Trimethylamine N-oxide
Trimethylamine N-oxide Basic information
- Product Name:
- Trimethylamine N-oxide
- Synonyms:
-
- n,n-dimethyl-methanaminn-oxide
- TMAO
- Trimethylamine oxide
- trimethyloxamine
- Triox
- TRIMETHYLAMINE N-OXIDE
- TRIMETHYLAMINE OXIDE HYDROCHLORIDE
- TRIMETHYLAMINE N-OXIDE HYDROCHLORIDE
- CAS:
- 1184-78-7
- MF:
- C3H9NO
- MW:
- 75.11
- EINECS:
- 214-675-6
- Product Categories:
-
- Oxidation
- Synthetic Organic Chemistry
- Mol File:
- 1184-78-7.mol
Trimethylamine N-oxide Chemical Properties
- Melting point:
- 220-222 °C (lit.)
- Boiling point:
- 133.8°C (rough estimate)
- Density
- 0.9301 (rough estimate)
- vapor pressure
- 23.5Pa at 20℃
- refractive index
- 1.4698 (estimate)
- FEMA
- 4245 | TRIMETHYLAMINE OXIDE
- storage temp.
- Hygroscopic, Room Temperature, under inert atmosphere
- solubility
- Chloroform, DMSO, Methanol (Slightly)
- pka
- 4.65(at 25℃)
- form
- Solid
- color
- Pale Yellow
- Odor
- odorless
- Water Solubility
- 793g/L at 24.5℃
- Merck
- 14,9711
- JECFA Number
- 1614
- Stability:
- Hygroscopic
- LogP
- -2.79
- EPA Substance Registry System
- Methanamine, N,N-dimethyl-, N-oxide (1184-78-7)
MSDS
- Language:English Provider:SigmaAldrich
Trimethylamine N-oxide Usage And Synthesis
Description
Trimethylamine N-oxide (TMAO) is a metabolite of choline, phosphatidylcholine, and L-carnitine . It is formed by gut microbiota-mediated metabolism of choline, phosphatidylcholine, and L-carnitine to TMA followed by oxidation of TMA by flavin-containing monooxygenase 3 (FMO3) in the liver. Dietary administration of TMAO (0.12% w/w) increases renal tubulointerstitial fibrosis, collagen deposition, and Smad3 phosphorylation in mice and increases aortic lesion area in atherosclerosis-prone ApoE-/- mice. Plasma levels of TMAO are elevated in patients with chronic kidney disease and decreased in patients with active, compared with inactive, ulcerative colitis. Elevated plasma levels of TMAO are associated with increased risk of cardiovascular disease.
Chemical Properties
White crystalline powder
Chemical Properties
Colorless to yellow solid; odorless.
Uses
Trimethylamine?N-oxide can be used:
- As a demetallation?and decarbonylation?reagent for organometallic compounds.
- To prepare azomethine ylide by reaction with lithium di-isopropylamide. This, in turn, may be reacted with simple alkenes to obtain corresponding pyrrolidines.
- To mediate the conversion of thiols to disulfides.
Definition
ChEBI: An N-oxide derived from triethylamine.
General Description
Trimethylamine?N-oxide is an organic compound that belongs to the class of amine oxides. It is generally found in the tissues of marine organisms, wherein it helps protect them from harsh conditions like salinity, hydrostatic pressure, temperature, and high urea.
Flammability and Explosibility
Not classified
Trimethylamine N-oxide Preparation Products And Raw materials
Raw materials
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