Denatonium Free Base | CAS# 47324-98-1 (cation) | quaternary ammonium cation

MedKoo Cat#: 413529 | Name: Denatonium Free Base

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Denatonium Free Base is a quaternary ammonium cation. It is a compound of a salt with an inert anion like benzoate or saccharide. The structure of denatonium is related to the local anesthetic lidocaine, differing only by the addition of a benzyl group to the amino nitrogen. Other similar compounds are procaine and benzocaine.

Chemical Structure

Denatonium Free Base

CAS#47324-98-1 (cation)

Theoretical Analysis

MedKoo Cat#: 413529

Name: Denatonium Free Base

CAS#: 47324-98-1 (cation)

Chemical Formula: C21H29N2O+

Exact Mass: 325.2274

Molecular Weight: 325.48

Elemental Analysis: C, 77.50; H, 8.98; N, 8.61; O, 4.92

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

47324-98-1 (cation) 1674-99-3 (chloride) 3734-33-6 (benzoate)

Synonym

Denatonium Free Base; UNII-4IK22DF4OU

IUPAC/Chemical Name

N-benzyl-2-((2,6-dimethylphenyl)amino)-N,N-diethyl-2-oxoethan-1-aminium

InChi Key

ZFQMTVNLDNXRNQ-UHFFFAOYSA-O

InChi Code

InChI=1S/C21H28N2O/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/h7-14H,5-6,15-16H2,1-4H3/p+1

SMILES Code

CC[N+](CC1=CC=CC=C1)(CC(NC2=C(C)C=CC=C2C)=O)CC

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

	Solvent	mg/mL	mM
Solubility
	To be determined	0.0	0.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 325.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Jiang J, Lv Z, Qi L, Enayatullah H, Wei Q, Yu D, Shi F. Denatonium as a bitter taste receptor agonist damages jejunal epithelial cells of yellow- feathered chickens via inducing apoptosis. Animal. 2020 Jun;14(6):1223-1233. doi: 10.1017/S1751731119002994. Epub 2019 Dec 16. PMID: 31840624. 2: Cosmetic Ingredient Review Expert Panel. Final report of the safety assessment of Alcohol Denat., including SD Alcohol 3-A, SD Alcohol 30, SD Alcohol 39, SD Alcohol 39-B, SD Alcohol 39-C, SD Alcohol 40, SD Alcohol 40-B, and SD Alcohol 40-C, and the denaturants, Quassin, Brucine Sulfate/Brucine, and Denatonium Benzoate. Int J Toxicol. 2008;27 Suppl 1:1-43. doi: 10.1080/10915810802032388. PMID: 18569160. 3: Carey RM, Workman AD, Hatten KM, Siebert AP, Brooks SG, Chen B, Adappa ND, Palmer JN, Kennedy DW, Lee RJ, Cohen NA. Denatonium-induced sinonasal bacterial killing may play a role in chronic rhinosinusitis outcomes. Int Forum Allergy Rhinol. 2017 Jul;7(7):699-704. doi: 10.1002/alr.21949. Epub 2017 May 23. PMID: 28544530; PMCID: PMC5889925. 4: Lege S, Eisenhofer A, Heras JEY, Zwiener C. Identification of transformation products of denatonium - Occurrence in wastewater treatment plants and surface waters. Sci Total Environ. 2019 Oct 10;686:140-150. doi: 10.1016/j.scitotenv.2019.05.423. Epub 2019 Jun 1. PMID: 31176813. 5: Chen KH, Chung KM, Chung JH, Chen KT. Asthma associated with denatonium benzoate in a healthcare worker in Taiwan: A case report. Medicine (Baltimore). 2019 May;98(21):e15818. doi: 10.1097/MD.0000000000015818. PMID: 31124982; PMCID: PMC6571374. 6: Klein-Schwartz W. Denatonium benzoate: review of efficacy and safety. Vet Hum Toxicol. 1991 Dec;33(6):545-7. PMID: 1808826. 7: Civantos AM, Maina IW, Arnold M, Lin C, Stevens EM, Tan LH, Gleeson PK, Colquitt LR, Cowart BJ, Bosso JV, Palmer JN, Adappa ND, Kohanski MA, Reed DR, Cohen NA. Denatonium benzoate bitter taste perception in chronic rhinosinusitis subgroups. Int Forum Allergy Rhinol. 2020 Sep 3. doi: 10.1002/alr.22687. Epub ahead of print. PMID: 32885614. 8: Liu M, Qian W, Subramaniyam S, Liu S, Xin W. Denatonium enhanced the tone of denuded rat aorta via bitter taste receptor and phosphodiesterase activation. Eur J Pharmacol. 2020 Apr 5;872:172951. doi: 10.1016/j.ejphar.2020.172951. Epub 2020 Feb 7. PMID: 32006560. 9: Lege S, Guillet G, Merel S, Yanez Heras JE, Zwiener C. Denatonium - A so far unrecognized but ubiquitous water contaminant? Water Res. 2017 Apr 1;112:254-260. doi: 10.1016/j.watres.2017.01.056. Epub 2017 Jan 31. PMID: 28171820. 10: Salvestrini V, Ciciarello M, Pensato V, Simonetti G, Laginestra MA, Bruno S, Pazzaglia M, De Marchi E, Forte D, Orecchioni S, Martinelli G, Bertolini F, Méndez-Ferrer S, Adinolfi E, Di Virgilio F, Cavo M, Curti A. Denatonium as a Bitter Taste Receptor Agonist Modifies Transcriptomic Profile and Functions of Acute Myeloid Leukemia Cells. Front Oncol. 2020 Jul 24;10:1225. doi: 10.3389/fonc.2020.01225. PMID: 32793492; PMCID: PMC7393209.