1-(3-CHLOROALLYL)-3,5,7-TRIAZA-1-AZONIAADAMANTANE CHLORIDE

General Information

Mainterm	1-(3-CHLOROALLYL)-3,5,7-TRIAZA-1-AZONIAADAMANTANE CHLORIDE
CAS Reg.No.(or other ID)	4080-31-3
Regnum	175.105 176.170 177.1680

From www.fda.gov

Computed Descriptors

2D Structure
CID	6433396
IUPAC Name
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+;
InChI Key	UKHVLWKBNNSRRR-TYYBGVCCSA-M
Canonical SMILES	C1N2CN3CN1C[N+](C2)(C3)CC=CCl.[Cl-]
Molecular Formula	C9H16Cl2N4
Wikipedia	quaternium-15 trans-form

From Pubchem

Computed Properties

Property Name	Property Value
Molecular Weight	251.155
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Complexity	224.0
CACTVS Substructure Key Fingerprint	A A A D c e B z g A A G A A A A A A A A A A A A A A A A A A A A A A A s W L F g A A A A A A A A A A A A H A I A A A A A C A P B A E Q B A A M A A A C A A C B C A A C A A A A A A A A I A A A I A A C A A A A A A Q A A A A A I A A I A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = =
Topological Polar Surface Area	9.7
Monoisotopic Mass	250.075
Exact Mass	250.075
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	15
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	2

From Pubchem

Toxicity Profile

Route of Exposure	Oral ; inhalation ; dermal
Mechanism of Toxicity	Quaternium-15 is a formaldehyde releaser. It is likely that formaldehyde toxicity occurs when intracellular levels saturate formaldehyde dehydrogenase activity, allowing the unmetabolized intact molecule to exert its effects. Formaldehyde is known to form cross links between protein and DNA and undergo metabolic incorporation into macromolecules (DNA, RNA, and proteins). Quaternium-15 is also a nitrosating agent. Nitrosating agents may decompose and/or react to cause nitrosamine contamination. Nitrosamines are produced from secondary amines and amides in the presence of nitrite ions and are believed to be carcinogenic. Once in the body, nitrosamines are activated by cytochrome P-450 enzymes. They are then believed to induce their carcinogenic effects by forming DNA adducts at the N- and O-atoms.
Metabolism	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.
Toxicity Values	LD50: 500 mg/kg (Oral, Rat) LD50: 565 mg/kg (Dermal, Rabbit)
Lethal Dose
Carcinogenicity (IARC Classification)	1, carcinogenic to humans (for formaldehyde).
Minimum Risk Level
Health Effects	Quaternium-15 releases formaldehyde, a known human carcinogen. It may also react to produce nitrosamines, which are believed to be carcinogenic. Quaternium-15 is also an allergen, and can cause contact dermatitis in susceptible individuals. Many of those with an allergy to quaternium-15 are also allergic to formaldehyde. It is the single most often found cause of allergic contact dermatitis of the hands. (L962, L1890, L1897)
Treatment
Reference	Oyama T, Sugio K, Uramoto H, Iwata T, Onitsuka T, Isse T, Nozoe T, Kagawa N, Yasumoto K, Kawamoto T: Increased cytochrome P450 and aryl hydrocarbon receptor in bronchial epithelium of heavy smokers with non-small cell lung carcinoma carries a poor prognosis. Front Biosci. 2007 May 1;12:4497-503.[17485391 ] Sasaki S, Sata F, Katoh S, Saijo Y, Nakajima S, Washino N, Konishi K, Ban S, Ishizuka M, Kishi R: Adverse birth outcomes associated with maternal smoking and polymorphisms in the N-Nitrosamine-metabolizing enzyme genes NQO1 and CYP2E1. Am J Epidemiol. 2008 Mar 15;167(6):719-26. doi: 10.1093/aje/kwm360. Epub 2008 Jan 23.[18218609 ] Drablos F, Feyzi E, Aas PA, Vaagbo CB, Kavli B, Bratlie MS, Pena-Diaz J, Otterlei M, Slupphaug G, Krokan HE: Alkylation damage in DNA and RNA--repair mechanisms and medical significance. DNA Repair (Amst). 2004 Nov 2;3(11):1389-407.[15380096 ]

From T3DB

Taxonomic Classification

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Triazinanes
Subclass	1,3,5-triazinanes
Intermediate Tree Nodes	Not available
Direct Parent	1,3,5-triazinanes
Alternative Parents	Organopnictogen compounds Chloroalkenes Aminals Organic chloride salts Tetraalkylammonium salts Hydrocarbon derivatives Vinyl chlorides Azacyclic compounds Organochlorides
Molecular Framework	Aliphatic heteropolycyclic compounds
Substituents	1,3,5-triazinane - Tetraalkylammonium salt - Aminal - Vinyl chloride - Azacycle - Vinyl halide - Chloroalkene - Haloalkene - Organic nitrogen compound - Organic salt - Organic chloride salt - Hydrocarbon derivative - Organonitrogen compound - Organochloride - Organohalogen compound - Organopnictogen compound - Aliphatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as 1,3,5-triazinanes. These are triazinanes having three nitrogen ring atoms at the 1-, 3-, and 5- positions.

From ClassyFire