4-Amino-2,6-dihydroxypyrimidine/6-Amino-2,4(1H,3H)-pyrimidinedione/2,4(1H,3H)-Pyrimidinedione, 6-amino-/4-AMINOURACI/6-amino-1H-pyrimidine-2,4-dione/6-aminopyrimidine-2,4-diol/Pyrimidine, 2,4-dihydroxy-6-amino/4-ADHP/2,4-Dihydroxy-6-aminopyrimidine/AURORA KA-377/2,4-Dioxo-6-imino-1,3-diaza-hexahydrobenzol/6-aminopyrimidine-2,4(1H,3H)-dione/Barbitursaeure-4-imin/6-amino-1,2,3,4-tetrahydro-2,4-dioxopyrimidine/Imino-4-uracil/6-amino-5H-pyrimidine-2,4-dione/Aminouracil/2,6-Dioxo-4-imino-hexahydropyrimidin/6-Aminouracil/6-amino-1H,3H-pyrimidine-2,4-dione/4-AMINOURACIL
580.4±53.0 °C at 760 mmHg
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provides coniferyl ferulate(CAS#:873-83-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
The radioactively labelled 6-amino-5-nitroso-uracil (1) and 5-acetyl-6-amino-1,3-dimethyl-uracil (2) were required for metabolic studies to assess their suitability as drug candidates. A common precursor for both compounds was [cyano-14 C]cyanoacetic acid (6), readily prepared from potassium [14 C]cyanide. ACS reagents, namely, diethyl ether, acetic acid and acetic anhydride, had to be rigorously repurified to achieve a successful synthesis of 14 C-labelled compounds on a tenth-of-a-milligramme scale. 6-Amino-5-nitroso-[6-14 C]uracil (1-14 C) (0.55 mCi) was prepared with radiochemical purity > 98% and specific activity (SA) = 55.6 mCi/mmol. 5-Acetyl-6-amino-1,3-dimethyl-[6-14 C]uracil (2-14 C) (8 mCi) was prepared with radiochemical purity > 97% and SA = 55.6 mCi/mmol. It has been shown that a SA assay can be made from standard 13 C NMR spectra, thus avoiding the need to perform lengthier inverse-gated 13 C NMR experiments.
6-amino-uracil derivatives; [cyano-14C]cyanoacetic acid; carbon 14; specific activity assay.
Synthesis of the Derivatives of 6-amino-uracil Labelled With 14 C
Tomaš Elbert 1, Petr Hezký 1, Petr Jansa 1
Nucleodyes, visibly colored chromophoric nucleoside analogues, are reported. Design criteria are outlined and the syntheses of cytidine and uridine azo dye analogues derived from 6-aminouracil are described. Structural analysis shows that the nucleodyes are sound structural analogues of their native nucleoside counterparts, and photophysical studies demonstrate that the nucleodyes are sensitive to microenvironmental changes. Quantum chemical calculations are presented as a valuable complementary tool for the design of strongly absorbing nucleodyes, which overlap with the emission of known fluorophores. Forster critical distance (R0) calculations determine that the nucleodyes make good FRET pairs with both 2-aminopurine (2AP) and pyrrolocytosine (PyC). Additionally, unique tautomerization features exhibited by 5-(4-nitrophenylazo)-6-oxocytidine (8) are visualized by an extraordinary crystal structure.
Chromophoric Nucleoside Analogues: Synthesis and Characterization of 6-Aminouracil-Based Nucleodyes
Noam S Freeman 1, Curtis E Moore 1, L Marcus Wilhelmsson 2, Yitzhak Tor 1
2016 Jun 3
Azo dyes, 1,3-dimethyl-5-(arylazo)-6-aminouracil (aryl=-C6H5 (1), -p-CH3C6H4 (2), -p-ClC6H4 (3), -p-NO2C6H4 (4)) were prepared and characterized by UV-vis, FT-IR, 1H NMR, 13C NMR spectroscopic techniques and single crystal X-ray crystallographic analysis. In the light of spectroscopic analysis it evidences that of the tautomeric forms, the azo-enamine-keto (A) form is the predominant form in the solid state whereas in different solvents it is the hydrazone-imine-keto (B) form. The study also reveals that the hydrazone-imine-keto (B) form exists in an equilibrium mixture with its anionic form in various organic solvents. The solvatochromic and photophysical properties of the dyes in various solvents with different hydrogen bonding parameter were investigated. The dyes exhibit positive solvatochromic property on moving from polar protic to polar aprotic solvents. They are fluorescent active molecules and exhibit high intense fluorescent peak in some solvents like DMSO and DMF. It has been demonstrated that the anionic form of the hydrazone-imine form is responsible for the high intense fluorescent peak. In addition, the acid-base equilibrium in between neutral and anionic form of hydrazone-imine form in buffer solution of varying pH was investigated and evaluated the pKa values of the dyes by making the use of UV-vis spectroscopic methods. The determined acid dissociation constant (pKa) values increase according to the sequence of 2>1>3>4.
Azo-hydrazone tautomerism; Azo-uracil; Crystal structure; Photophysical property; Solvatochromism; pK(a).
Synthesis, Structure and Study of Azo-Hydrazone Tautomeric Equilibrium of 1,3-dimethyl-5-(arylazo)-6-amino-uracil Derivatives
Diptanu Debnath 1, Subhadip Roy 1, Bing-Han Li 2, Chia-Her Lin 2, Tarun Kumar Misra 3
2015 Apr 5