S6821

S6821
Identifiers
	IUPAC name 3-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]pyrazol-4-yl]-1-[(3-hydroxyphenyl)methyl]imidazolidine-2,4-dione;
CAS Number	1119831-25-2;
PubChem CID	57422431;
ChemSpider	26233877;
UNII	1P43YY1KO2;
ChEMBL	ChEMBL3924866;
CompTox Dashboard (EPA)	DTXSID401020013 ;
Chemical and physical data
Formula	C19H19N5O4
Molar mass	381.392 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=C(C(=NO1)C)CN2C=C(C=N2)N3C(=O)CN(C3=O)CC4=CC(=CC=C4)O;
	InChI InChI=1S/C19H19N5O4/c1-12-17(13(2)28-21-12)10-23-9-15(7-20-23)24-18(26)11-22(19(24)27)8-14-4-3-5-16(25)6-14/h3-7,9,25H,8,10-11H2,1-2H3; Key:LLJBKECMPVCSDS-UHFFFAOYSA-N;

S6821 is a food additive that acts as a potent and selective antagonist of the bitter taste receptor TAS2R8. It has been approved as a food additive to block the bitter taste of certain active pharmaceutical ingredients, excipients, and nutraceuticals which primarily produce their bitter taste through binding to TAS2R8.^[1]^[2]

References

^ Karanewsky DS, Arthur AJ, Liu H, Chi B, Ida L, Markison S (2016). "Toxicological evaluation of two novel bitter modifying flavour compounds: 3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-1-(3-hydroxybenzyl)imidazolidine-2,4-dione and 3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-1-(3-hydroxybenzyl)-5,5-dimethylimidazolidine-2,4-dione". Toxicology Reports. 3: 310–327. Bibcode:2016ToxR....3..310K. doi:10.1016/j.toxrep.2016.02.007. PMC 5615838. PMID 28959552.
^ Fotsing JR, Darmohusodo V, Patron AP, Ching BW, Brady T, Arellano M, et al. (May 2020). "Discovery and Development of S6821 and S7958 as Potent TAS2R8 Antagonists". Journal of Medicinal Chemistry. 63 (9): 4957–4977. doi:10.1021/acs.jmedchem.0c00388. PMID 32330040.

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[1] Karanewsky DS, Arthur AJ, Liu H, Chi B, Ida L, Markison S (2016). "Toxicological evaluation of two novel bitter modifying flavour compounds: 3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-1-(3-hydroxybenzyl)imidazolidine-2,4-dione and 3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-1-(3-hydroxybenzyl)-5,5-dimethylimidazolidine-2,4-dione". Toxicology Reports. 3: 310–327. Bibcode:2016ToxR....3..310K. doi:10.1016/j.toxrep.2016.02.007. PMC 5615838. PMID 28959552.

[2] Fotsing JR, Darmohusodo V, Patron AP, Ching BW, Brady T, Arellano M, et al. (May 2020). "Discovery and Development of S6821 and S7958 as Potent TAS2R8 Antagonists". Journal of Medicinal Chemistry. 63 (9): 4957–4977. doi:10.1021/acs.jmedchem.0c00388. PMID 32330040.

[1]

[2]

See also

References