Deuterated Compounds

Applications N,N-Dimethyltetradecylamine-d6 N-Oxide is an isotopic analog of N,N-Dimethyltetradecylamine Oxide (3332-27-2).

Applications p-​Tolunitrile-d7 is an isotopic analog of p-​Tolunitrile (T536235), a reagent used in the preparation of 1H-Indazoles from imidates and nitrosobenzenes. References Wang, Q. et al.: Org. Lett., 18, 2102 (2016);

Applications 1,2,4-Trichlorobenzene-d3 (CAS# 2199-72-6) is a useful isotopically labeled research compound.

Applications 4-​(Dimethyloxidoamino)​butanoic Acid-d6 Hydrochloride is the labelled form of 4-​(Dimethyloxidoamino)​butanoic Acid (D447160). 4-​(Dimethyloxidoamino)​butanoic Acid is a metabolite of Lauramine Oxide (L178530), which is a frequently used amine oxide surfactant. It is strongly hydrophilic , and it forms normal micelles and normal liquid crystalline phases. References Kocherbitov, v., et al.: J. Molec. Struct.: Theochem., 808, 111 (2007); Kocherbitov, v., et al.: J. Phys. Chem. B., 110 (27), 13649 (2006); Turan, T.S., et al.: Xenobiotica, 11, 447 (1981)

Applications 4-​(Dimethylamino)​benzoic-​2,​3,​5,​6-​d4 Acid is an intermediate in the synthesis of DMABA-d4 NHS Ester (D678402), which is a labelled DMABA NHS ester (D678400). DMABA NHS ester is a reagent that reacts with the primary amine group of PE lipids. DMABA NHS ester has been used in combination with DMABA NHS ester-d4, -d6, and -d10 to study relative changes in PE lipid abundance before and after radical oxidation. References Wester, H., et al.: Nucl. Med. Bio., 23, 365 (1996), Frees, D., et al.: Mol. Microbiol., 48, 1565 (2003), Michel, A., et al.: J. Bacteriol., 188, 5783 (2006), Voelker, T., et al.: Bioorg. Med. Chem., 17, 2047 (2009),

Applications (9β,10α)-4-Chloro-Androst-4-ene-3,17-dione-d4 is an isotope labelled impurity of Androstenedione (A637550), a Testosterone (T155000) precursor and metabolite with androgenic activity. References Walker, V.R., et al.: Anal. Biopchem., 234, 194 (1996); King, D.S., et al.: J. Am. Med. Assoc., 281, 2020 (1999)

Applications Labelled Malic Acid. The naturally occuring isomer is the L-form which has been found in apples and many other fruits and plants. Selective α-amino protecting reagent for amino acid derivatives. Versatile synthon for the preparation of chiral compounds including κ-opioid receptor agonists, 1α,25-dihydroxyvitamin D3 analogue, and phoslactomycin B. References Rindi, G., et al.: Biochem. J., 80, 214 (1961), Wolfgang, M., et al.: J. Biol. Chem., 281, 37265 (2006), Navarro, D., et al.: Metab. Brain Dis., 23, 115 (2008),

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Vitamin D3-d6 is a vitamin that has ionizable properties. It is available in the form of an oil and can be used as a dietary supplement for infants, as well as adults. Vitamin D3-d6 has been validated by various assays, including those based on chemical ionization, high-performance liquid chromatography, and gas chromatography. Sample preparation procedures include saponification and extraction with isooctane. The analytical method involves detection by UV light at 254 nm or fluorescence at 365 nm. The efficiency of this vitamin is low because it easily degrades when exposed to light or air.

Applications Isotope labelled benzyl bromide is a compound used in organic synthesis for the introduction of the benzyl protecting group for alcohols and carboxylic acids. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Kudou, N., et al.: Euro. J. Med. Chem., 60, 76 (2013); Cahiez, G., et al.: Advan. Synthesis. Catalysis., 354, 1519 (2012);

Applications Ethyl Cyanoacetate-d2 is the deuterated form of Ethyl Cyanoacetate (E905555), which is a reagent used in the labeled pyrimidine and purine synthesis;Also, it is an intermediate used in the synthesis of N-(3-Chloro-6,11-dihydro-6-methyl-5,5-dioxidodibenzo[c,f][1,2]thiazepin-11-yl)-β-alanine-d4 (C424342), which is an isotope labeled N-(3-Chloro-6,11-dihydro-6-methyl-5,5-dioxidodibenzo[c,f][1,2]thiazepin-11-yl)-β-alanine is a metabolite of Tianeptine (T436800), a tricyclic compound with psychostimulant, anti-ulcer and anti-emetic properties. Antidepressant. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Das, S., et al.: J. Med. Chem., 52, 5937 (2009), Kim, K., et al.: Bioorg. Med. Chem. Lett., 19, 5225 (2009); Malen, C., et al.: Experientia, 28, 811 (1972), Safa, A., et al.: J. Biol. Chem., 262, 7884 (1987), Ford, J.M., et al.: Pharmacol. Rev., 42, 155, (1990), Pierre, A., et a.: Cancer Res., 51, 2312 (1991), Nair, M. et al.: Analyst, 123, 2267 (1998)

