Tag: 100-200

On March 15, 2018, Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Fell, Jay Bradford; Fischer, John P.; Gaudino, John J.; Hicken, Erik James; Hinklin, Ronald Jay; Lee, Matthew Randolf; Marx, Matthew Arnold; Mejia, Macedonio J.; Rodriguez, Martha E.; Savechenkov, Pavel; Tang, Tony P.; Vigers, Guy P.A.; Zecca, Henry J. published a patent.Category: pyrimidines The title of the patent was Preparation of substituted pyrido[3,4-d]pyrimidine compounds as KRas G12C inhibitors. And the patent contained the following:

The present invention relates to compounds that inhibit KRas G12C. In particular, the present invention relates to compounds I [X = (un)substituted 4-12 membered saturated or partially saturated monocyclic, bridged or spirocyclic ring; Y = a bond, O, S or NR5; R1 = C(O)C(R)(= or )C(R’)p, or SO2C(R)(= or )C(R’)p; R2 = H, alkyl, hydroxyalkyl, etc.; Z = alkylene; R3 = (independently) alkyl, oxo, or haloalkyl; L = a bond, C(O), or alkylene; R4 = H, cycloalkyl, heterocyclyl, etc.; R5 = (independently) H or alkyl; R = absent, H, or alkyl; R’ = (independently) H, alkyl, alkylaminylalkyl, etc.; p = 0-1; m = 0-2] that irreversibly inhibit the activity of KRas G12C, to pharmaceutical compositions comprising the compounds and methods of use therefor. Over 400 compounds I were prepared E.g., a multi-step synthesis of (2S)-II, starting from (S)-tert-Bu 2-(hydroxymethyl)pyrrolidine-1-carboxylate, was described. Exemplified compounds I were tested in the KRas G12C modification assay, and for inhibition of KRas G12C-dependent cell growth (data given). The experimental process involved the reaction of 4-Chloro-6-fluoropyrido[3,4-d]pyrimidine(cas: 175357-98-9).Category: pyrimidines

The Article related to pyridopyrimidine preparation kras g12c inhibitor antitumor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On August 31, 2017, Raskildina, G. Z.; Valiev, V. F.; Ozden, I. V.; Meshcheryakova, S. A.; Spirikhin, L. V.; Zlotskii, S. S. published an article.Recommanded Product: 6-Methylpyrimidine-2,4(1H,3H)-dione The title of the article was Synthesis of pyrimidine-2,4(1H,3H)-dione derivatives containing N-alkyl substituents. And the article contained the following:

6-Methyluracil derivatives containing a gem-dichlorocyclopropane and a 1,3-dioxolane fragments were synthesized for the first time. The condensation of 6-methyluracil with chloromethyl derivatives gives a mixture of N1- and N3-monosubstituted products, and the profound N-alkylation of this compound provides disubstituted uracils. The structure of the synthesized compounds was studied by H1 and 13C NMR spectroscopy and their relative antioxidant activity was evaluated by luminol-dependent chemiluminescence measurements. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).Recommanded Product: 6-Methylpyrimidine-2,4(1H,3H)-dione

The Article related to pyrimidinedione alkyl derivative preparation antioxidant, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Recommanded Product: 6-Methylpyrimidine-2,4(1H,3H)-dione

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On November 1, 2013, Lukmanov, Timur; Ivanov, Sergey P.; Khamitov, Edward M.; Khursan, Sergey L. published an article.SDS of cas: 626-48-2 The title of the article was Relative stability of keto-enol tautomers in 5,6-substituted uracils: Ab initio, DFT and PCM study. And the article contained the following:

