Didecyldimethylammonium chloride

Didecyldimethylammonium chloride
Names
	Preferred IUPAC name N-Decyl-N,N-dimethyldecan-1-aminium chloride
	Other names DDAC; Dimethyldidecylammonium chloride; 1-Decanaminium; N-decyl-N,N-dimethyl-, chloride; Didecyldimethylammonium chloride; Didecyl dimethyl ammonium chloride; Quaternium-12; Ammonium, didecyldimethyl-, chloride
Identifiers
CAS Number	7173-51-5 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL224987 ;
ChemSpider	22027 ;
ECHA InfoCard	100.027.751
PubChem CID	23558;
UNII	JXN40O9Y9B ;
CompTox Dashboard (EPA)	DTXSID9032537 ;
	show InChI
	show SMILES
Properties
Chemical formula	C22H48ClN
Molar mass	362.08 g/mol
Appearance	liquid
Density	0.87 g/cm3 (20 °C)
Pharmacology
ATC code	D08AJ06 (WHO)
Hazards
Main hazards	corrosive
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	(what is ?)
	Infobox references

Didecyldimethylammonium chloride (DDAC) is an antiseptic/disinfectant that is used in many biocidal applications. It causes disruption of intermolecular interactions and dissociation of lipid bilayers. It is a broad spectrum bactericidal and fungicidal and can be used as disinfectant cleaner for linen, recommended for use in hospitals, hotels and industries. It is also used in gynaecology, surgery, ophthalmology, pediatrics, OT, and for the sterilization of surgical instruments, endoscopes and surface disinfection.

In mice this disinfectant was found to cause infertility and birth defects when combined with Alkyl (60% C14, 25% C12, 15% C16) dimethyl benzyl ammonium chloride (ADBAC),.^[3]^[4] These studies contradict the older toxicology data set on quaternary ammonia compounds which was reviewed by the U.S. Environmental Protection Agency (U.S. EPA) and the EU Commission.^[5]

References[]

^ Jump up to: ^a ^b ^c ^d ^e ^f ^g "Didecyl dimethyl ammonium chloride", Household Products Database, US Department of Health and Human Services, 2016
^ Jump up to: ^a ^b ^c Record of didecyldimethylammonium chloride in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 November 2007.
^ Brendan Maher (2008). "Lab disinfectant harms mouse fertility". Nature. 453 (7198): 964. doi:10.1038/453964a. PMID 18563110.
^ Melin, Vanessa (2014). "Exposure to common quaternary ammonium disinfectants decreases fertility in mice". Reproductive Toxicology (Elmsford, N.Y.). NIH. 50: 163–170. doi:10.1016/j.reprotox.2014.07.071. PMC 4260154. PMID 25483128.
^ Office of Prevention, Pesticides and Toxic Substances, US EPA (August 2006). "Reregistration Eligibility Decision for Aliphatic Alkyl Quaternaries (DDAC)". Epa739-R-06-008.CS1 maint: multiple names: authors list (link)

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[HPD-1] Jump up to: ^a ^b ^c ^d ^e ^f ^g "Didecyl dimethyl ammonium chloride", Household Products Database, US Department of Health and Human Services, 2016

[GESTIS-2] Jump up to: ^a ^b ^c Record of didecyldimethylammonium chloride in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 November 2007.

[3] Brendan Maher (2008). "Lab disinfectant harms mouse fertility". Nature. 453 (7198): 964. doi:10.1038/453964a. PMID 18563110.

[4] Melin, Vanessa (2014). "Exposure to common quaternary ammonium disinfectants decreases fertility in mice". Reproductive Toxicology (Elmsford, N.Y.). NIH. 50: 163–170. doi:10.1016/j.reprotox.2014.07.071. PMC 4260154. PMID 25483128.

[5] Office of Prevention, Pesticides and Toxic Substances, US EPA (August 2006). "Reregistration Eligibility Decision for Aliphatic Alkyl Quaternaries (DDAC)". Epa739-R-06-008.CS1 maint: multiple names: authors list (link)

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show v t Antiseptics and disinfectants (D08)
Acridine derivatives	Ethacridine lactate 9-Aminoacridine Euflavine
Biguanides and amidines	Dibrompropamidine Chlorhexidine^# Propamidine Hexamidine Polihexanide
Phenol and derivatives	Hexachlorophene Policresulen Phenol Triclosan Triclocarban Chloroxylenol^# Biphenylol Fenticlor
Nitrofuran derivatives	Nitrofurazone
Iodine products	Iodine/octylphenoxypolyglycolether Povidone-iodine^# Diiodohydroxypropane
Quinoline derivatives	Dequalinium Chlorquinaldol Oxyquinoline Clioquinol
Quaternary ammonium compounds	Benzalkonium Benzethonium chloride Cetrimonium (bromide/chloride) Cetylpyridinium Cetrimide Benzoxonium chloride Didecyldimethylammonium chloride
Mercurial products	Mercuric amidochloride Phenylmercuric borate Mercuric chloride Merbromin Nitromersol Thiomersal Mercuric iodide
Silver compounds	Silver nitrate
Alcohols	Propanol (propyl alcohol) Isopropanol (isopropyl alcohol) Ethanol (ethyl alcohol)^#
Other	Potassium permanganate Sodium hypochlorite Halazone Monalazone Hydrogen peroxide Eosin Chloramine-T (tosylchloramide) Octenidine dihydrochloride
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Names

Preferred IUPAC name N-Decyl-N,N-dimethyldecan-1-aminium chloride
Other names DDAC Dimethyldidecylammonium chloride^[1] 1-Decanaminium^[1] N-decyl-N,N-dimethyl-, chloride^[1] Didecyldimethylammonium chloride^[1] Didecyl dimethyl ammonium chloride^[1] Quaternium-12^[1] Ammonium, didecyldimethyl-, chloride^[1]
Identifiers
CAS Number	7173-51-5^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL224987^Y
ChemSpider	22027^Y
ECHA InfoCard	100.027.751
PubChem CID	23558
UNII	JXN40O9Y9B^Y
CompTox Dashboard (EPA)	DTXSID9032537
show InChI InChI=1S/C22H48N.ClH/c1-5-7-9-11-13-15-17-19-21-23(3,4)22-20-18-16-14-12-10-8-6-2;/h5-22H2,1-4H3;1H/q+1;/p-1^Y Key: RUPBZQFQVRMKDG-UHFFFAOYSA-M^Y InChI=1/C22H48N.ClH/c1-5-7-9-11-13-15-17-19-21-23(3,4)22-20-18-16-14-12-10-8-6-2;/h5-22H2,1-4H3;1H/q+1;/p-1 Key: RUPBZQFQVRMKDG-REWHXWOFAJ
show SMILES [Cl-].C(CCCCC[N+](C)(CCCCCCCCCC)C)CCCC
Properties
Chemical formula	C₂₂H₄₈ClN
Molar mass	362.08 g/mol
Appearance	liquid^[2]
Density	0.87 g/cm³ (20 °C)^[2]
Pharmacology
ATC code	D08AJ06 (WHO)
Hazards
Main hazards	corrosive^[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y (what is ^YN ?)
Infobox references

Didecyldimethylammonium chloride

See also[]

References[]