Classification Term: 4078

Trialkylamines (ontology term: CHEMONTID:0002239)

Organic compounds containing a trialkylamine group, characterized by exactly three alkyl groups bonded to the amino nitrogen." []

found 32 associated metabolites at family metabolite taxonomy ontology rank level.

Ancestor: Tertiary amines

Child Taxonomies: There is no child term of current ontology term.

Trimethylamine

Trimethylamine aqueous solution

C3H9N (59.0735)


Trimethylamine, also known as NMe3, N(CH3)3, and TMA, is a colorless, hygroscopic, and flammable simple amine with a typical fishy odor in low concentrations and an ammonia like odor in higher concentrations. Trimethylamine has a boiling point of 2.9 degree centigrade and is a gas at room temperature. Trimethylamine usually comes in pressurized gas cylinders or as a 40\\% solution in water. Trimethylamine is a nitrogenous base and its positively charged cation is called trimethylammonium cation. A common salt of trimethylamine is trimethylammonium chloride, a hygroscopic colorless solid. Trimethylamine is a product of decomposition of plants and animals. It is the substance mainly responsible for the fishy odor often associated with fouling fish, bacterial vagina infections, and bad breath. It is also associated with taking large doses of choline. Trimethylaminuria is a genetic disorder in which the body is unable to metabolize trimethylamine from food sources. Patients develop a characteristic fish odour of their sweat, urine, and breath after the consumption of choline-rich foods. Trimethylaminuria is an autosomal recessive disorder involving a trimethylamine oxidase deficiency. Trimethylaminuria has also been observed in a certain breed of Rhode Island Red chicken that produces eggs with a fishy smell. Trimethylamine in the urine is a biomarker for the consumption of legumes. It has also been found to be a product of various types of bacteria, such as Achromobacter, Acinetobacter, Actinobacteria, Aeromonas, Alcaligenes, Alteromonas, Anaerococcus, Bacillus, Bacteroides, Bacteroidetes, Burkholderia, Campylobacter, Citrobacter, Clostridium, Desulfitobacterium, Desulfovibrio, Desulfuromonas, Edwardsiella, Enterobacter, Enterococcus, Escherichia, Eubacterium, Firmicutes, Flavobacterium, Gammaproteobacteria, Haloanaerobacter, Klebsiella, Micrococcus, Mobiluncus, Olsenella, Photobacterium, Proteobacteria, Proteus, Providencia, Pseudomonas, Rhodopseudomonas, Ruminococcus, Salmonella, Sarcina, Serratia, Shewanella, Shigella, Sinorhizobium, Sporomusa, Staphylococcus, Stigmatella, Streptococcus, Vibrio and Yokenella (PMID:26687352; PMID:25108210; PMID:24909875; PMID:28506279; PMID:27190056). Trimethylamine is a marker for urinary tract infection brought on by E. coli. (PMID:25108210; PMID:24909875). It has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). Trimethylamine, also known as NMe3 or TMA, is a nitrogenous base and can be readily protonated to give trimethylammonium cation. Trimethylammonium chloride is a hygroscopic colorless solid prepared from hydrochloric acid. Trimethylamine is a product of decomposition of plants and animals. It is the substance mainly responsible for the fishy odor often associated with fouling fish, bacterial vagina infections, and bad breath. It is also associated with taking large doses of choline (Wikipedia). Trimethylamine is an organic compound with the formula N(CH3)3. This colorless, hygroscopic, and flammable tertiary amine has a strong "fishy" odor in low concentrations and an ammonia-like odor at higher concentrations. It is a gas at room temperature but is usually sold in pressurized gas cylinders or as a 40\\% solution in water. Trimethylamine has a boiling point of 2.9 degree centigrade. Trimethylamine is a nitrogenous base and its positively charged cation is called trimethylammonium cation. A common salt of trimethylamine is trimethylammonium chloride, a hygroscopic colorless solid (Wikipedia). Trimethylaminuria is a genetic disorder in which the body is unable to metabolize trimethylamine from food sources. Patients develop a characteristic fish odour of their sweat, urine, and breath after the consumption of choline-rich foods. Trimethylaminuria is an autosomal recessive disorder involving a trimethylamine oxidase deficiency. Trimethylaminuria has also been observed in a certain breed of Rhode Island Red chicken that produces eggs with a fishy smell (Wikipedia). Trimethylamine in the urine is a biomarker for the consumption of legumes. Trimethylamine is found in many foods, some of which are fishes, alcoholic beverages, milk and milk products, and rice.

