Day: November 25, 2022

Ferreira da Silva, Filipe published the artcileNCO^–, a Key Fragment Upon Dissociative Electron Attachment and Electron Transfer to Pyrimidine Bases: Site Selectivity for a Slow Decay Process, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Journal of the American Society for Mass Spectrometry (2013), 24(11), 1787-1797, database is CAplus and MEDLINE.

We report gas phase studies on NCO^– fragment formation from the nucleobases thymine and uracil and their N-site methylated derivatives upon dissociative electron attachment (DEA) and through electron transfer in potassium collisions. For comparison, the NCO^– production in metastable decay of the nucleobases after deprotonation in matrix assisted laser desorption/ionization (MALDI) is also reported. We show that the delayed fragmentation of the dehydrogenated closed-shell anion into NCO^– upon DEA proceeds few microseconds after the electron attachment process, indicating a rather slow unimol. decomposition Utilizing partially methylated thymine, we demonstrate that the remarkable site selectivity of the initial hydrogen loss as a function of the electron energy is preserved in the prompt as well as the metastable NCO^– formation in DEA. Site selectivity in the NCO^– yield is also pronounced after deprotonation in MALDI, though distinctly different from that observed in DEA. This is discussed in terms of the different electronic states subjected to metastable decay in these experiments In potassium collisions with 1- and 3-methylthymine and 1- and 3-methyluracil, the dominant fragment is the NCO^– ion and the branching ratios as a function of the collision energy show evidence of extraordinary site-selectivity in the reactions yielding its formation.

Journal of the American Society for Mass Spectrometry published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Almeida, D. published the artcileDemethylation enhancement of 3-methyl-uracil and 1-methyl-thymine in atom-molecule collisions, Computed Properties of 608-34-4, the publication is Journal of Physics: Conference Series (2012), 388(Part 10), 102031/1, database is CAplus.

The authors report the formation of demethylation in 3-methyl-uracil (3meU) and 1-methyl-thymine (1meT), i.e. (3meU-CH3)- and (1meT-CH3)-, through potassium-mol. collisions at different potassium kinetic energies. Study of the threshold of formation of this fragment can provide a value of threshold energy that can be compared with DEA studies.

Journal of Physics: Conference Series published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Computed Properties of 608-34-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Etinski, Mihajlo published the artcileAb initio investigation of the methylation and hydration effects on the electronic spectra of uracil and thymine, Product Details of C5H6N2O2, the publication is Physical Chemistry Chemical Physics (2010), 12(19), 4915-4923, database is CAplus and MEDLINE.

In this work, we investigated the lowest-lying electronic excitations for a series of methyl-substituted uracil derivatives, i.e., uracil, 1-methyluracil, 3-methyluracil, thymine, 1-methylthymine, 1,3-dimethyluracil, 3-methylthymine, 1,3-dimethylthymine, and their microhydrated complexes by means of coupled cluster singles and approx. doubles (CC2) and d. functional theory (DFT) methods. The bulk water environment was mimicked by a combination of microhydration and the conductor-like screening model (COSMO). We find that the shift of the electronic excitation energies due to methylation and hydration depend on the character of the wave function and on the position of the Me substituent. The lowest-lying singlet and triplet n → π^* states are insensitive to methylation but are strongly blue-shifted by microhydration and bulk water solvation. The largest red-shift of the first ¹(π → π^*) excitation occurs upon methylation at N₁ followed by substitution at C₅ whereas no effect is obtained for a methylation at N₃. For this state, the effects of methylation and hydrogen bonding partially cancel. Upon microhydration with six water mols., the order of the ¹(n → π^*) and ¹(π → π^*) states is reversed in the vertical spectrum. Electrostatic solute-solvent interaction in bulk water leads to a further increase of their energy separation The n → π^* states are important intermediates for the triplet formation. Shifting them energetically above the primarily excited ¹(π → π^*) state will considerably decrease the triplet quantum yield and thus increase the photostability of the compounds, in agreement with exptl. observations.

