D5765

Sigma-Aldrich

Denatonium benzoate

≥98%

Synonym(s):
Benzyldiethyl(2,6-xylyl­carbamoyl­methyl)­ammonium benzoate, THS 839, N,N-Diethyl-N-[(2,6-dimethylphenyl­carbamoyl)­methyl]­benzyl­ammonium benzoate
Linear Formula:
C21H29N2O · C7H5O2
CAS Number:
Molecular Weight:
446.58
Beilstein/REAXYS Number:
8179408
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98%

mp

164-168 °C (lit.)

SMILES string

[O-]C(=O)c1ccccc1.CC[N+](CC)(CC(=O)Nc2c(C)cccc2C)Cc3ccccc3

InChI

1S/C21H28N2O.C7H6O2/c1-5-23(6-2,15-19-13-8-7-9-14-19)16-20(24)22-21-17(3)11-10-12-18(21)4;8-7(9)6-4-2-1-3-5-6/h7-14H,5-6,15-16H2,1-4H3;1-5H,(H,8,9)

InChI key

VWTINHYPRWEBQY-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

Acute Tox. 4 Oral - Aquatic Chronic 3

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 2

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

W Klein-Schwartz
Veterinary and human toxicology, 33(6), 545-547 (1991-12-01)
The efficacy and toxicity studies on denatonium benzoate are limited and may be subject to varying interpretations when viewed in the context of a potential poisoning situation. Efficacy studies to date in children have shown that in a controlled environment...
Anne Brockhoff et al.
Journal of agricultural and food chemistry, 55(15), 6236-6243 (2007-06-28)
Sesquiterpene lactones are a major class of natural bitter compounds occurring in vegetables and culinary herbs as well as in aromatic and medicinal plants, where they often represent the main gustatory and pharmacologically active component. Investigations on sesquiterpene lactones have...
S R Hansen et al.
Veterinary and human toxicology, 35(3), 234-236 (1993-06-01)
When ingested at 10 ppm by human beings, denatonium benzoate has an extremely bitter, unpleasant taste. The addition of denatonium benzoate to liquid dish detergents and orange juice reduces the amount ingested by children. The toxicity of denatonium benzoate is...
Sami Damak et al.
Chemical senses, 31(3), 253-264 (2006-01-27)
Trpm5 is a calcium-activated cation channel expressed selectively in taste receptor cells. A previous study reported that mice with an internal deletion of Trpm5, lacking exons 15-19 encoding transmembrane segments 1-5, showed no taste-mediated responses to bitter, sweet, and umami...
Karel Talavera et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 22(5), 1343-1355 (2007-12-12)
Ordinary gustatory experiences, which are usually evoked by taste mixtures, are determined by multiple interactions between different taste stimuli. The most studied model for these gustatory interactions is the suppression of the responses to sweeteners by the prototype bitter compound...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service