N,N-Dimethylethylamine

N,N-Dimethylethylamine
Names

Preferred IUPAC name N,N-Dimethylethan-1-amine
Other names Ethyl(dimethyl)amine
Identifiers
CAS Number	598-56-1^Y
3D model (Jmol)	Interactive image
ChemSpider	11230^Y
ECHA InfoCard	100.009.038
IUPHAR/BPS	5523
PubChem	11723
SMILES CCN(C)C
Properties
Chemical formula	C₄H₁₁N
Molar mass	73.14 g·mol⁻¹
Appearance	Volatile liquid at room temp.
Density	0.7±0.1 g/cm³
Melting point	−140 °C (−220 °F; 133 K)
Boiling point	36.5 °C (97.7 °F; 309.6 K)
Vapor pressure	495.4±0.1 mmHg
Acidity (pK_a)	10.16 (for the conjugate acid) (H₂O)^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

N,N-Dimethylethylamine (DMEA), sometimes referred to as dimethylethylamine, is an organic compound with formula C₄H₁₁N. It is an industrial chemical that is mainly used in foundries as a catalyst for sand core production.^[2] Dimethylethylamine is a malodorous, volatile liquid at room temperature that is excreted at greater concentrations with larger dietary intake of trimethylamine.^[1] It has recently been identified as an agonist of human trace amine-associated receptor 5.^[3]

References

1 2 "N,N-Dimethylethylamine". Toxnet. Hazardous Substance Data Bank. Retrieved 4 May 2014. The aim was to study the effect of trimethylamine (TMA) on the metabolism of the industrial catalyst N,N-dimethylethylamine to ascertain whether biological monitoring of industrial exposure to N,N-dimethylethylamine is compromised and excretion of the malodorous N,N-dimethylethylamine in sweat and urine is increased by dietary intake of TMA....Although the increased urinary and hidrotic excretion of N,N-dimethylethylamine may contribute to body odor problems, they were primarily due to TMA excretion, which is much the greater.
↑ "Dimethylethylamine". BASF The Chemical Company. Retrieved 4 May 2014.
↑ Wallrabenstein I, Kuklan J, Weber L, Zborala S, Werner M, Altmüller J, Becker C, Schmidt A, Hatt H, Hummel T, Gisselmann G (2013). "Human trace amine-associated receptor TAAR5 can be activated by trimethylamine". PLoS ONE. 8 (2): e54950. doi:10.1371/journal.pone.0054950. PMC 3564852. PMID 23393561.

Human trace amine-associated receptor ligands

TAAR1

Agonists

Endogenous^†	Classical monoamine neurotransmitters Dopamine Histamine Norepinephrine Serotonin Trace amines 3-Iodothyronamine 3-Methoxytyramine N-Methylphenethylamine N-Methyltyramine m-Octopamine p-Octopamine Phenethylamine Phenylethanolamine Synephrine Tryptamine m-Tyramine p-Tyramine

Synthetic^‡	Amphetamine DOB DOET 4-Hydroxyamphetamine Isoprenaline MDA MDMA 2-Methylphenethylamine 3-Methylphenethylamine 4-Methylphenethylamine β-Methylphenethylamine Methamphetamine 3-MMA Norfenfluramine Phentermine o-PIT Propylhexedrine RO5166017 N,N-Dimethylphenethylamine

Antagonists

EPPTB (RO5212773)

TAAR2

Agonists^‡	3-Iodothyronamine Phenethylamine Tyramine

Antagonists

TAAR5

Agonists^‡	Dimethylethylamine Trimethylamine

Antagonists^‡	3-Iodothyronamine

^†References for all endogenous human TAAR1 ligands are provided at List of trace amines

^‡References for synthetic TAAR1 agonists can be found at TAAR1 or in the associated compound articles. For TAAR2 and TAAR5 agonists and antagonists, see TAAR for references.

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N,N-Dimethylethylamine

See also

References