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SML2025

Sigma-Aldrich

AH-7614

≥98% (HPLC)

Synonym(s):

4-Methyl-N-9H-xanthen-9-yl-benzenesulfonamide, AH 7614, Compound 39, NSC 31171, p-Toluenesulfonamide, N-xanthen-9-yl-

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About This Item

Empirical Formula (Hill Notation):
C20H17NO3S
CAS Number:
6326-06-3
Molecular Weight:
351.42
MDL number:
MFCD00379273
UNSPSC Code:
41121800
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=S(NC1C2=C(C=CC=C2)OC3=C1C=CC=C3)(C4=CC=C(C)C=C4)=O

InChI

1S/C20H17NO3S/c1-14-10-12-15(13-11-14)25(22,23)21-20-16-6-2-4-8-18(16)24-19-9-5-3-7-17(19)20/h2-13,20-21H,1H3

InChI key

OZCQEUZTOAAWDK-UHFFFAOYSA-N

Biochem/physiol Actions

AH-7614 is a potent negative allosteric modulator (NAM) of the long-chain free fatty acid receptor FFA4 that prevents differentiation of a mouse mesenchymal stem cell line toward an adipocyte phenotype. AH-7614 (Compound 39) was first described as antagonist of FFA4 that blocks activation of FFA4 by polyunsaturated, ω-6 fatty acid, linoleic acid and GSK137647A.

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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S Villegas-Comonfort et al.
Prostaglandins, leukotrienes, and essential fatty acids, 117, 1-10 (2017-02-27)
Arachidonic acid increased intracellular calcium, in cells expressing green fluorescent protein-tagged human FFA4 receptors, with an EC
Kenneth R Watterson et al.
Molecular pharmacology, 91(6), 630-641 (2017-04-08)
High-affinity and selective antagonists that are able to block the actions of both endogenous and synthetic agonists of G protein-coupled receptors are integral to analysis of receptor function and to support suggestions of therapeutic potential. Although there is great interest
Steven M Sparks et al.
Bioorganic & medicinal chemistry letters, 24(14), 3100-3103 (2014-06-03)
The exploration of a diarylsulfonamide series of free fatty acid receptor 4 (FFA4/GPR120) agonists is described. This work led to the identification of selective FFA4 agonist 8 (GSK137647A) and selective FFA4 antagonist 39. The in vitro profile of compounds 8

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