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1184-78-7

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1184-78-7 Usage

Description

Trimethylamine N-oxide (TMAO) is an organic compound that belongs to the class of amine oxides. It is a metabolite of choline, phosphatidylcholine, and L-carnitine, formed by gut microbiota-mediated metabolism of these compounds to TMA, followed by oxidation of TMA by flavin-containing monooxygenase 3 (FMO3) in the liver. TMAO is generally found in the tissues of marine organisms, where it helps protect them from harsh conditions like salinity, hydrostatic pressure, temperature, and high urea. It is a white crystalline powder, colorless to yellow solid, and odorless.

Uses

Used in Chemical Synthesis:
TRIMETHYLAMINE N-OXIDE HYDROCHLORIDE is used as a demetallation and decarbonylation reagent for organometallic compounds, facilitating the removal of metal and carbonyl groups from these compounds.
Used in Pharmaceutical Industry:
TRIMETHYLAMINE N-OXIDE HYDROCHLORIDE is used as a precursor to prepare azomethine ylide by reaction with lithium di-isopropylamide. This azomethine ylide can then be reacted with simple alkenes to obtain corresponding pyrrolidines, which are important structural motifs in various pharmaceutical compounds.
Used in Biochemical Research:
TRIMETHYLAMINE N-OXIDE HYDROCHLORIDE is used as a mediator for the conversion of thiols to disulfides, which is a crucial step in the formation of disulfide bonds in proteins and peptides, playing a significant role in their structure and function.
Additionally, elevated plasma levels of TMAO are associated with increased risk of cardiovascular disease, making it a potential biomarker for assessing cardiovascular risk in patients with chronic kidney disease and other conditions.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 1184-78-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,8 and 4 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1184-78:
(6*1)+(5*1)+(4*8)+(3*4)+(2*7)+(1*8)=77
77 % 10 = 7
So 1184-78-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H11Cl2NO3/c1-5-7(11)4-6(10(14)15)8(12)9(5)13(2,3)16/h4H,1-3H3,(H,14,15)

1184-78-7 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (T1362)  Trimethylamine N-Oxide Anhydrous  >95.0%(T)

  • 1184-78-7

  • 1g

  • 390.00CNY

  • Detail
  • TCI America

  • (T1362)  Trimethylamine N-Oxide Anhydrous  >95.0%(T)

  • 1184-78-7

  • 5g

  • 1,330.00CNY

  • Detail
  • Aldrich

  • (317594)  TrimethylamineN-oxide  98%

  • 1184-78-7

  • 317594-1G

  • 485.55CNY

  • Detail
  • Aldrich

  • (317594)  TrimethylamineN-oxide  98%

  • 1184-78-7

  • 317594-5G

  • 1,466.01CNY

  • Detail

1184-78-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name trimethylamine N-oxide

1.2 Other means of identification

Product number -
Other names TMAO

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1184-78-7 SDS

1184-78-7Relevant articles and documents

Perry et al.

, p. 4899 (1975)

Ferris et al.

, p. 5270 (1967)

An improved preparation of tertiary amine N-oxides.

Cymerman Craig,Purushothaman

, p. 1721 - 1722 (1970)

-

The observed and calculated 1H and 13C chemical shifts of tertiary amines and their N-oxides

Pohl, Radek,Dracinsky, Martin,Slavetinska, Lenka,Budesinsky, Milos

, p. 320 - 327 (2011)

A series of model tertiary amines were oxidized in situ in an NMR tube to amine N-oxides and their 1H and 13C NMR spectra were recorded. Next, the chemical shifts induced by oxidation (Δλ) were calculated using different GIAO methods investigating the influence of the method [Hartree-Fock (HF), Moeller-Plesset perturbation, density functional theory (DFT)], the functional applied in the DFT (B3LYP, BPW, OPBE, OPW91) and the basis set used [6-31G*, 6-311G**, 6-311 + + G** and 6-311 + + G(3df,3pd)]. The best results were obtained with the HF/6-311 + + G** and OPBE/6-311 + + G** methods. The computation/experiment comparison approach was used for the configuration prediction of chiral amine N-oxides-(R) and (S)-agroclavine-6-N-oxide.

Infrared matrix isolation studies of the trimethylamine oxide-hydrogen chloride complex

Mielke, Z.

, p. 673 - 676 (1986)

The reaction products of the codeposition of trimethylamine oxide and a HCl/Ar mixture are characterized by diffuse absorption in the region from 1850 to ca 3200 cm-1 and by a strong band at 1700 cm-1.These absorptions are assigned respectively to the O-H+ ...Cl- antisymmetric stretching and in-plane bending modes, which indicates that proton transfer to basic oxygen occurs.

SO2F2-mediated oxidation of primary and tertiary amines with 30% aqueous H2O2 solution

Liao, Xudong,Zhou, Yi,Ai, Chengmei,Ye, Cuijiao,Chen, Guanghui,Yan, Zhaohua,Lin, Sen

supporting information, (2021/11/01)

A highly efficient and selective oxidation of primary and tertiary amines employing SO2F2/H2O2/base system was described. Anilines were converted to the corresponding azoxybenzenes, while primary benzylamines were transformed into nitriles and secondary benzylamines were rearranged to amides. For tertiary amine substrates quinolines, isoquinolines and pyridines, their oxidation products were the corresponding N-oxides. The reaction conditions are very mild and just involve SO2F2, amines, 30% aqueous H2O2 solution, and inorganic base at room temperature. One unique advantage is that this oxidation system is just composed of inexpensive inorganic compounds without the use of any metal and organic compounds.

PYRAZOLE DERIVATIVES AND USES THEREOF AS INHIBITORS OF DLK

-

Page/Page column 115, (2015/07/07)

The present invention provides for compounds of formula 0 and various embodiments thereof, and compositions comprising compounds of formula 0 and various embodiments thereof. In compounds of formula 0, the groups R1A, R1B, R1C, R1D, R2, R3, R4, R5 and R6 have the meaning as described herein. The present invention also provides for methods of using compounds of formula 0 and compositions comprising compounds of formula 0 as DLK inhibitors and for treating neurodegeneration diseases and disorders.

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