopropylmethoxy)-3-methoxy-N-[2-(1H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)phenyl]- VU0134992(hydrochloride) VU6005649 VU 591 hydrochloride VU0810464 VU0483605 N-(4-Chloro-3-methoxyphenyl)-2-pyridinecarboxamide 1-(4-Methoxybenzyl)-5-trifluoromethoxyisatin VU 6008667 (1R,2R)-N-([S]-1-{4-[5-broMo-2-oxo-2,3-dihydro-1H-benzo(d)iMidazol-1-yl]piperidin-1-yl}propan-2-yl)-2-phenylcyclopropanecarboxaMide 5-Amino-3,4-dimethyl-thieno[2,3-c]pyridazine-6-carboxylic acid 4-trifluoromethanesulfonyl-benzylamide 3-methylsulfanyl-7,8-dihydro-6H-cyclopenta[4,5]thieno[1,2-c]pyrimidin-1-amine VU 0360172 VU 0365114 VU 0357121 VU 0360223 VU 0364439

  • 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]-
  • VU 0240551, KCC2 inhibitor
  • VU 0240551, 10 mM in DMSO
  • 893990-34-6