Physical Chemistry Chemical Physics published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Product Details of C5H6N2O2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Bolli, Martin H. published the artcileNovel Benzo[1,4]diazepin-2-one Derivatives as Endothelin Receptor Antagonists, Computed Properties of 321565-33-7, the publication is Journal of Medicinal Chemistry (2004), 47(11), 2776-2795, database is CAplus and MEDLINE.

Since its discovery in 1988 by Yanagisawa et al., endothelin (ET), a potent vasoconstrictor, has been widely implicated in the pathophysiol. of cardiovascular, cerebrovascular, and renal diseases. Many research groups have embarked on the discovery and development of ET receptor antagonists for the treatment of such diseases. While several compounds, e.g., ambrisentan, are in late clin. trials for various indications, one compound (bosentan, Tracleer) is being marketed to treat pulmonary arterial hypertension. Inspired by the structure of ambrisentan, a novel class of ET receptor antagonists based on a 1,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-one scaffold was designed. The preparation as well as the in vitro and in vivo structure-activity relationships of these derivatives are reported. Potent dual ET_A/ET_B receptor antagonists with affinities in the low nanomolar range have been identified. In addition, several compounds efficiently reduced arterial blood pressure after oral administration to Dahl salt-sensitive rats. In this animal model, the efficacy of (αR,5R)-rel-α-[(4,6-dimethyl-2-pyrimidinyl)oxy]-2,3,4,5-tetrahydro-2-oxo-5-phenyl-1-[(2,4,6-trifluorophenyl)methyl]-1H-1,4-benzodiazepine-5-acetic acid (I) was superior to that of racemic ambrisentan.

Journal of Medicinal Chemistry published new progress about 321565-33-7. 321565-33-7 belongs to pyrimidines, auxiliary class Pyrimidine, name is 2-Chloro-5-methanesulfonylpyrimidine, and the molecular formula is C5H5ClN2O2S, Computed Properties of 321565-33-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Guo, Yinping published the artcileStructure-Guided Discovery of a Potent and Selective Cell-Active Inhibitor of SETDB1 Tudor Domain, COA of Formula: C7H6ClN3O, the publication is Angewandte Chemie, International Edition (2021), 60(16), 8760-8765, database is CAplus and MEDLINE.

SET domain bifurcated protein 1 (SETDB1) is a histone lysine methyltransferase that promotes the silencing of some tumor suppressor genes and is overexpressed in many cancers. SETDB1 contains a unique tandem tudor domain (TTD) that recognizes histone H3 sequences containing both methylated and acetylated lysines. Beginning with the identification of a hit compound (Cpd1, I), we discovered the first potent and selective small mol. SETDB1-TTD inhibitor (R,R)-59 (II) through stepwise structure-guided optimization. (R,R)-59 showed a K_D value of 0.088±0.045μM in the ITC assay. The high potency of (R,R)-59 was well explained by the cocrystal structure of the (R,R)-59-TTD complex. (R,R)-59 is an endogenous binder competitive inhibitor. Evidence has also demonstrated its cellular target engagement. Interestingly, the enantiomer (S,S)-59 did not show activity in all the assays, highlighting the potential of (R,R)-59 as a tool compound in exploring the biol. functions of SETDB1-TTD.

Angewandte Chemie, International Edition published new progress about 2351929-82-1. 2351929-82-1 belongs to pyrimidines, auxiliary class Pyrroles, name is 2-Chloro-3-methyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one, and the molecular formula is C7H6ClN3O, COA of Formula: C7H6ClN3O.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Jagadeesha, Gullahalli S. published the artcileMicrowave-Assisted, Metal-Free, Chemoselective N -Formylation of Amines using 2-Formyl-3-methyl-1H-imidazol-3-ium Iodide and In Situ Synthesis of Benzimidazole and Isocyanides, SDS of cas: 56-05-3, the publication is SynOpen (2022), 6(2), 132-140, database is CAplus.

