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.

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.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hurst, Derek T.’s team published research in Heterocycles in 1977-12-01 | CAS: 38275-56-8

Heterocycles published new progress about pyrimidine halo cyano; cyanopyrimidine; halopyrimidine. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Safety of 5-Chloropyrimidine-2-carbonitrile.

Hurst, Derek T. published the artcileThe synthesis of some halopyrimidines and some routes to cyanopyrimidines, Safety of 5-Chloropyrimidine-2-carbonitrile, the main research area is pyrimidine halo cyano; cyanopyrimidine; halopyrimidine.

Pyrimidines substituted with halo or cyano groups were prepared by several methods. E.g., direct bromination of I gave the bromopyrimidinol II, which with POCl3 gave bromochloropyrimidine III. Chloropyrimidine IV was converted into the cyano derivative V by heating with Me3N in benzene and then in a melt of KCN in AcNH2.

Heterocycles published new progress about pyrimidine halo cyano; cyanopyrimidine; halopyrimidine. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Safety of 5-Chloropyrimidine-2-carbonitrile.

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.

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.

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.

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.

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.

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.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
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.

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.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sakamoto, Takao’s team published research in Heterocycles in 1978-04-01 | CAS: 67073-96-5

Heterocycles published new progress about homolytic regioselective acylation pyrimidine. 67073-96-5 belongs to class pyrimidines, name is 1-(6-Methylpyrimidin-4-yl)ethanone, and the molecular formula is C7H8N2O, Safety of 1-(6-Methylpyrimidin-4-yl)ethanone.

Sakamoto, Takao published the artcileSelectivity on the homolytic acylation of pyrimidine derivatives, Safety of 1-(6-Methylpyrimidin-4-yl)ethanone, the main research area is homolytic regioselective acylation pyrimidine.

Pyrimidines I [R, R1 = H, Ph; H, Me; RR1 = (CH2)4] were treated with acetyl radical, generated from R2CHO (R2 = Me) FeSO4, tert-BuOOH and H2SO4, to give 25-45% the 4-acetyl derivatives II (R2 = Ac). No 2-acetyl derivatives were formed. Similar reactions using I (R = H, R1 = Ph) and R2CHO (R2 = Et, iso-Pr, Ph) gave 28-50% corresponding II.

Heterocycles published new progress about homolytic regioselective acylation pyrimidine. 67073-96-5 belongs to class pyrimidines, name is 1-(6-Methylpyrimidin-4-yl)ethanone, and the molecular formula is C7H8N2O, Safety of 1-(6-Methylpyrimidin-4-yl)ethanone.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Stoner, Eric J.’s team published research in Organic Process Research & Development in 2000-08-31 | CAS: 192725-50-1

Organic Process Research & Development published new progress about ABT378 lopinavir large scale synthesis; oxopyrimidineacetate large scale synthesis. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, HPLC of Formula: 192725-50-1.

Stoner, Eric J. published the artcileSynthesis of HIV Protease Inhibitor ABT-378 (Lopinavir), HPLC of Formula: 192725-50-1, the main research area is ABT378 lopinavir large scale synthesis; oxopyrimidineacetate large scale synthesis.

A large-scale process for the synthesis of HIV protease inhibitor candidate ABT-378 was developed which utilizes an intermediate common to the synthesis of ritonavir, Abbott’s first generation compound The synthesis relies on the sequential acylation of this intermediate which is carried through as a mixture of diastereomers until the penultimate step. A synthesis of (S)-tetrahydro-α-(1-methylethyl)-2-oxo-1(2H)-pyrimidineacetate, derived from L-valine, is also reported.

Organic Process Research & Development published new progress about ABT378 lopinavir large scale synthesis; oxopyrimidineacetate large scale synthesis. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, HPLC of Formula: 192725-50-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Gacek, M.’s team published research in FEBS Letters in 1979-02-15 | CAS: 38275-42-2

FEBS Letters published new progress about Liver. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Formula: C5H5ClN2S.

Gacek, M. published the artcileMetahalones, a new class of metaphase inhibitors, Formula: C5H5ClN2S, the main research area is metahalone metaphase inhibitor; liver metaphase arrest metahalone; pyrimidine halogenated metaphase inhibition.

A total of 31 halogenated pyrimidine derivatives were tested for metaphase-arresting activity 6 h after addition to monolayer cultures of human liver cells (Chang strain). O-substituted derivatives were inactive, whereas N-substituted derivatives were active. The metaphase-inhibiting activity depended largely on the structure and substituent groups of the compounds tested. The name metahalones is suggested for this class of inhibitors: meta from metaphase, hal from halogen, and one because the activity was associated with the one-form of the 2-hydroxy group.

FEBS Letters published new progress about Liver. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Formula: C5H5ClN2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Barrett, Harold W.’s team published research in Biochimica et Biophysica Acta, Specialized Section on Nucleic Acids and Related Subjects in 1964 | CAS: 19030-75-2

Biochimica et Biophysica Acta, Specialized Section on Nucleic Acids and Related Subjects published new progress about Liver. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Related Products of pyrimidines.

Barrett, Harold W. published the artcileSynthetic pyrimidines as inhibitors of uracil and thymine degradation by rat-liver supernatant, Related Products of pyrimidines, the main research area is CATALYSIS; EXPERIMENTAL LAB STUDY; LIVER FUNCTION; METABOLISM; NADP; OXIDOREDUCTASES; PHARMACOLOGY; PYRIMIDINES; RATS; THYMINE; URACIL.

The ability of a number of synthetic pyrimidines to inhibit degradation of uracil and thymine by rat-tissue supernatants was examined Among 9 tissues tested, only liver preparations showed significant pyrimidine-degrading activity, and among 46 compounds tested, only 5-substituted uracils, analogs of thymine, showed appreciable inhibition of pyrimidine degradation. Despite their structure, all active compounds were more effective inhibitors of uracil than of thymine degradation; similarly, uracil and thymine showed reciprocal inhibition, but thymine was considerably more effective. It was concluded that inhibition occurred only during the initial reductive step in pyrimidine degradation, that reduction of both uracil and thymine was catalyzed by the same enzyme (dihydrouracil dehydrogenase), and that inhibition resulted from substrate competition for the active site on the enzyme.

Biochimica et Biophysica Acta, Specialized Section on Nucleic Acids and Related Subjects published new progress about Liver. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia