17350-74-2

Basic information

• Product Name: N,N-dimethyltyrosine
• CAS NO: 17350-74-2
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.2417
• Mol File: 17350-74-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 372.5°C at 760 mmHg
• Flash Point: 179.1°C
• Density: 1.213g/cm³
• Vapor Pressure: 3.28E-06mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: N,N-dimethyltyrosine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyltyrosine(17350-74-2)
• EPA Substance Registry System: N,N-dimethyltyrosine(17350-74-2)

Safety Data

• Hazardous Substances Data: 17350-74-2(Hazardous Substances Data)

Usage

Description

N,N-dimethyltyrosine is an amino acid analogue of tyrosine, characterized by the presence of two methyl groups attached to the nitrogen atom in its side chain. It is a synthetic compound, not naturally occurring, and has garnered interest in pharmaceutical and medical research due to its antioxidant and anti-inflammatory properties. These attributes suggest potential benefits for a range of health conditions, and ongoing studies are investigating its therapeutic applications, including its use as a building block for novel drug synthesis.

Uses

Used in Pharmaceutical Industry:
N,N-dimethyltyrosine is used as a pharmaceutical precursor for the synthesis of novel drug molecules, leveraging its unique structural properties to create new therapeutic agents.
Used in Medical Research:
N,N-dimethyltyrosine is utilized as a subject of study in medical research for its antioxidant and anti-inflammatory properties, which may contribute to the treatment or management of various health conditions.
Used in Drug Development:
N,N-dimethyltyrosine is employed as a building block in drug development, potentially leading to the creation of new medications with improved efficacy and reduced side effects.

Upstream product

• 124-40-3 dimethyl amine 
• 474558-87-7 2-bromo-3-(p-hydroxyphenyl)propanoic acid 
• 50-00-0 formaldehyd 
• 60-18-4 L-tyrosine 

Downstream Products

• 19704-86-0 N,N-dimethyl-L-tyrosine N-oxide 

Relevant articles and documents

CHARACTERIZATION OF DOPA BETAINE, TYROSINE BETAINE AND N-DIMETHYLTYROSINE FROM LOBARIA LAETEVIRENS

DOPA betaine, tyrosine betaine and N-dimethyltyrosine were isolated from the lichen Lobaria laetevirens.Their structures were determined by radiochemical and spectroscopic methods and by comparisons with synthetic samples.Their low level in the thallus an

Characterization of N,N-dimethyl amino acids by electrospray ionization-tandem mass spectrometry

Methylation is an essential metabolic process for a number of critical reactions in the body. Methyl groups are involved in the healthy function of the body life processes, by conducting methylation process involving specific enzymes. In these processes, various amino acids are methylated, and the occurrence of methylated amino acids in nature is diverse. Nowadays, mass-spectrometric-based identification of small molecules as biomarkers for diseases is a growing research. Although all dimethyl amino acids are metabolically important molecules, mass spectral data are available only for a few of them in the literature. In this study, we report synthesis and characterization of all dimethyl amino acids, by electrospray ionization-tandem mass spectrometry (MS/MS) experiments on protonated molecules. The MS/MS spectra of all the studied dimethyl amino acids showed preliminary loss of H2O+CO to form corresponding immonium ions. The other product ions in the spectra are highly characteristic of the methyl groups on the nitrogen and side chain of the amino acids. The amino acids, which are isomeric and isobaric with the studied dimethyl amino acids, gave distinctive MS/MS spectra. The study also included MS/MS analysis of immonium ions of dimethyl amino acids that provide information on side chain structure, and it is further tested to determine the N-terminal amino acid of the peptides.

Stable-isotope dimethylation labeling combined with LC-ESI MS for quantification of amine-containing metabolites in biological samples

One of the challenges associated with metabolome profiling in complex biological samples is to generate quantitative information on the metabolites of interest. In this work, a targeted metabolome analysis strategy is presented for the quantification of amine-containing metabolites. A dimethylation reaction is used to introduce a stable isotopic tag onto amine-containing metabolites followed by LC-ESI MS analysis. This labeling reaction employs a common reagent, formaldehyde, to label globally the amine groups through reductive animation. The performance of this strategy was investigated in the analysis of 20 amino acids and 15 amines by LC-ESI MS. It is shown that the labeling chemistry is simple, fast (13C-dimethylation does not show any isotope effect on either RPLC or HILIC LC, indicating that 13C-labeling is a preferred approach for relative quantification of amine-containing metabolites in different samples. The isotopically labeled 35 amine-containing analogues were found to be stable and proved to be effective in overcoming matrix effects in both relative and absolute quantification of these analytes present in a complicated sample, human urine. Finally, the characteristic mass difference provides additional structural information that reveals the existence of primary or secondary amine functional groups in amine-containing metabolites. As an example, for a human urine sample, a total of 438 pairs of different amine-containing metabolites were detected, at signal-to-noise ratios of greater than 10, by using the labeling strategy in conjunction with RP LC-ESI Fourier-transform ion cyclotron resonance MS.