An efficient, environmentally benign, chemoselective, microwave-assisted N-formylation protocol of aromatic, aliphatic, alicyclic, benzylic amines, inactivated aromatic amines and sterically demanding heterocyclic amines using 2-formyl-1,3-dimethyl-1H-imidazol-3-ium iodide were developed. This afforded a series of N-substituted formamides RR¹NCHO [R = H, Me, Bn, R¹ = Me, t-Bu, Bn, etc., RR¹ = (CH₂)₄, (CH₂)₅; R = H, R¹ = Ph, 4-MeC₆H₄, 4-BrC₆H₄, etc.] with good to excellent yields (23 examples, 53-96% yield) and was readily scaled. The methodol. were further extended to synthesize benzimidazole and isocyanide derivatives

SynOpen published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, SDS of cas: 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Gorska, Katarzyna published the artcileDNA-templated release of functional molecules with an azide-reduction-triggered immolative linker, Product Details of C39H35N5O8, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(15), 4364-4366, database is CAplus and MEDLINE.

Nucleic acid templated reactions have attracted significant attention for nucleic acid sensing. Herein the authors report a general design which extends the potential of nucleic acid templated reactions to unleash the function of a broad diversity of small mols. such as a transcription factor agonist, a cytotoxic or a fluorophore.

Chemical Communications (Cambridge, United Kingdom) published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Product Details of C39H35N5O8.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Gorska, Katarzyna published the artcileDNA-templated release of functional molecules with an azide-reduction-triggered immolative linker, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(15), 4364-4366, database is CAplus and MEDLINE.

Nucleic acid templated reactions have attracted significant attention for nucleic acid sensing. Herein the authors report a general design which extends the potential of nucleic acid templated reactions to unleash the function of a broad diversity of small mols. such as a transcription factor agonist, a cytotoxic or a fluorophore.

Chemical Communications (Cambridge, United Kingdom) published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

De Cola, Chiara published the artcileCarboxyalkyl peptoid PNAs: synthesis and hybridization properties, Application of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Tetrahedron (2012), 68(2), 499-506, database is CAplus.

N ^γ-Carboxyalkyl modified peptide nucleic acids (PNAs), containing the four canonical nucleobases, were prepared via solid-phase oligomerization. The inserted peptoid monomers (I) (n = 1 and 5; Fmoc = 9-fluorenylmethoxycarbonyl) were constructed through simple synthetic procedures, utilizing appropriate glycidol and iodoalkyl electrophiles. Thermal denaturation studies, performed with complementary antiparallel DNA strands, demonstrated that the length of the N ^γ-side chain strongly influences the modified PNAs hybridization properties. Moreover, multiple neg. charges on the oligoamide backbone, when present on γ-nitrogen C₆ side chains proved to be beneficial for the oligomers’ water solubility and DNA hybridization specificity.

Tetrahedron published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Application of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

De Cola, Chiara published the artcileCarboxyalkyl peptoid PNAs: synthesis and hybridization properties, Application of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Tetrahedron (2012), 68(2), 499-506, database is CAplus.

N ^γ-Carboxyalkyl modified peptide nucleic acids (PNAs), containing the four canonical nucleobases, were prepared via solid-phase oligomerization. The inserted peptoid monomers (I) (n = 1 and 5; Fmoc = 9-fluorenylmethoxycarbonyl) were constructed through simple synthetic procedures, utilizing appropriate glycidol and iodoalkyl electrophiles. Thermal denaturation studies, performed with complementary antiparallel DNA strands, demonstrated that the length of the N ^γ-side chain strongly influences the modified PNAs hybridization properties. Moreover, multiple neg. charges on the oligoamide backbone, when present on γ-nitrogen C₆ side chains proved to be beneficial for the oligomers’ water solubility and DNA hybridization specificity.

Tetrahedron published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, Application of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia