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Medina, Jesus R.’s team published research in Journal of Medicinal Chemistry in 54 | CAS: 56-05-3

Journal of Medicinal Chemistry 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, Category: pyrimidines.

Medina, Jesus R. published the artcileStructure-Based Design of Potent and Selective 3-Phosphoinositide-Dependent Kinase-1 (PDK1) Inhibitors, Category: pyrimidines, the publication is Journal of Medicinal Chemistry (2011), 54(6), 1871-1895, database is CAplus and MEDLINE.

Phosphoinositide-dependent protein kinase-1 (PDK1) is a master regulator of the AGC family of kinases and an integral component of the PI3K/AKT/mTOR pathway. As this pathway is among the most commonly deregulated across all cancers, a selective inhibitor of PDK1 might have utility as an anticancer agent. Herein, the lead optimization of compound I (R¹ = R² = H) toward highly potent and selective PDK1 inhibitors via a structure-based design strategy is described. A series of (amino)(aminopyrimidinyl)indazoles I (R¹ = H, Me, Et; R² = Me, i-Pr, PhNH, 1-piperidinyl, etc.) was synthesized, and the inhibiting activity of the products towards PDK1 was studied. The most potent and selective inhibitors, e.g. I [R¹ = Me; R² = (3S,6R)-3-(cyclohexylaminocarbonyl)-6-methyl-1-piperidinyl], demonstrated submicromolar activity as measured by inhibition of phosphorylation of PDK1 substrates as well as antiproliferative activity against a subset of AML cell lines. In addition, reduction of phosphorylation of PDK1 substrates was demonstrated in vivo in mice bearing OCl-AML2 xenografts. These observations demonstrate the utility of these mols. as tools to further delineate the biol. of PDK1 and the potential pharmacol. uses of a PDK1 inhibitor.

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

Arasappan, Ashok’s team published research in Bioorganic & Medicinal Chemistry Letters in 22 | CAS: 56-05-3

Bioorganic & Medicinal Chemistry Letters 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, Quality Control of 56-05-3.

Arasappan, Ashok published the artcile5-Benzothiazole substituted pyrimidine derivatives as HCV replication (replicase) inhibitors, Quality Control of 56-05-3, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(9), 3229-3234, database is CAplus and MEDLINE.

Based on a previously identified HCV replication (replicase) inhibitor I, SAR efforts were conducted around the pyrimidine core to improve the potency and pharmacokinetic profile of the inhibitors. A benzothiazole moiety was found to be the optimal substituent at the pyrimidine 5-position. Due to potential reactivity concern, the 4-chloro residue was replaced by a Me group with some loss in potency and enhanced rat in vivo profile. Extensive investigations at the C-2 position resulted in identification of compound II that demonstrated very good replicon potency, selectivity and rodent plasma/target organ concentration Inhibitor II also demonstrated good plasma levels and oral bioavailability in dogs, while monkey exposure was rather low. Chem. optimization towards a practical route to install the benzothiazole moiety resulted in an efficient direct C-H arylation protocol.

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

Maimaitiyiming, Xieraili’s team published research in Materials Chemistry and Physics in 240 | CAS: 56-05-3

Materials Chemistry and Physics 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, Safety of 2-Amino-4,6-dichloropyrimidine.

Maimaitiyiming, Xieraili published the artcileSynthesis, characterization and properties of poly(2,5-didodecyloxy-1,4-diethynyl-phenylene-alt-2-N,N-dimethyl amino-4,6-pyrimidine), Safety of 2-Amino-4,6-dichloropyrimidine, the publication is Materials Chemistry and Physics (2020), 122116, database is CAplus.

This study reports the synthesis and characterization of new type π-conjugated poly(2,5-didodecyloxy-1,4- diethynyl-phenylene-alt-2-N,N-dimethyl amino-4,6-pyrimidine) with good acidochromism. This polymer was prepared by polycondensation of Sonogashira. Sonogashira was a general route for the preparation of arylacetylenes by coupling an alkynes with aryl or alkenyl halide (or triflates). There were very well solubility for the derivatized copolymer in general organic solvents and exhibits good thermal stability. The copolymer emits blue light under UV irradiation of the solution phase and when protonated with an organic acid, the copolymer exhibits a red shift. In addition, was detected that the copolymers with good acidochromism with acidic place. It was expected to used for acid recognition.

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

Mamtimin, Xirali’s team published research in Journal of Polymer Research in 18 | CAS: 56-05-3

Journal of Polymer Research 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.