The relative stability orders in the tautomers of uracil and its derivatives (5-fluorouracil, 5-chlorouracil, 5-aminouracil, 5-hydroxyuracil, 5-methyluracil, 6-methyluracil, 5-hydroxy-6-methyluracil and 5-amino-6-methyluracil) were established using composite (G3MP2B3) and DFT (TPSS) methods. The stability orders were determined both in the gas phase and water solutions, taking into account specific and non-specific hydration. The primary solvation shell of uracils was modeled as a complex of a tautomer with 5 water mols. An anal. of the factors which determine the stability of the enol forms of uracils was performed. The most important factor was found to be changes in the intramol. conjugation at tautomerization. As was shown by the NBO anal., the stabilization energy due to the nN → π* (or σ*) interaction in the diketo tautomer is lost in the enol forms, but is partially compensated by an increase in the conjugation length. The effect of the substituent in the fifth position of the pyrimidine ring on the energy of tautomers is less prominent. It was shown that the hydration energy considerably differs for tautomers, and leads to substantial redistribution in the stability series of uracil tautomers. Both specific and non-specific solvation are of vital importance for stabilization of tautomers. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).SDS of cas: 626-48-2

The Article related to uracil keto enol tautomer relative stability, Physical Organic Chemistry: Acid-Base, Tautomerism, and Other Equilibrium Studies and other aspects.SDS of cas: 626-48-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Slyvka, Natalia; Gevaza, Yuri; Saliyeva, Lesya published an article in 2018, the title of the article was Electrophilic Intramolecular Cyclization of 1-(N-alkenyl)-6-methylpyrimidine-2,4-diones.Recommanded Product: 626-48-2 And the article contains the following content:

N-allyl(cinnamyl)substituted derivatives of 6-methyluracil I (R = H, C6H5) were synthesized. The reactions of their bromo- and iodocyclization were performed which led to the formation of the derivatives of dihydrooxazolopyrimidinium II·X (R1 = Br, I; X = Br3-, I3-) and dihydrooxazinepyrimidinium III·X (R1 = Br, I; X = Br3-, I3-; R2 = H, cinnamyl). The factors that favor the regioselectivity of these reactions were suggested. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).Recommanded Product: 626-48-2

The Article related to oxazolopyrimidinium salt preparation regioselective, methyl pyrimidine dione alkenyl halocyclization, oxazinepyrimidinium salt preparation regioselective, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Recommanded Product: 626-48-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On January 12, 2012, Nakamura, Tsuyoshi; Namiki, Hidenori; Terasaka, Naoki; Shima, Akiko; Hagihara, Masahiko; Iwase, Noriaki; Takata, Katsunori; Kikuchi, Osamu; Tsuboike, Kazunari; Setoguchi, Hiroyuki; Yoneda, Kenji; Sunamoto, Hidetoshi; Ito, Koji published a patent.Formula: C7H9ClN2 The title of the patent was Preparation of tetrahydroquinoline compounds as CETP inhibitors. And the patent contained the following:

Title compounds I [R1 = H, alkyl, hydroxyalkyl, etc.; or pharmacol. acceptable salts thereof], useful for the treatment of dyslipidemia, hypercholesterolemia, arteriosclerosis, etc., were prepared For example, conversion of 4,4-difluorocyclohexanecarboxylic acid Et ester into II [PMB = p-methoxybenzyl] in a multi-step process followed by treatment with 4-CF3PhMgBr, diastereomeric separation, fluorination, de-alkoxycarbonylation, chiral separation, reaction with 2-bromopyrimidine, and debenzylation afforded compound III [R = pyrimidin-2-yl]. In CETP (cholesteryl ester transfer protein) inhibition assays, IC50 of III [R = 5-(4-methylpiperazin-1-yl)pyrimdin-2-yl] was 19 nM. Pharmaceutical formulations containing I are disclosed. The experimental process involved the reaction of 2-Chloro-5-isopropylpyrimidine(cas: 596114-50-0).Formula: C7H9ClN2

