84344-19-4

Usage

Chemical Properties

Yellow Solid

Upstream product

• 2037-26-5 ⁽²⁾H₈-toluene 

Downstream Products

• 218168-49-1 2-chloro-p-nitrotoluene-d₆ 
• 102586-72-1 hexadeuterio-4-nitrobenzyl bromide 
• 171777-66-5 4-nitro<2,3,5,6-2H4>benzoic acid 
• 350820-01-8 4-aminobenzoic-2,3,5,6-d₄ acid 
• 1133425-75-8 4-[3,5-bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]-[2,3,5,6-²H₄]benzoic acid 

Relevant academic research and scientific papers

Deuterium-substituted magnetic resonance dispersion weighted imaging contrast agent

The invention discloses a deuterium-substituted magnetic resonance dispersion weighted imaging contrast agent. The deuterium-substituted magnetic resonance dispersion weighted imaging contrast agent has high detection resolution and sensitivity, can detec

Deuterium-Labeled Precursor Feeding Reveals a New pABA-Containing Meroterpenoid from the Mango Pathogen Xanthomonas citri pv. mangiferaeindicae

A new para-aminobenzoic-acid-containing natural product from the mango pathogenic organism Xanthomonas citri pv. mangiferaeindicae is described. By means of stable isotope precursor feeding combined with nontargeted LC-MS/MS, the generated spectra were cl

Synthesis of deuterium-labelled isotopomer of deferasirox

A d4-labeled isotopomer of deferasirox was synthesized as internal standard for use in a LC/mass spectroscopy (MS)/MS method developed for the simultaneous quantitative determination of deferasirox in human serum. d4-deferasirox was synthesized from d8-toluene.

DEUTERATED HETEROCYCLIC INHIBITORS OF NECROPTOSIS

The present invention relates to isolated deuterated compounds (e.g., compounds described by Formula (I) and pharmaceutically acceptable salts thereof. The present invention also relates to isotopically enriched compositions that include compounds accordi

Synthesis of deuterium-labeled azo dyes of the Sudan family

Carcinogenic amines are formed in vivo during the metabolism of Sudan azo dyes. The identification and assay of these polluting agents requires the availability of deuterated analogues. Accordingly, two series of derivatives labeled on the phenylazo and naphthol moieties were synthesized. The new compounds were obtained in satisfactory chemical yields and with an excellent degree of labeling. The structures were confirmed by 1H NMR spectroscopy and high-resolution mass spectrometry. Georg Thieme Verlag Stuttgart.

Synthesis, characterization and applicability of three isotope labeled azobenzene photoswitches

We describe a short, efficient approach for the synthesis of three novel isotope labeled azobenzene photoswitches. The synthesis is based on commercially available fully isotope labeled precursors. The target molecules have been obtained in good yields, c

Photochemical reaction mechanisms of 2-nitrobenzyl compounds in solution I. 2-Nitrotoluene: Thermodynamic and kinetic parameters of the aci-nitro tautomer

The largely reversible, light-induced tautomerization of 2-nitrotoluene (1) to the quinonoid aci-nitro tautomer aci-1 was studied by flash photolysis as a benchmark for comparison with the widely used nitrobenzyl phototriggers ('caged compounds'). The pH-rate profile for the decay of aci-1 in aqueous solution exhibits downward curvature at pH 3-4, which is attributed to pre-equilibrium ionization of the nitronic acid aci-1 to its anion 1 (pKa = 3.57). Two regions of upward curvature, at pH ca. 6 and o ≈- 1), each indicate a change in the reaction mechanism. The elementary reactions that dominate between the curved regions are assigned on the basis of kinetic isotope effects and the observation of general acid catalysis: Hydronium ions regenerate 2-nitrotoluene by C-protonation of 1 in the pH range of 0-6, and H2O is the proton source at pH>6. A hird, irreversible Nef-type isomerization of aci-1 prevails in highly acidic solutions (pH0). The equilibrium constant for the thermal tautomerization of 1 to aci-1 is estimated as pKT = 17.0 ± 0.2 based on kinetic data.

Gas Chromatography/Mass Spectrometry Method for the Quantitation of 3-Chloro-p-toluidine Hydrochloride in Birds Using a Deuterated Surrogate

A method was developed for the quantitation of the avicide 3-chloro-p-toluidine hydrochloride (CPTH) in pigeon breast muscle and gastrointestinal tract. Accuracy and precision were greatly improved by the use of CPTH-d6 as a surrogate. CPTH-d6 was synthesized by the nitration of toluene-d8 followed by chlorination and reduction. The synthetic product provided mass fragments such that CPTH and the surrogate were differentiated by gas chromatography/mass spectrometry (GC/MS). A tissue extraction process used solid-phase extraction to concentrate the free base forms of CPTH and the surrogate from hexane extracts. These compounds were recovered from the SPE columns with n-butyl acetate and quantified by GC/MS. Validation data indicated (1) a linear relation between CPTH/CPTH-d6 area ratios and CPTH concentration; (2) a method limit of detection of 30 ppb for both tissue matrices; (3) CPTH recoveries from fortified tissues ranging from 56.4 to 92.4%, whereas surrogate corrected recoveries ranged from 95.0 to 101%; and (4) identical extraction efficiencies of both compounds from each matrix.

Selective electrolytic fluorinations in 70% HF/30% pyridine

The selective fluorination of compounds containing benzylic hydrogen atoms was accomplished by electrolysis in a mixture of 70% HF and 30% pyridine (Olah's reagent) using a square wave alternating current (1.76-2.75 V, 0.02-0.05 Hz) and Pt electrodes. This method can be used in the laboratory to prepare conveniently gram-size quantities of monofluorinated products. An ion radical mechanism has been proposed.

Preparation of [2',3',5',6'-2H4]pteroylglutamic acid

Folic acid plays a key role in nucleic acid biosynthesis, essential for normal cell proliferation and function. Localized folate deficiencies may be related to changes in cytology associated with cancer development; analogs of folic acid, such as methotrexate, are potent chemotherapeutic agents and are widely used either alone or in combination therapy for many types of cancer. In this report we describe the synthesis of a tetra-deuterated folic acid from perdeuterated toluene. The primary intermediate, N-(4-amino [2,3,5,6-2H4]benzoyl)-L-glutamic acid diethyl ester was coupled to N(2')-acetyl-6-formylpterin to create [2',3',5',6'-2H4]folic acid. A similar scheme can be used for the preparation of F [1',2',3',4',5',6'-13C6]folic acid from [13C6] ring labeled toluene.