Mamtimin, Xirali published the artcileSynthesis, characterization and acidochromism of Poly(2-N,N-dimethylamino-4,6-Bis(2-thienyl)-pyrimidine), SDS of cas: 56-05-3, the publication is Journal of Polymer Research (2011), 18(1), 105-109, database is CAplus.

A new monomer (2-N,N-dimethylamino-4,6-bis(2-thienyl)-pyrimidine) was synthesized and its homopolymer was successfully prepared by using Ferric trichloride (FeCl₃) as an oxidant. The structure of the polymer and monomer was fully characterized by ¹H-NMR, FTIR, UV-vis, Fluorescent spectroscopy and X-ray diffraction pattern. The polymer gives rise to a band at λ _max = 391 nm. The polymer showed the PL spectrum, gave a peak at 507 nm. We have observed that the polymer was sensitive to inorganic acids and the acidochromism behavior was investigated applying organic acid such as CF₃COOH. The corresponding UV-Vis peaks were observed at 464 nm and 357 nm resp. X-ray diffraction data shows that polymer has a certain crystallinity. The polymer exhibited an [η] value of 0.26 dLg^-1 at 25° in H₂SO₄ (w = 98%).

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

Sreenivas, B.’s team published research in International Journal of Pharmacy and Pharmaceutical Sciences in 4 | CAS: 56-05-3

International Journal of Pharmacy and Pharmaceutical Sciences 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 C12H9N3O4, Category: pyrimidines.

Sreenivas, B. published the artcileSynthesis and biological evaluation of pyrimidine analogs as potential antimicrobial agents, Category: pyrimidines, the publication is International Journal of Pharmacy and Pharmaceutical Sciences (2012), 4(2), 306-310, database is CAplus.

Amino and halogenated pyrimidines were synthesized and screened for biol. activity. All the compounds showed broad spectrum of activity against Staphylococcus epidermidis, tested fungal species and moderate activity towards other tested species. The compound 2-amino-4-bromopyrimidine was the most potent with good efficacy against S. epidermidis and 4-chloropyrimidine-5-carboxylic acid against fungal species.

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

Newmark, Philip’s team published research in Biochimica et Biophysica Acta in 1962 | CAS: 19030-75-2

Biochimica et Biophysica Acta published new progress about LIVER/metabolism; NUCLEASES/metabolism; PHOSPHORYLASES/metabolism. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Recommanded Product: 5-N-Propyluracil.

Newmark, Philip published the artcileSubstrate specificity of the dihydrouracil dehydrogenase and uridine phosphorylase of rat liver, Recommanded Product: 5-N-Propyluracil, the main research area is LIVER/metabolism; NUCLEASES/metabolism; PHOSPHORYLASES/metabolism.

Studies were conducted to determine whether unnatural pyrimidines (e.g. 5-fluorouracil) which are able to inhibit the degradation of uracil and thymine in a complete rat-liver-enzyme system were the only ones reduced by dihydrouracil dehydrogenase (I), and whether reduction of the inhibiting pyrimidines by the I was a prerequisite for inhibition. Thymine reduction was slower than that of uracil. The relative rates of reduction of 5-halagenouracils were F > Cl > Br > I, 5-iodouracil being slower than uracil and 5-fluoro-uracil faster. I reduced 2-thiouracil, 6-azamacil, and 5-aminouracil relatively slowly. 5-Hydroxyuracil and 5alkyluracils were not reduced, but were effective inhibitors of uracil and thymine degradation. Neither cytosine nor 6-methyluracil acted in either capacity.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pluskota, Donata’s team published research in Synthetic Communications in 1992-11-30 | CAS: 19030-75-2

Synthetic Communications published new progress about methylcytosine; cytosine alkyldimethyl. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Related Products of pyrimidines.

Pluskota, Donata published the artcileThe facile synthesis of N(1), N(4)-dimethyl-5-substituted cytosines, Related Products of pyrimidines, the main research area is methylcytosine; cytosine alkyldimethyl.

A facile, high yield synthesis of N(1),N(4)-dimethyl-5-alkylcytosines is described. Thus chlorination of alkyluracils I (R = Me, Et, Pr, Bu) followed by substitution with NaOEt and methylation gave methylpyrimidinones II (R1 = EtO). Substitution of II (R1 = EtO) with MeNH2 gave the title compounds II (R1 = MeNH). This method is an alternative and universal route to N(1),N(4)-methylated cytosines with any 5-substituent.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Felczak, Krzysztof’s team published research in Collection Symposium Series in 1999 | CAS: 19030-75-2

Collection Symposium Series published new progress about phenylseleno uracil preparation virucide HIV. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Synthetic Route of 19030-75-2.

