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6326-06-3

6326-06-3 structure
6326-06-3 structure
  • Name: AH-7614
  • Chemical Name: N-Xanthen-9-yl-toluol-4-sulfonamid
  • CAS Number: 6326-06-3
  • Molecular Formula: C20H17NO3S
  • Molecular Weight: 351.41900
  • Catalog: Signaling Pathways GPCR/G Protein GPR120
  • Create Date: 2017-02-21 19:25:03
  • Modify Date: 2024-01-15 10:04:33
  • 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].
Name N-Xanthen-9-yl-toluol-4-sulfonamid
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
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.
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
HS Code 2935009090
13707-49-8 structure

13707-49-8
88284-48-4 structure

88284-48-4

~10%

6326-06-3 structure

6326-06-3
Literature: Lu, Shan-Shan; Lu, Chong-Dao Synlett, 2013 , vol. 24, # 5 art. no. ST-2012-W1105-L, p. 640 - 644
92-83-1 structure

92-83-1
55962-05-5 structure

55962-05-5

~75%

6326-06-3 structure

6326-06-3
Literature: Liu, Yungen; Guan, Xiangguo; Wong, Ella Lai-Ming; Liu, Peng; Huang, Jie-Sheng; Che, Chi-Ming Journal of the American Chemical Society, 2013 , vol. 135, # 19 p. 7194 - 7204
90-46-0 structure

90-46-0
70-55-3 structure

70-55-3

~%

6326-06-3 structure

6326-06-3
Literature: Phillips; Frank Journal of Organic Chemistry, 1944 , vol. 9, p. 9,10
90-47-1 structure

90-47-1
70-55-3 structure

70-55-3

~%

6326-06-3 structure

6326-06-3
Literature: Weng, Zhen-Tao; Li, Yuan; Tian, Shi-Kai Journal of Organic Chemistry, 2011 , vol. 76, # 19 p. 8095 - 8099
35598-63-1 structure

35598-63-1
98-59-9 structure

98-59-9

~%

6326-06-3 structure

6326-06-3
Literature: Sparks, Steven M.; Chen, Grace; Collins, Jon L.; Danger, Dana; Dock, Steven T.; Jayawickreme, Channa; Jenkinson, Stephen; Laudeman, Christopher; Leesnitzer, M. Anthony; Liang, Xi; Maloney, Patrick; McCoy, David C.; Moncol, David; Rash, Vincent; Rimele, Thomas; Vulimiri, Padmaja; Way, James M.; Ross, Sean Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 14 p. 3100 - 3103
20114-58-3 structure

20114-58-3

~%

6326-06-3 structure

6326-06-3
Literature: Weng, Zhen-Tao; Li, Yuan; Tian, Shi-Kai Journal of Organic Chemistry, 2011 , vol. 76, # 19 p. 8095 - 8099
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%

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