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313254-51-2

313254-51-2 Structure

313254-51-2 Structure
IdentificationBack Directory
[Name]

2,2-Diphenyl-N-[4-(thiazol-2-ylsulfamoyl)-phenyl]-acetamide
[CAS]

313254-51-2
[Synonyms]

ICA-121431
ICA-121431 >=98% (HPLC)
ICA-121431;ICA 121431;ICA121431
2,2-Diphenyl-N-[4-(thiazol-2-ylsulfamoyl
2,2-Diphenyl-N-[4-(thiazol-2-ylsulfamoyl)-phenyl]-acetamide
2,2-DIPHENYL-N-(4-(N-THIAZOL-2-YLSULFAMOYL)PHENYL) ACETAMIDE
α-Phenyl-N-[4-[(2-thiazolylamino)sulfonyl]phenyl]-benzeneacetamide
Benzeneacetamide, α-phenyl-N-[4-[(2-thiazolylamino)sulfonyl]phenyl]-
alpha-Phenyl-N-[4-[(2-thiazolylamino)sulfonyl]phenyl]benzeneacetamide
[EINECS(EC#)]

809-095-0
[Molecular Formula]

C23H19N3O3S2
[MDL Number]

MFCD00992334
[MOL File]

313254-51-2.mol
[Molecular Weight]

449.55
Chemical PropertiesBack Directory
[density ]

1.409±0.06 g/cm3(Predicted)
[storage temp. ]

room temp
[solubility ]

DMSO: soluble20mg/mL, clear
[form ]

powder
[pka]

7.03±0.10(Predicted)
[color ]

white to beige
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
[InChI]

1S/C23H19N3O3S2/c27-22(21(17-7-3-1-4-8-17)18-9-5-2-6-10-18)25-19-11-13-20(14-12-19)31(28,29)26-23-24-15-16-30-23/h1-16,21H,(H,24,26)(H,25,27)
[InChIKey]

URSQNPPONHUJDL-UHFFFAOYSA-N
[SMILES]

[S](=O)(=O)(Nc4[s]ccn4)c1ccc(cc1)NC(=O)C(c3ccccc3)c2ccccc2
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-36
[Safety Statements ]

26
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 4
Eye Irrit. 2
Hazard InformationBack Directory
[Description]

ICA 121431 is a voltage-gated sodium channel (Nav) blocker that selectively blocks Nav1.1 and Nav1.3 over Nav1.4, and Nav1.5-1.8 channels (IC50s = <20, 19, 240, and >10,000 nM, respectively). It induces a concentration-dependent hyperpolarizing shift in voltage dependence of inactivation of Nav1.3 channels at a concentration 1 μM but has no effect on resting channels. Substitution of the Nav1.3 domain IV voltage-sensor domain (VSD4) with the Nav1.5 VSD4 reduces ICA 121431 potency by approximately 500-fold.
[Uses]

ICA 121431 is a voltage-gated sodium (Nav) channel inhibitor.
[IC 50]

hNav1.1: 13 nM (IC50); hNav1.3: 23 nM (IC50); hNav1.4: 240 nM (IC50); hNav1.6: >10 μM (IC50); hNav1.5: >10 μM (IC50); hNav1.8: >10 μM (IC50)
[storage]

Store at -20°C
[References]

McCormack et al. (2013), Voltage sensor interaction site for selective small molecule inhibitors of voltage-gated sodium channels; Proc. Natl. Acad. Sci. USA 110 E2724 Ostenn et al. (2017), Pharmacology of the Nav1.1 domain IV voltage sensor reveals coupling between inactivation gating processes; Proc. Natl. Acad. Sci. USA 114 6836
Spectrum DetailBack Directory
[Spectrum Detail]

2,2-Diphenyl-N-[4-(thiazol-2-ylsulfamoyl)-phenyl]-acetamide(313254-51-2)1HNMR
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