The Article related to tetrahydroquinoline preparation cetp inhibitor, dyslipidemia hypercholesterolemia arteriosclerosis treatment tetrahydroquinoline cetp inhibition, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Formula: C7H9ClN2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Jakubkiene, Virginija; Valiulis, Gabrielius Ernis; Schweipert, Markus; Zubriene, Asta; Matulis, Daumantas; Meyer-Almes, Franz-Josef; Tumkevicius, Sigitas published an article in 2022, the title of the article was Synthesis and HDAC inhibitory activity of pyrimidine-based hydroxamic acids.COA of Formula: C5H6N2O2 And the article contains the following content:

Here, the synthesis of new compounds in which a hydroxamic acid residue was attached to differently substituted pyrimidine rings via a methylene group bridge of varying length as potential HDAC inhibitors was described. The target compounds were obtained by alkylation of 2-(alkylthio)pyrimidin-4(3H)-ones with Et 2-bromoethanoate, Et 4-bromobutanoate, or Me 6-bromohexanoate followed by aminolysis of the obtained esters with hydroxylamine. Oxidation of the 2-methylthio group to the methylsulfonyl group and following treatment with amines resulted in the formation of the corresponding 2-amino-substituted derivatives, the ester group of which reacted with hydroxylamine to give the corresponding hydroxamic acids. The synthesized hydroxamic acids were tested as inhibitors of the HDAC4 and HDAC8 isoforms. Among the synthesized pyrimidine-based hydroxamic acids -hydroxy-6-[6-methyl-2-(methylthio)-5-propylpyrimidin-4-yloxy]hexanamide was found to be the most potent inhibitor of both the HDAC4 and HDAC8 isoforms, with an IC50 of 16.6μM and 1.2μM, resp. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).COA of Formula: C5H6N2O2

The Article related to pyrimidine based hydroxamic acid preparation hdac inhibitor, hdac inhibitors, alkylation, aminolysis, hydroxamic acid, pyrimidine, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.COA of Formula: C5H6N2O2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On May 31, 2021, Kataev, V. A.; Mesheryakova, S. A.; Mesheryakova, E. S.; Tyumkina, T. V.; Khalilov, L. M.; Lazarev, V. V.; Kuznetsov, V. V. published an article.Computed Properties of 626-48-2 The title of the article was Synthesis, Structure, and Conformational Analysis of N-(2,4-Dichlorophenyl)-2-[6-methyl-2,4-dioxo-3-(thietan-3-yl)-1,2,3,4-tetrahydropyrimidine-1-yl]acetamide. And the article contained the following:

The reaction of 6-methyluracil with 2-chloromethyltiiran afforded 6-methyl-3-(thietan-3-yl)uracil. Its subsequent reaction with N-(2,6-dichlorophenyl)-2-chloroacetamide resulted in N-(2,4-dichlorophenyl)-2-[6-methyl-2,4-dioxo-3-(thietan-3-yl)-1,2,3,4-tetrahydropyrimidin-1-yl]acetamide, proved by X-ray anal., NMR and IR spectroscopy. Computer modeling at the PBE/3ζ, PBE/cc-pVDZ and PBE/SV(P) levels showed that its conformational behavior is determined by internal rotation of the thietanyl group both in the gas phase and in chloroform or DMSO solutions The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).Computed Properties of 626-48-2

The Article related to dichlorophenyl methyl dioxothietanyltetrahydropyrimidinyl acetamide preparation crystal structure conformational transformation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Computed Properties of 626-48-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kataev, V. A.; Meshcheryakova, S. A.; Lazarev, V. V.; Kuznetsov, V. V. published an article in 2013, the title of the article was Synthesis of thietanyl-substituted pyrimidine-2,4(1H,3H)-dions.Recommanded Product: 626-48-2 And the article contains the following content:

Reactions of 6-methylpyrimidine-2,4(1H,3H)-dione or 5-hydroxy-6-methyl-pyrimidine-2,4(1H,3H)-dione with 2-chloromethylthiirane afforded the corresponding substituted 1-(thietan-3-yl)pyrimidine-2,4(1H,3H)-diones I, II. The calculations in the framework of approximations PBE/3z, B3LYP/6-31G++(d,p) and MP2/6-31G++(d,p) showed that the alkylation occurred at the atom N1 of the pyrimidine ring. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).Recommanded Product: 626-48-2

The Article related to thietanylpyrimidinedione preparation, methylpyrimidinedione hydroxymethylpyrimidinedione chloromethylthiirane free gibbs energy, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Recommanded Product: 626-48-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On July 19, 2007, Epp, Jeffrey Brian; Schmitzer, Paul Richard; Ruiz, James Melvin; Balko, Terry William; Siddall, Thomas Lyman; Yerkes, Carla Nanette published a patent.Synthetic Route of 944129-00-4 The title of the patent was Preparation of 2-(polysubstituted aryl)-6-amino-5-halo-4-pyrimidinecarboxylic acids as herbicides.. And the patent contained the following:

Title compounds [I; Q = halo; R1, R2 = H, alkyl, alkenyl, alkynyl, OH, alkoxy, amino, acyl, carboalkoxy, alkylcarbamyl, alkylsulfonyl, trialkylsilyl, dialkylphosphonyl; NR1R2 = 5- or 6-membered saturated ring; Ar = polysubstituted aryl; and agrochem. acceptable derivatives thereof], were prepared Thus, Me 5-chloro-2-(4-chloro-3-ethoxy-2-fluorophenyl)-6-methanesulfonylpyrimidine-4-carboxylate (preparation given) was stirred 3 h with NH3 in dioxane/MeOH to give 54% Me 6-amino-5-chloro-2-(4-chloro-3-ethoxy-2-fluorophenyl)pyrimidine-4-carboxylate. The latter at 140 g/ha post-emergent gave 100% control of Chenopodium album, Abutilon theophrasti, and Helianthus annus. The experimental process involved the reaction of Methyl 6-amino-2-chloropyrimidine-4-carboxylate(cas: 944129-00-4).Synthetic Route of 944129-00-4

The Article related to arylaminohalopyrimidinecarboxylate preparation herbicide, pyrimidinecarboxylate aryl amino halo preparation weed killer, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Synthetic Route of 944129-00-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On July 31, 2014, Rudrapal, M.; Babu, T. Mariya; Chandra, T. Ravi; Durga, U. Divya; Swathi, V.; Usha Naga Chandrika, B.; Ravishankar, K. published an article.Recommanded Product: 6-Methylpyrimidine-2,4(1H,3H)-dione The title of the article was Synthesis and evaluation of heterocyclic scaffold-based styrene conjugates as new antibacterial agents. And the article contained the following:

The conjugation of different substituted styryl (-CH=CH-Aryl) moieties with the biol. relevant heteroaromatic scaffolds such as 4-benzylidene-2-methyloxazol-5-one, 3-methyl-1-phenylpyrazol-5-one, 2-methylbenzimidazole, 6-methyluracil afforded the newer series (four different series), I, II, III, IV [R = H, p-Cl, p-OCH3] of styrene derivatives and their antibacterial effectiveness was tested against both Gram-pos. and Gram-neg. bacteria by in-vitro agar well diffusion method (zone of inhibition in mm) and also by the determination of min. inhibitory concentration (MIC in μg/mL). The results of the antibacterial activity study reveal that the synthesized compounds I, II, III and IV possess in-vitro activity against the tested bacterial strains, which, however, was comparatively very less than that of the standard drug, amikacin sulfate. The structure-activity relationship study could be attributed that the overall antibacterial efficacy of the conjugated series of styrene derivatives I, II, III and IV is the sum of bio-effectiveness of styryl moieties and heterocyclic scaffolds. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).Recommanded Product: 6-Methylpyrimidine-2,4(1H,3H)-dione

The Article related to styrene benzimidazole oxazole pyrazole uracil preparation antibacterial structure activity, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Recommanded Product: 6-Methylpyrimidine-2,4(1H,3H)-dione

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia