Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C9H16ClN4.Cl |
| Molecular Weight | 251.156 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Cl-].Cl\C=C/C[N+]12CN3CN(CN(C3)C1)C2
InChI
InChIKey=UKHVLWKBNNSRRR-ODZAUARKSA-M
InChI=1S/C9H16ClN4.ClH/c10-2-1-3-14-7-11-4-12(8-14)6-13(5-11)9-14;/h1-2H,3-9H2;1H/q+1;/p-1/b2-1-;
| Molecular Formula | C9H16ClN4 |
| Molecular Weight | 215.703 |
| Charge | 1 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: http://www.safecosmetics.org/get-the-facts/chemicals-of-concern/quaternium-15/http://msdssearch.dow.com/PublishedLiteratureDOWCOM/dh_0884/0901b803808849c6.pdf?filepath=productsafety/pdfs/noreg/233-00847.pdf&fromPage=GetDoc | http://ec.europa.eu/health/archive/ph_risk/committees/04_sccs/docs/sccs_q_019.pdfCurator's Comment: description was created based on several sources, including
http://www.cbsnews.com/news/johnson-johnson-to-phase-out-potentially-harmful-chemicals-by-2015/
Sources: http://www.safecosmetics.org/get-the-facts/chemicals-of-concern/quaternium-15/http://msdssearch.dow.com/PublishedLiteratureDOWCOM/dh_0884/0901b803808849c6.pdf?filepath=productsafety/pdfs/noreg/233-00847.pdf&fromPage=GetDoc | http://ec.europa.eu/health/archive/ph_risk/committees/04_sccs/docs/sccs_q_019.pdf
Curator's Comment: description was created based on several sources, including
http://www.cbsnews.com/news/johnson-johnson-to-phase-out-potentially-harmful-chemicals-by-2015/
Quaternium-15, a preservative, is one of the most used substances and is added to several cosmetics and other industrial products. Quaternium-15 is a mixture of
isomers, where the cis-form is the dominant form and where the trans-form is the minor
component present as an impurity.
Quaternium-15 can be found under a variety of names, most commonly those of the Dow Chemical Company: Dowicil 200 (cis isomer only), Dowicil 75 and Dowicil 100 (both a mix of cis and trans isomers). The isolated cis-compound is used primarily in cosmetic applications, with a maximum permitted concentration in the EU of 0.2%. DOWICIL 200 preservative (cis form) is used primarily as a preservative in a wide variety of personal-care
and cosmetic products. It is designed to provide highly effective broad-spectrum antimicrobial
activity, especially in water-based formulations. It is used in both leave-on and rinse-off
application such as baby-care products, hair-care products, lotions, powders, and creams.
The mixed product (cis- and trans-) is used in a wider range of formulations such as: emulsifiable metal-cutting fluids; latex and emulsion paints; liquid floor polishes and floor waxes; glues and adhesives. Recently, the cis-form has been classified as a CMR substance with the classification
toxic to reproduction, category 3. This classification only concerns the cis-isomer:
Approval Year
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator​
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 4.0 |
inconclusive [IC50 68.5896 uM] | |||
Page: 49.0 |
no | |||
Page: 48.0 |
no | |||
Page: 49.0 |
no | |||
Page: 48.0 |
no | |||
Page: 6.0 |
yes [IC50 70.9799 uM] |
Tox targets
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 48.0 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Cytotoxicity, haemolymphatic parameters, and oxidative stress following exposure to sub-lethal concentrations of quaternium-15 in Mytilus galloprovincialis. | 2016-11 |
|
| Evaluation of Functionality and Biological Responses of Mytilus galloprovincialis after Exposure to Quaternium-15 (Methenamine 3-Chloroallylochloride). | 2016-01-26 |
|
| Sensitization to Formaldehyde in Northeastern Italy, 1996 to 2012. | 2016-01-13 |
|
| Investigation on formaldehyde release from preservatives in cosmetics. | 2015-10 |
|
| Patch testing with formaldehyde 2.0% in parallel with 1.0% by the Swedish contact dermatitis research group. | 2014-07 |
|
| Relationship between formaldehyde and quaternium-15 contact allergy. Influence of strength of patch test reactions. | 2010-10 |
|
| [Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations]. | 2004-05 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26821003
quaternium-15 was exposured for Mytilus galloprovincialis for 18 days at three different concentrations (0.1, 1.0 and 2.0 mg/L). The results demonstrate that at higher concentrations histological damages to M. galloprovincialis gills occur, like melanosis, light exfoliations, increase of mucus production and infiltrative inflammation. In addition digestive gland cells of M. galloprovincialis, were not able to perform the regulation volume decrease (RVD) owing to osmotic stress following the exposure to the preservative.
| Substance Class |
Chemical
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17902
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