cis-1-(3-Chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride
Basic information
- CAS
4080-31-3- Standard SMILES
Cl/C=C\C[N+]12CN3CN(CN(C3)C1)C2.[Cl-]- InChIKey
UKHVLWKBNNSRRR-ODZAUARKSA-M- Molecular formula
- C9H16ClN4.Cl
- Average molar mass
- 251.15 g/mol
- Monoisotopic mass
- 250.0752019
Overview
Quaternium-15 is a quaternary ammonium salt used as a preservative in many cosmetics and industrial substances. It acts as a formaldehyde releaser. It can cause contact dermatitis in sensitive individuals. It's toxicity is also due to it's ability to react and release formaldehyde and nitrosamines, both of which are believed to be carcinogenic. (L1890, L1897)
Names & identifiers
- Preferred name
- cis-1-(3-Chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride
- IUPAC
- 1-[(Z)-3-chloroprop-2-enyl]-3,5,7-triaza-1-azoniatricyclo[3.3.1.13,7]decane chloride
- English name
- Quaternium-15
- Molecular formula
- C9H16Cl2N4
- Molecular weight
- 251.16
Names & synonyms
51229-78-8Chloroallyl methenamine chlorideQuaternium-15 cis-formcis-1-(3-Chloroallyl)-3,5,7-triaza-1-azoniaadamantane chlorideDTXSID0035748UNII-LIT014L4RHLIT014L4RHCOSEPT 200DTXCID8015748EC 426-020-3QUATERNIUM-15 CIS-FORM [II]QUATERNIUM-15 CIS-FORM [MI]
Show more names
QUATERNIUM 15DOWICIL(z)-ridPycal 94Dowicil150Dowicil200DOWICIL(R) 200DOWICIL(TM) 200Quaternium 15(TM)
1-(3-CHLOROALLYL)-3,5,7-TRIAZA-1-AZONIAADAMANTANE CHLORIDE, CIS-QUATERNIUM-15 CIS-FORM (II)3,5,7-TRIAZA-1-AZONIATRICYCLO(3.3.1.13,7)DECANE, 1-((2Z)-3-CHLORO-2-PROPEN-1-YL)-, CHLORIDE (1:1)RefChem:126386426-020-3Dowicil 2001-((Z)-3-Chloroallyl)-1,3,5,7-tetraazaadamantan-1-ium chloridecis-N-(3-Chloroallyl) hexaminium chloride
Database identifiers
- CAS
Properties
Computed structural properties
- Topological polar surface area
- 9.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 224
Experimental & physicochemical properties
Chemical ClassesOther Uses -> Biocides/Disinfectants
Physical DescriptionOff-white solid with a mild amine odor; [Merck Index] Off-white powder; [Dow Chemical MSDS]
Physicochemical properties
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Pale Yellow
- Stability
- Stable, but moisture sensitive. Incompatible with strong oxidizing agents.
- Cosmetics Ingredients Functions
- PRESERVATIVEANTIMICROBIAL
- InChI
- 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-;
- InChIKey
- UKHVLWKBNNSRRR-ODZAUARKSA-M
- SMILES
- [N+]12(C/C=C\Cl)CN3CN(CN(C3)C1)C2.[Cl-]
- CAS DataBase Reference
- 51229 · 51229-78-8
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H228: Flammable solid [Danger Flammable solids]
P203, P210, P240, P241, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P318, P321, P330, P332+P317, P333+P317, P362+P364, P370+P378, P391, P405, and P501 (click each P-code to see the statement)
Danger
H228 (100%): Flammable solid [Danger Flammable solids]
P203, P210, P240, P241, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P318, P321, P330, P332+P317, P333+P317, P362+P364, P370+P378, P391, P405, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: 3,5,7-Triaza-1-azoniatricyclo[3.3.1.13,7]decane, 1-(3-chloro-2-propenyl)-, chloride, (Z)-
REACH registered substance: cis-1-(3-chloroallyl)-3,5,7-triaza-1- azoniaadamantane chloride (cis CTAC) (EC: 426-020-3)
Cis-1-(3-chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationPEC / SN / Other assessments - Common skin sensitisersâhazard classification: Health
Hazards Summary
A mild skin and eye irritant in rabbits; Moderate to severe adverse skin effects but no systemic toxicity observed in repeated-dose dermal studies of rabbits; An established contact sensitizer in humans; [EC: SCCS] May cause moderate eye and mild skin irritation; Powder form is not likely to cause skin sensitization; Aqueous solutions >1% concentration may be weak skin sensitizers; Harmful by skin absorption; [Dow Chemical MSDS] See Quaternium-15.
Hazard Classes and Categories
Flam. Sol. 2 (100%)
Flam. Sol. 2 (100%)
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Formaldehyde may be absorbed following inhalation, oral, or dermal exposure. It is an essential metabolic intermediate in all cells and is produced during the normal metabolism of serine, glycine, methionine, and choline and also by the demethylation of N-, S-, and O-methyl compounds. Exogenous formaldehyde is metabolized to formate by the enzyme formaldehyde dehydrogenase at the initial site of contact. After oxidation of formaldehyde to formate, the carbon atom is further oxidized to carbon dioxide or incorporated into purines, thymidine, and amino acids via tetrahydrofolatedependent one-carbon biosynthetic pathways. Formaldehyde is not stored in the body and is excreted in the urine (primarily as formic acid), incorporated into other cellular molecules, or exhaled as carbon dioxide. Nitrosamines can also enter the body via ingestion, inhalation, or dermal contact. Once in the body, nitrosamines are metabolized by cytochrome P-450 enzymes, which essentially activates them into carcinogens. (L962, A2878, A2879)
Uses & manufacturing
Uses
Used as a preservative in cosmetics, hair care products, soaps, and adhesives; [Merck Index] Used as an antimicrobial and as a preservative for adhesives, coatings, resin/latex/polymer emulsions, metalworking fluids, latex paints, textiles/fiber/cordage, pulp and paper coatings, finishes and printing colors, and other industrial products; [Reference #1] Used as a preservative for leather, rubber, and polymers; [EC: SCCS] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
Metal Machining [Category: Heat or Machine]
Quaternium-15 is used as a preservative in many cosmetics and industrial substances. (L1897)
Household Products
Cosmetics product ingredient: Quaternium 15
Information on 3 consumer products that contain cis-1-(3-chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride in the following categories is provided:
Applications
Related reactions
1 records
Compound notes
Loading…