Didecyldimethylammonium chloride

{{chembox

| verifiedrevid = 460784273

| ImageFile=didecyldimethylammonium chloride.png

| ImageSize=

| PIN=N-Decyl-N,N-dimethyldecan-1-aminium chloride

| OtherNames={{plainlist|

• DDAC
• Dimethyldidecylammonium chloride{{citation |url=https://hpd.nlm.nih.gov/cgi-bin/household/search?queryx=7173-51-5&tbl=TblChemicals&prodcat=all |title=Didecyl dimethyl ammonium chloride |work=Household Products Database |publisher=US Department of Health and Human Services |year=2016}}{{Cite PubChem

|cid=18008609

|title=didecyl(dimethyl)azanium;dimethyl(dioctyl)azanium;dichloride

|access-date=23 July 2023}}

• 1-Decanaminium
• N-decyl-N,N-dimethyl-, chloride
• Didecyldimethylammonium chloride
• Didecyl dimethyl ammonium chloride
• Quaternium-12

Ammonium, didecyldimethyl-, chloride}}

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 22027

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = JXN40O9Y9B

| 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

| InChIKey = RUPBZQFQVRMKDG-REWHXWOFAJ

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = RUPBZQFQVRMKDG-UHFFFAOYSA-M

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo=7173-51-5

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 224987

| PubChem=23558

| SMILES = [Cl-].C(CCCCC[N+](C)(CCCCCCCCCC)C)CCCC

}}

|Section2={{Chembox Properties

| Formula=C₂₂H₄₈ClN

| MolarMass=362.08 g/mol

| Appearance= liquid{{GESTIS|ZVG=491462|CAS=7173-51-5|Name=didecyldimethylammonium chloride|Date=2 November 2007}}

| Density=0.87 g/cm³ (20 °C)

| MeltingPt=

| BoilingPt=

| Solubility=

}}

|Section6={{Chembox Pharmacology

| ATCCode_prefix = D08

| ATCCode_suffix = AJ06

}}

|Section7={{Chembox Hazards

| GHSPictograms = {{GHS05}}{{GHS07}}{{GHS09}}

| MainHazards=corrosive

| FlashPt=

| AutoignitionPt =

}}}}

Didecyldimethylammonium chloride (DDAC) is a quaternary ammonium compound used as an antiseptic/disinfectant. It causes the disruption of intermolecular interactions and the dissociation of lipid bilayers. The bacteriostatic (prevent growth) or bactericidal (kill microorganism) activity of DDAC depends on its concentration and the growth phase of the microbial population.{{Cite book | vauthors = Kampf G | chapter = Didecyldimethylammonium Chloride | date = 2018 | pages = 371–394 | publisher = Springer | location = Cham. |title=Antiseptic Stewardship |language=en |doi=10.1007/978-3-319-98785-9_11 | isbn = 978-3-319-98785-9 }} It is a broad spectrum biocidal against bacteria and fungi 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).{{cite journal | vauthors = Hunt P | title = Lab disinfectant harms mouse fertility. Patricia Hunt interviewed by Brendan Maher | journal = Nature | volume = 453 | issue = 7198 | pages = 964 | date = June 2008 | pmid = 18563110 | doi = 10.1038/453964a | doi-access = free }}{{cite journal | vauthors = Melin VE, Potineni H, Hunt P, Griswold J, Siems B, Werre SR, Hrubec TC | title = Exposure to common quaternary ammonium disinfectants decreases fertility in mice | journal = Reproductive Toxicology | volume = 50 | pages = 163–170 | date = December 2014 | pmid = 25483128 | pmc = 4260154 | doi = 10.1016/j.reprotox.2014.07.071 | publisher = NIH | bibcode = 2014RepTx..50..163M }} 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.{{cite journal| author = ((Office of Prevention, Pesticides and Toxic Substances, US EPA)) |title=Reregistration Eligibility Decision for Aliphatic Alkyl Quaternaries (DDAC)|journal=Epa739-R-06-008|date=August 2006}} In addition, DDAC, as well as other quaternary ammonia compounds, can lead to the acquisition of resistance by microorganisms when employed in sub-lethal concentrations.{{cite journal | vauthors = Pedreira A, Vázquez JA, García MR | title = Kinetics of Bacterial Adaptation, Growth, and Death at Didecyldimethylammonium Chloride sub-MIC Concentrations | journal = Frontiers in Microbiology | volume = 13 | pages = 758237 | date = 2022-04-07 | pmid = 35464917 | pmc = 9023358 | doi = 10.3389/fmicb.2022.758237 | doi-access = free }}