6,7-Bis-(d3)-methoxy-3,4-dihydroisoquinoline (N-1) is a compound that has been used to study the photophysical properties of molecules. It can be synthesized by demethylation and allylation of 6,7-bis-(d3)-methoxy-3,4-dihydroisoquinoline (N). This compound has two methoxy groups on the benzene ring. The chemical reactions are carried out in the presence of phosphotungstic acid and hydrochloric acid. The structural analysis was done by using halides. 6,7-Bis-(d3)-methoxy-3,4-dihydroisoquinoline (N) is also known as dimethyl fumarate or maleate.

Applications Dimethyl chlorothiophosphate-D6 is a labelled analog of Dimethyl chlorothiophosphate (D473292). Dimethyl chlorothiophosphate is an organophosphorus reagent that is used to synthesize phosphorus analogues of γ-aminobutyric acid, compounds that exhibit anticonvulsant properties. Dimethyl chlorothiophosphate is also used as a reagent to synthesize Parathion (P192220), a widely used pesticide. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Cates, L., et al.: J. Med. Chem., 27, 654 (1984); DeBruin, K. & Boros, E.: J. Org. Chem., 55, 609 (1990); Hall, S.: J. Am. Chem. Soci., 72, 2768 (1950); Kotronarou, A. & Hoffmann, M.: Env. Sci. Tech., 26, 1460 (1992)

Aniline D5 is a metabolic probe used to study the activation of carcinogens. Aniline D5 inhibits the growth of cancer cells by binding to amines, which are present in epidermal growth factor and other growth factors. When an anhydrous sodium hydrogen bond forms between the amines and the aniline, it causes a frequency shift in the aromatic ring that leads to a change in its physical properties. This change can be detected using high-resolution NMR spectroscopy. The sensitivity of this technique has been improved by adding activated charcoal as a matrix effect.

Applications 2-​Methyl-​1-​propanol-d7 is the d7 labeled analogue of 2-​Methyl-​1-​propanol (I780075) which is a reagent used in organic reactions. It is used in the synthesis of new fluorinating reagents. It is also used in the lipase-catalyzed production of biodiesel as an energy source. References Middleton, W. et al.: J. Org. Chem., 04, 574 (1975); Nelson, L. et al.: J. Amer. Oil. Chem. Soc.,

Applications Isotope labelled Triglycidyl isocyanurate is a reagent used in the synthesis of N-Benzyl Metaxalone (B285000), which is a muscle relaxant used to relax muscles and relieve pain. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Toth, P.E., et al.: Clin. Ther., 26, 1355 (2004)

Applications Regorafenib-d3 is the isotope labelled analog of Regorafenib (R143000); a compound that inhibits PDGFR tyrosine kinase with IC50=83nM and is useful for the treatment of inflammation. Also an anti-proliferative agent. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Leuner, C., et al.: Eur. J. Pharm. Biopharm., 50, 47 (2000)

p-Cresol-d8 is an imidazolines that has been used in the techniques of regime and cardiac monitoring. It has been shown to be injected into the body for monitoring regimes, such as cardiac profiles. p-Cresol-d8 can be quantified in vitro by liquid chromatography, which is a technique used to separate and identify organic molecules. This chemical may also be found in dietary protein sources such as milk, eggs, and fish. Studies have shown that p-cresol-d8 is present in polyaromatic hydrocarbons emitted from coal burning factories. A cross-over study on this chemical was performed on rats to determine if it affects the severity of heart disease.

Applications N-D readily exchanges in protic solvents. References Dong, X., et al.: Bioorg. Med. Chem., 16, 8151 (2008), Kotecha, J., et al.: Int. J. Pharm., 360, 96 (2008), Takenaka, S., et al.: J. Biosci. Bioeng., 107, 27 (2009),

Applications Trigonelline-D3 is an intermediate used in the synthesis of Trigonelline-d3 HCl (N-methyl-d3) (T794052), which is deuterium labelled Trigonelline HCl. Trigonelline HCl has utility in developing site-specific system that delivers drugs to the brain. It has also been suggested as a potential anti-Alzheimer disease agent. References Bodor, N., et al.: J. Med. Chem 26, 313 (1983); Makowska, J., et al.: J. Chromatogr. B 968, 101 (2014)