SML2924
AZ1729
≥98% (HPLC)
Synonym(s):
AZ 1729, N-[3-(2-carbamimidamido-4-methyl-1,3-thiazol-5-yl)phenyl]-4-fluorobenzamide
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About This Item
Empirical Formula (Hill Notation):
C18H16FN5OS
CAS Number:
Molecular Weight:
369.42
UNSPSC Code:
12352200
NACRES:
NA.77
Product Name
AZ1729, ≥98% (HPLC)
SMILES string
Fc1ccc(cc1)C(=O)Nc2cc(ccc2)c3[s]c(nc3C)NC(=N)N
InChI key
HULFYSCAJVTAAR-UHFFFAOYSA-N
InChI
1S/C18H16FN5OS/c1-10-15(26-18(22-10)24-17(20)21)12-3-2-4-14(9-12)23-16(25)11-5-7-13(19)8-6-11/h2-9H,1H3,(H,23,25)(H4,20,21,22,24)
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
AZ1729 is a short chain fatty acid receptor FFA2 (GPR43) regulator that acts as a direct allosteric agonist and as a positive allosteric modulator (PAM). AZ1729 selectively enhances Gi-mediated signaling (Gi-biased ligand), but not at those transduced by Gq/G11 pathway.
FFA2 (GPR43) regulator that acts as a direct allosteric agonist and as a positive allosteric modulator (PAM); Gi-biased ligand
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Eugenia Sergeev et al.
Scientific reports, 7(1), 13741-13741 (2017-10-25)
Free Fatty Acid Receptor 2 is a GPCR activated by short chain fatty acids produced in high levels in the lower gut by microbial fermentation of non-digestible carbohydrates. A major challenge in studying this receptor is that the mouse ortholog
Daniele Bolognini et al.
The Journal of biological chemistry, 291(36), 18915-18931 (2016-07-08)
The short chain fatty acid receptor FFA2 is able to stimulate signaling via both Gi- and Gq/G11-promoted pathways. These pathways are believed to control distinct physiological end points but FFA2 receptor ligands appropriate to test this hypothesis have been lacking.
Simon Lind et al.
Biochimica et biophysica acta. Molecular cell research, 1867(6), 118689-118689 (2020-02-25)
The non-activating allosteric modulator AZ1729, specific for free fatty acid receptor 2 (FFAR2), transfers the orthosteric FFAR2 agonists propionate and the P2Y2R specific agonist ATP into activating ligands that trigger an assembly of the neutrophil superoxide generating NADPH-oxidase. The homologous
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