Home Categories Organic Chemistry Trimethylamine <i>N</i>-Oxide Anhydrous
A7920512

Trimethylamine <i>N</i>-Oxide Anhydrous , >95.0%(T) , 1184-78-7

Synonym(s):
TMANO

CAS NO.:1184-78-7

Empirical Formula: C3H9NO

Molecular Weight: 75.11

MDL number: MFCD00082441

EINECS: 214-675-6

Pack Size Price Stock Quantity
250mg RMB135.20 In Stock
1G RMB367.20 In Stock
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Update time: 2022-07-08

PRODUCT 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

Description and Uses

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.

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.

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302+H332
Precautionary statements  P261-P264-P270-P271-P301+P312-P304+P340+P312
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39
WGK Germany  3
HS Code  2904.20.5000

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