   

Triethylamine

Triethylamine phosphonate (1:1)

C6H15N (101.1204)


Triethylamine is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .

   

Tripropylamine

Tripropylammonium hydrochloride

C9H21N (143.1674)


Tripropylamine is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")

   

Solamine

N-[4-(dimethylamino)butyl]-N,N-dimethyl-1,4-butanediamine, 9ci

C12H29N3 (215.2361)


Solamine is found in fruits. Solamine is a constituent of the roots of Cyphomandra betacea (tree tomato) Constituent of the roots of Cyphomandra betacea (tree tomato). Solamine is found in fruits and potato.

   

Tridodecylamine

N,N-Didodecyl-1-dodecanamine, 9ci

C36H75N (521.5899)


Tridodecylamine is a solvent for extraction of citric acid from fermentation liquors. Solvent for extraction of citric acid from fermentation liquors

   

2-(Dimethylamino)acetonitrile

2-(dimethylamino)acetonitrile

C4H8N2 (84.0687)


2-(Dimethylamino)acetonitrile belongs to the class of organic compounds known as trialkylamines. These are organic compounds containing a trialkylamine group, characterized by exactly three alkyl groups bonded to the amino nitrogen.

   

1-(2-Chloroethyl)aziridine

1-(2-chloroethyl)aziridine

C4H8ClN (105.0345)


   

1-Ethylaziridine

Ethylethyleneimine

C4H9N (71.0735)


   

N,N,N',N'-Tetramethyl-1,6-hexanediamine

[6-(dimethylamino)hexyl]dimethylamine

C10H24N2 (172.1939)


   

(3-Aminopropyl)bis(2-aminoethyl)amine

N,N-Bis(2-aminoethyl)-1,3-propanediamine

C7H20N4 (160.1688)


   

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide

({[3-(dimethylamino)propyl]imino}methylidene)(ethyl)amine

C8H17N3 (155.1422)


   

4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane

4,7,13,16,21,24-hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane

C18H36N2O6 (376.2573)


   

Bis(2-dimethylaminoethyl) ether

{2-[2-(dimethylamino)ethoxy]ethyl}dimethylamine

C8H20N2O (160.1576)


   

Diisopropylethylamine

N,N-Diisopropylethylamine hydrochloride

C8H19N (129.1517)


   

2-[Cyclopentyloxy(methyl)phosphoryl]sulfanyl-N,N-dimethylethanamine

O-Cyclopentyl-S-diethylaminoethyl methylphosphonothioate, (R)-(-)-isomer

C10H22NO2PS (251.1109)


   

Medemo

O-Ethyl S-(2-dimethylaminoethyl) methylphosphonothioate oxalate (1:1) salt

C7H18NO2PS (211.0796)


   

N,N-Dimethylbutylamine

N,N-Dimethyl-1-butanamine

C6H15N (101.1204)


   

N,N-Dimethyldodecylamine

N,N-Dimethyl-1-dodecanamine hydrochloride

C14H31N (213.2456)


   

N,N-DIMETHYLETHYLAMINE

NN-Dimethylethanaminium

C4H11N (73.0891)


   

N,N-Dimethylethylenediamine

(2-aminoethyl)dimethylamine

C4H12N2 (88.1)


   

N,N-Dimethyloctadecylamine

N,N-Dimethyl-N-octadecylamine

C20H43N (297.3395)


C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent

   

N,N-Dimethyloctylamine

Octyldimethylamine hydrochloride

C10H23N (157.183)


   

N4,N9-Dimethylspermine

(3-aminopropyl)({4-[(3-aminopropyl)(methyl)amino]butyl})methylamine

C12H30N4 (230.247)


   

Russian VX

2-methylpropyl {[2-(diethylamino)ethyl]sulfanyl}(methyl)phosphinate

C11H26NO2PS (267.1422)


   

