AH-7614

Modify Date: 2024-01-15 10:04:33

AH-7614 Structure
AH-7614 structure
Common Name AH-7614
CAS Number 6326-06-3 Molecular Weight 351.41900
Density 1.37g/cm3 Boiling Point 505.9ºC at 760mmHg
Molecular Formula C20H17NO3S Melting Point N/A
MSDS N/A Flash Point 259.8ºC

 Use of AH-7614


AH-7614 is a potent and selective FFA4 antagonist, with pIC50s of 7.1, 8.1, and 8.1 for human, mouse, and rat FFA4, respectively. AH-7614 has selectivity for FFA4 over FFA1 (pIC50<4.6). AH-7614 is also a negative allosteric modulator (NAM) of FFA4. AH-7614 is able to block effects of both the polyunsaturated ω-6 fatty acid linoleic acid and the synthetic FFA4 agonist[1][2].

 Names

Name N-Xanthen-9-yl-toluol-4-sulfonamid
Synonym More Synonyms

 AH-7614 Biological Activity

Description AH-7614 is a potent and selective FFA4 antagonist, with pIC50s of 7.1, 8.1, and 8.1 for human, mouse, and rat FFA4, respectively. AH-7614 has selectivity for FFA4 over FFA1 (pIC50<4.6). AH-7614 is also a negative allosteric modulator (NAM) of FFA4. AH-7614 is able to block effects of both the polyunsaturated ω-6 fatty acid linoleic acid and the synthetic FFA4 agonist[1][2].
Related Catalog
Target

pIC50: 7.1 (human FFA4)[1]

In Vitro AH-7614 (compound 39) (0.063-1 μM) blocks intracellular Ca2+ response induced by both linoleic acid and FFAR4 agonist in FFA4 expressing U2OS cells[1]. AH-7614 (100 μM) abolishes the enhancement in glucose-stimulated insulin secretion by GSK137647A in NCI-H716 cells[1]. AH-7614 (0.001-10 μM; 15 min) blocks TUG-891-mediated internalization of FFA4 from the cell surface (pIC50=7.70)[2]. AH-7614 (10 μM; 30 min) blocks agonist-induced elevation of intracellular inositol monophosphates and phosphorylation of FFA4[2].
In Vivo AH7614 (50 μg; intratumoral injection once every 4 d for 20 d) reduces the tumor growth in mice[3]. AH7614 (50 μg; intratumoral injection one day prior to epirubicin injection) enhances cancer cell sensitivity to the chemotherapy and inhibit tumor progression by blocking GPR120 signaling in combination with Epirubicin[3].
References

[1]. Sparks SM, et, al. Identification of diarylsulfonamides as agonists of the free fatty acid receptor 4 (FFA4/GPR120). Bioorg Med Chem Lett. 2014 Jul 15;24(14):3100-3.

[2]. Watterson KR, et, al. Probe-Dependent Negative Allosteric Modulators of the Long-Chain Free Fatty Acid Receptor FFA4. Mol Pharmacol. 2017 Jun;91(6):630-641.

[3]. Wang X, et, al. Fatty acid receptor GPR120 promotes breast cancer chemoresistance by upregulating ABC transporters expression and fatty acid synthesis. EBioMedicine. 2019 Feb;40:251-262.

 Chemical & Physical Properties

Density 1.37g/cm3
Boiling Point 505.9ºC at 760mmHg
Molecular Formula C20H17NO3S
Molecular Weight 351.41900
Flash Point 259.8ºC
Exact Mass 351.09300
PSA 63.78000
LogP 5.64030
Index of Refraction 1.685

 Safety Information

HS Code 2935009090

 Customs

HS Code 2935009090
Summary 2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

 Synonyms

4-methyl-N-9H-xanthen-9-yl-Benzamide
N-xanthen-9-yl-p-toluamide
N-xanthen-9-yl-toluene-4-sulfonamide
N-xanthyl-p-toluenesulfonamide