Record Information
Version1.0
Creation date2015-10-09 22:28:57 UTC
Update date2017-01-19 02:36:15 UTC
FoodComEx IDPC000162
FoodDB RecordFDB012589
Chemical Information
NameDimethylamine
DescriptionDimethylamine, also known as DMA or (CH3)2NH, belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. Dimethylamine is a very strong basic compound (based on its pKa). Dimethylamine (DMA) is also classified as a secondary amine. It is a colorless, liquefied and flammable gas with an ammonia and fish-like odor. Dimethylamine is abundantly present in human urine. The main sources of urinary DMA have been reported to include trimethylamine N-oxide, a common food component found in cold-water fish, and asymmetric dimethylarginine (ADMA), an endogenous inhibitor of nitric oxide (NO) synthesis. ADMA is excreted in the urine in part unmetabolized and in part after hydrolysis to DMA by dimethylarginine dimethylaminohydrolase (DDAH). Statistically significant increases in urinary DMA have been found in individuals after the consumption of fish and seafoods. The highest values were obtained for individuals that consumed coley, squid, whitting, cod, haddock, sardine, skate and swordfish (PMID: 18282650). DMA has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Industrially, DMA is used as dehairing agent in tanning, in dyes, in rubber polymerization accelerators, in soaps and cleaning compounds and as an agricultural fungicide. In the body, DMA also undergoes nitrosation under weak acid conditions to give dimethlynitrosamine. Recent studies have shown that DMA is a metabolite produced by several species of bacteria including Arthrobacter and Micrococcus (PMID: 11422368). Dimethylamine is also found in cannabis smoke and is volatilized during the combustion of cannabis (https://doi.org/10.1007/978-1-59259-947-9_2).
CAS Number124-40-3
Structure
Thumb
Synonyms
SynonymSource
(CH3)2NHbiospider
Dimethylamine (anhydrous)biospider
Dimethylamine anhydrousbiospider
Dimethylamine anhydrous (dot)biospider
Dimethylamine aqueous solutionHMDB
Dimethylamine hydrobromidebiospider
Dimethylamine solutionHMDB
Dimethylamine, anhydrous [UN1032] [Flammable gas]biospider
Dimethylammonium bromidebiospider
HNMe2biospider
Me2NHbiospider
Methanamine, n-methyl-biospider
Methanamine, n-methyl-, hydrobromidebiospider
N-methyl-methanaminebiospider
N-methylmethanaminebiospider
N-Methylmethanamine (acd/name 4.0)HMDB
N-Methylmethanamine, 9CIdb_source
N,n-dimethylaminebiospider
nchem.125-comp12biospider
Chemical FormulaC2H7N
IUPAC namedimethylamine
InChI IdentifierInChI=1S/C2H7N/c1-3-2/h3H,1-2H3
InChI KeyROSDSFDQCJNGOL-UHFFFAOYSA-N
Isomeric SMILESCNC
Average Molecular Weight45.0837
Monoisotopic Molecular Weight45.057849229
Chemical Taxonomy
Description belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentDialkylamines
Alternative Parents
Substituents
  • Secondary aliphatic amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-0.38HANSCH,C ET AL. (1995)
Experimental Water Solubility1630 mg/mL at 40 oCSCHWEIZER,AE et al. (1978)
Melting PointMp -96°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formliquid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Toronto Research Chemicals D461480