4,10,16,22,27,32-Hexaoxa-1,7,13,19-tetraazatricyclo(11.11.5.57,19)tetratriacontane

4,10,16,22,27,32-hexaoxa-1,7,13,19-tetraazatricyclo[11.11.5.5^{7,19}]tetratriacontane

C24H48N4O6 (488.3574)


   

N-(3-Aminopropyl)-N'-[3-(dimethylamino)propyl]butane-1,4-diamine

N-(3-Aminopropyl)-N-[3-(dimethylamino)propyl]butane-1,4-diamine

C12H30N4 (230.247)


   

Temed

N,N,N,n-tetramethylethylenediamine dihydrochloride

C6H16N2 (116.1313)


   

Tri-N-butylamine

Tributylamine hydrochloride

C12H27N (185.2143)


   

Trioctylamine

tri(N-octyl)amine

C24H51N (353.4021)


   

Tris(2-aminoethyl)amine

Tris(2-aminoethyl)amine trihydrochloride

C6H18N4 (146.1531)


   

O-Ethyl S-(2-diisopropylaminoethyl) methylphosphonothioate

Methylphosphonothioic acid S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester

C11H26NO2PS (267.1422)


VX nerve agent, also known as VX, belongs to the class of organic compounds known as trialkylamines. These are organic compounds containing a trialkylamine group, characterized by exactly three alkyl groups bonded to the amino nitrogen. Based on a literature review a significant number of articles have been published on VX nerve agent. This compound has been identified in human blood as reported by (PMID: 31557052 ). O-ethyl s-(2-diisopropylaminoethyl) methylphosphonothioate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically O-Ethyl S-(2-diisopropylaminoethyl) methylphosphonothioate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. VX is an extremely toxic synthetic chemical compound in the organophosphorus class, specifically, a thiophosphonate. In the class of nerve agents, it was developed for military use in chemical warfare after translation of earlier discoveries of organophosphate toxicity in pesticide research. In its pure form, VX is an oily, relatively non-volatile liquid that is amber-like in colour.[4] Because of its low volatility, VX persists in environments where it is dispersed.[5][6] VX, short for "venomous agent X",[7] is one of the best known of the V nerve agents and originated from pesticide development work at Imperial Chemical Industries (ICI). It was developed further at Porton Down in England during the early 1950s,[8] based on research first done by Gerhard Schrader, a chemist working for IG Farben in Germany during the 1930s.[citation needed] It is now one of a broader V-series of agents which are classified as nerve agents. VX has been allegedly used in warfare and has been used in several assassinations. The brother of North Korean leader Kim Jong Un, Kim Jong Nam, had the substance thrown in his face in Kuala Lumpur International Airport on the 13th February 2017 by two women. He died being rushed to hospital approximately 15 minutes later. The substance is extremely deadly; VX fatalities occur with exposure to tens of milligram quantities via inhalation or absorption through skin; VX is more potent than sarin, another nerve agent with a similar mechanism of action. On such exposure, these agents severely disrupt the body's signaling between the nervous and muscular systems, leading to a prolonged neuromuscular blockade, flaccid paralysis of all the muscles in the body including the diaphragm, and death by asphyxiation.[9] The danger of VX, in particular, lies in direct exposure to the chemical agent persisting where it was dispersed, and not through its evaporating and being distributed as a vapor; it is not considered a vapor hazard due to its relative non-volatility. VX is considered an area denial weapon due to these physical and biochemical characteristics.[10] As a chemical weapon, it is categorized as a weapon of mass destruction by the United Nations and is banned by the Chemical Weapons Convention of 1993,[11] where production and stockpiling of VX exceeding 100 grams (3.53 oz) per year is outlawed. The only exception is for "research, medical or pharmaceutical purposes outside a single small-scale facility in aggregate quantities not exceeding 10 kg (22 lb) per year per facility".[12]

   

1,2-Ethanediamine propylene oxide ethylene oxide polymer

9,12-bis({2-[2-(2-hydroxyethoxy)propoxy]propyl})-4,7,14,17-tetramethyl-3,6,15,18-tetraoxa-9,12-diazaicosane-1,20-diol

C34H72N2O12 (700.5085)