Felczak, Krzysztof published the artcileSynthesis of novel acyclo 6-(phenylseleno)uracils – potential selective anti-HIV agents, Synthetic Route of 19030-75-2, the main research area is phenylseleno uracil preparation virucide HIV.

Starting from 5-propyluracil regioselective syntheses of 1-[(2-hydroxyethoxy)methyl]-6-(phenylseleno)-5-propyluracil, 1-(ethoxymethyl)-6-(phenylseleno)-5-propyluracil and 1-(benzyloxymethyl)-6-(phenylseleno)-5-propyluracil were described. The biol. and pharmacol. activity of the compounds thus prepared was not reported.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Paterson, Thomas’s team published research in Journal of the Chemical Society, Perkin Transactions 17: Organic and Bio-Organic Chemistry in 1972 | CAS: 36075-35-1

Journal of the Chemical Society, Perkin Transactions 17: Organic and Bio-Organic Chemistry published new progress about pyridopyrimidine uracil crotonaldehyde; riboflavin analog. 36075-35-1 belongs to class pyrimidines, name is 7-Methylpyrido[2,3-d]pyrimidine-2,4-diol, and the molecular formula is C8H7N3O2, SDS of cas: 36075-35-1.

Paterson, Thomas published the artcileSpecific enzyme inhibitors in vitamin biosynthesis. I. Synthesis of 8-substituted pyrido[2,3-d]pyrimidines, SDS of cas: 36075-35-1, the main research area is pyridopyrimidine uracil crotonaldehyde; riboflavin analog.

Condensation of 6-(substituted amino)uracils with α,β-unsaturated carbonyl compounds gave 8-substituted pyrido[2,3-d]pyrimidones; e.g., 6-[(2-hydroxyethyl)-amino]uracil (I) reacted with MeCH:CHCHO in 20% HCl at room temperature to give 72% 5,6,7,8-tetrahydro-7-methyl-5,8-(1-oxapropano)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione, which on heating in Ph2O gave 81% 8-(2-hydroxyethyl)-7-methylpyrido[2,3-d]pyrimidine-2,4(3H,8H)-dione (II; R = H, R1 = Me). Substituted pyrido[2,3-d]pyrimidones were also prepared by condensation of 6-(substituted amino)uracils with β-dicarbonyl derivatives; e.g. I with the Na salt of AcCHMeCHO in 85% phosphoric acid gave 47% II (R = Me, R1 = H). PMR studies of II showed that D exchange of protons on C-Me groups at positions 5 and 7 occurred in alk. solution, but protons on a 6-Me group did not exchange; a highly delocalized anionic species was implicated.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Roth, Barbara’s team published research in Journal of Medicinal Chemistry in 1980-05-31 | CAS: 73576-33-7

Journal of Medicinal Chemistry published new progress about pyrimidinediamine benzyl preparation bactericide; bactericide benzylpyrimidinediamine; dihydrofolate reductase benzylpyrimidinediamine; trimethoprim derivative benzylpyrimidinediamine. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Product Details of C7H10ClN3.

Roth, Barbara published the artcile2,4-Diamino-5-benzylpyrimidines as antibacterial agents. 4. 6-Substituted trimethoprim derivatives from phenolic Mannich intermediates. Application to the synthesis of trimethoprim and 3,5-dialkylbenzyl analogs, Product Details of C7H10ClN3, the main research area is pyrimidinediamine benzyl preparation bactericide; bactericide benzylpyrimidinediamine; dihydrofolate reductase benzylpyrimidinediamine; trimethoprim derivative benzylpyrimidinediamine.

The preparation of a wide variety of 6-substituted trimethoprim analogs was readily accomplished by the reaction of 6-substituted 2,4-diaminopyrimidines with 2,6-dimethoxy-4-[(dimethylamino)methyl]phenol at 120-160°. The less reactive 2,6-dialkyl-4-[(dimethylamino)methyl]phenols reacted successfully with 2,4-diamino-6-(alkylthio)pyrimidines to give 5-substituted benzylpyrimidines. The phenolic groups of the products were alkylated in high yield when a nonreactive 6-substituent was present in the pyrimidine ring. 6-(Alkylthio) groups were easily removed with Raney Ni. Trimethoprim (I, R = H, R1 = R2 = MeO) was thus obtained in high yield from its 6-(methylthio) counterpart. The 6-substituted trimethoprim analogs all had low activity as inhibitors of Escherichia coli dihydrofolate reductase and as antibacterial agents.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia