Wu, Cheng-Hua et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2012 | CAS: 37972-24-0

2-Ethynylpyrimidine (cas: 37972-24-0) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Quality Control of 2-Ethynylpyrimidine

A fluorene-modified porphyrin for efficient dye-sensitized solar cells was written by Wu, Cheng-Hua;Pan, Tsung-Yu;Hong, Shang-Hao;Wang, Chin-Li;Kuo, Hshin-Hui;Chu, Yang-Yun;Diau, Eric Wei-Guang;Lin, Ching-Yao. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2012.Quality Control of 2-Ethynylpyrimidine This article mentions the following:

Porphyrins bearing a polyaromatic or a heterocyclic group are prepared to study their fundamental and photovoltaic properties. Solar cells sensitized with a fluorene-modified porphyrin outperform other dyes in the series, reaching �0% efficiency of N719 dye. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Quality Control of 2-Ethynylpyrimidine).

2-Ethynylpyrimidine (cas: 37972-24-0) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Quality Control of 2-Ethynylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Low, John N. et al. published their research in Acta Crystallographica, Section C: Crystal Structure Communications in 1994 | CAS: 54030-56-7

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.COA of Formula: C6H9N3OS

4-Amino-2-methylthio-6-oxo-1,6-dihydropyrimidine and its 1-methyl derivative and 4-amino-2-methoxy-1-methyl-6-oxo-1,6-dihydropyrimidine and its 5-nitroso derivative was written by Low, John N.;Scrimgeour, Sheelagh N.;Egglishaw, Clare;Howie, R. Alan;Moreno-Carretero, Miguel N.;Hueso-Urena, Francisco. And the article was included in Acta Crystallographica, Section C: Crystal Structure Communications in 1994.COA of Formula: C6H9N3OS This article mentions the following:

The structures of 4-amino-2-methylthio-6-oxo-1,6-dihydropyrimidine trihydrate (triclinic, space group P1̅), 4-amino-1-methyl-2-methylthio-6-oxo-1,6-dihydropyrimidine (monoclinic, space group P21/c), 4-amino-2-methoxy-1-methyl-6-oxo-1,6-dihydropyrimidine (monoclinic, space group P21/n) and 4-amino-2-methoxy-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidine monohydrate (triclinic, space group P1̅) show that, as has been reported for analogous compounds, there is extensive electron delocalization in the pyrimidine rings of all 4 compounds At. coordinates are given. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7COA of Formula: C6H9N3OS).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.COA of Formula: C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Riand, J. et al. published their research in Organic Magnetic Resonance in 1977 | CAS: 1193-74-4

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. A Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones enables an efficient and facile synthesis of structurally important pyrimidines via a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization.Reference of 1193-74-4

Proton and carbon-13 NMR study of substituted pyrimidines. I. Substituent effects in methylated and aminated derivatives was written by Riand, J.;Chenon, M. T.;Lumbroso-Bader, N.. And the article was included in Organic Magnetic Resonance in 1977.Reference of 1193-74-4 This article mentions the following:

Substituent effects of Me and NH2 groups on the chem. shifts of pyrimidine were studied by 1H and 13C NMR and compared with data obtained for C6H6 and pyridine. Chem. shifts calculated by the additivity relation agree with exptl. values except for hindered pyrimidines. The 13C NMR spectra of some trisubstituted pyrimidines were assigned. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Reference of 1193-74-4).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. A Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones enables an efficient and facile synthesis of structurally important pyrimidines via a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization.Reference of 1193-74-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Lipinski, Christopher A. et al. published their research in Journal of Heterocyclic Chemistry in 1985 | CAS: 75833-38-4

2-Chloropyrimidine-4-carbonitrile (cas: 75833-38-4) belongs to pyrimidine derivatives. Pyrimidines are isomeric with two other forms of diazines: pyridazine, with the nitrogen atoms in the 1 and 2 positions; and pyrazine, with the nitrogen atoms in the 1 and 4 positions. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.SDS of cas: 75833-38-4

2-Amino- and 2-guanidino-4-thiazolylpyrimidines was written by Lipinski, Christopher A.;Craig, Rebecca H.;Wright, Roger B.. And the article was included in Journal of Heterocyclic Chemistry in 1985.SDS of cas: 75833-38-4 This article mentions the following:

Synthesis of the four amino- and guanidinothiazolylpyrimidines I [R,R1 = NH2, NHC(:NH)NH2] is described and pKa values are calculated Guanidinopyrimidines are more basic than guanidinothiazoles. However, the reverse is true of the amino heterocycles; the aminothiazole is more basic than the aminopyrimidine. In the experiment, the researchers used many compounds, for example, 2-Chloropyrimidine-4-carbonitrile (cas: 75833-38-4SDS of cas: 75833-38-4).

2-Chloropyrimidine-4-carbonitrile (cas: 75833-38-4) belongs to pyrimidine derivatives. Pyrimidines are isomeric with two other forms of diazines: pyridazine, with the nitrogen atoms in the 1 and 2 positions; and pyrazine, with the nitrogen atoms in the 1 and 4 positions. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.SDS of cas: 75833-38-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mkhitaryan, A. V. et al. published their research in Hayastani Kimiakan Handes in 2006 | CAS: 69785-94-0

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Category: pyrimidines

Principles of determination of main tautomers of six-membered heteroaromatic compounds was written by Mkhitaryan, A. V.;Papoyan, R. F.;Avetisyan, A. A.. And the article was included in Hayastani Kimiakan Handes in 2006.Category: pyrimidines This article mentions the following:

The principles of determination of the main tautomers of any mono- and majority of di- and trisubstituted pyridines and diazines have been suggested in the present work. A difference in the electronegativity of the heteroatom X (X = O, NH, S) in the single, two or three XH groups contained in the aromatic form of the present compound is taken in the base of these principles. The two most stable tautomeric forms of each above mentioned heterocycle are determined without drawing in any results of its exptl. or theor. investigations. An application of the systemic approach to the investigation of the tautomerism of six-member heteroaromatic compounds permits to isolate among great number of isomeric structures of the present compounds those which may to be in the equilibrium one with another. Therefore, the potential reaction ability of the present mono-, di- and trisubstituted pyridine or diazine may be easily revealed after the determining of the whole number of such structures among which its main tautomers contain also. The trustworthiness of the principles indicated above has been confirmed by means of quantum-chem. calculations of the heats of formation for all those isomeric structures by means of which the present compound may be represented. Such calculations carried by means of PM-3 method correspond completely to the principles of determination of the main tautomers of the present compound for sufficiently great number of different mono-, di- and trisubstituted six-member heterocycles. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Category: pyrimidines).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sugasawa, Shigehiko et al. published their research in Yakugaku Zasshi in 1951 | CAS: 1193-74-4

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.SDS of cas: 1193-74-4

Synthesis of 2-(p-aminophenylsulfonamido)4,5-dimethyl-pyrimidine was written by Sugasawa, Shigehiko;Yamada, Shun-ichi;Narahashi, Masuko. And the article was included in Yakugaku Zasshi in 1951.SDS of cas: 1193-74-4 This article mentions the following:

A suspension of 23 g. Na powder in 400 ml. C6H6 treated with 60 g. HCO2Me and 72 g. MeCOEt dropwise at 5-10°, stirred 3 hrs., 150 ml. C6H6 added, the mixture poured slowly into 118 g. concentrated H2SO4 and 128 g. dry MeOH at 10°, stirred 4 hrs., neutralized with Na2CO3, filtered, and the filtrate distilled give 42.4 g. AcCHMeCH(OR)2 (I) (R = Me), b8 68-73°; 30 ml. absolute alc., 6 g. CaCl2, and 3 g. AcCHMeCHO in 2 ml. EtOH at 0-2°, let stand in a refrigerator 2 days, the alc. removed, and the residue taken up with ether and distilled give 2.5 g. I (R = Et), b8 81-4°. AcC(:CHONa)Me (II) (58 g.) in 120 ml. water treated with 42 g. Me2SO4 dropwise, kept 2 hrs. at 60-5°, extracted with C6H6, and the extract distilled give 22.3 g. AcCMe:CHOR (III) (R = Me), b4 62-4°; II with EtBr and p-MeC6H4SO2Et in EtOH give III (R = Et), b5 71-5°. (CH2OH)2, (7.4 g.), 20.2 g. concentrated H2SO4, and 60 ml. C6H6 at 4-5° treated dropwise with 24.4 g. II, the mixture stirred 4 hrs., poured into water containing NaHCO3, extracted with CHCl3, and the extract distilled give 2.5 g. AcCHMeCH.O.CH2.CH2.O, b4 74-7°. Guanidine HNO3 (0.56 g.) added to 0.12 g. Na in 6 ml. EtOH, the mixture filtered, the filtrate refluxed 2 hrs. with 0.6 g. I (R = Me), 0.12 g. Na, and 3 ml. EtOH, water added, the solution extracted with CHCl3, and the product recrystallized from water give 0.2 g. 2-amino-4,5-dimethylpyrimidine (IV), m. 215-16°. p-AcHNC6H4SO2NHC(:NH)NH2 (V) (7 g.) in 70 ml. glacial AcOH refluxed 5 hrs. with 4 g. I (R = Me) in 10 ml. AcOH, the AcOH removed, water added, the mixture filtered, 5% NaOH added, the precipitated V filtered, and the filtrate acidified with AcOH give 6.1 g. 2-(p-AcHNC6H4SO2NH) analog (VI) of IV, m. 270. Refluxing 1 g. VI 1 hr. in 10 ml. 10% NaOH, filtering with C, and acidifying the filtrate with AcOH give 0.7 g. 2-(p-H2NC6H4SO2NH) analog (VII) of VI, m. 220°. p-Me2NC6H4SO2NH2 (2 g.) and 1.17 g. guanidine carbonate heated 1.5 hrs. at 210°, 5% NaOH added, and the mixture filtered give 1.9 g. p-Me2NC6H4SO2NHC(:NH)NH2 (VIII), m. 248°. VIII (0.9 g.), 0.37 g. AcCHMeCHO, and 70 g. BuOH heated in a sealed tube 7 hrs. at 120°, the mixt filtered, the solid taken up in 10% NaOH, filtered, and the filtrate acidified with AcOH give 0.51 g. 2-(p-Me2NC6H4SO2NH) analog (IX) of IV, m. 235°. Letting 1.3 g. urea in 50 ml. EtOH, 3.6 g. I (R = Et), and 7 ml. concentrated HCl stand on ice several days gives 1.3 g. 2-HO analog (X) of IV; HCl salt, decompose 250°. X (4 g.) in 10% KOH evaporated to dryness, the residue added to 20 ml. POCl3 with ice cooling, the mixture heated on an oil bath 3 hrs., the POCl3 removed in vacuo, and the residue poured in ice water, neutralized with NaOH, and with C6H6 gives 1.3 g. 2-Cl analog (XI) of IV, m. 22.5-6°. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4SDS of cas: 1193-74-4).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.SDS of cas: 1193-74-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Del Bene, Janet E. et al. published their research in Journal of Physical Chemistry A in 2010 | CAS: 17573-78-3

4,5,6-Trifluoropyrimidine (cas: 17573-78-3) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Electric Literature of C4HF3N2

Probing 1J(C-F) and nJ(F-F) Spin-Spin Coupling Constants for Fluoroazines: An Ab Initio Theoretical Investigation was written by Del Bene, Janet E.;Alkorta, Ibon;Elguero, Jose. And the article was included in Journal of Physical Chemistry A in 2010.Electric Literature of C4HF3N2 This article mentions the following:

Ab initio equation-of-motion coupled cluster singles and doubles calculations have been carried out to evaluate one-bond C-F coupling constants 1J(C-F) and three-, four-, and five-bond F-F coupling constants nJ(F-F) for a series of mono-, di-, and trifluoroazines. The computed 1J(C-F) and nJ(F-F) values for these are in good agreement with available exptl. coupling constants The values of 1J(C-F) vary as the number and positions of N atoms and the number and relative positions of C-F bonds change, but it is difficult to discern general patterns for these changes due to opposing effects of the Fermi contact and paramagnetic spin-orbit terms. The majority of 1J(C-F) values lie in a range that includes the three monosubstituted pyridines. For trifluoroazines, 1J(C-F) for a C-F bond that is ortho to two other C-F bonds is greater than 1J(C-F) for the other two bonds. F-F coupling constants arise in these mols. when the two C-F bonds are ortho, meta, or para. Values of 3J(F-F) are relatively large and neg., whereas values of 5J(F-F) are relatively large and pos. 4J(F-F) may be pos. or neg. and large or small. The value of this coupling constant depends on the nature of the atom that links the two C-F bonds and the number and positions of N atoms in the ring. The calculations carried out in this study at a reliable level of theory give values for one-bond C-F and n-bond F-F spin-spin coupling constants for the fluoroazines that are not available exptl. In addition, the patterns that describe the changes that occur in these mols. provide a basis for predicting their values in larger, related systems in the absence of exptl. data and direct calculations In the experiment, the researchers used many compounds, for example, 4,5,6-Trifluoropyrimidine (cas: 17573-78-3Electric Literature of C4HF3N2).

4,5,6-Trifluoropyrimidine (cas: 17573-78-3) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Electric Literature of C4HF3N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sireesha, Reddymasu et al. published their research in Polycyclic Aromatic Compounds | CAS: 90905-32-1

2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1) belongs to pyrimidine derivatives. The aromatic compound pyrimidine, and its derivatives, are ubiquitous in nature. They are found in nucleic acids, vitamins, amino acids, antibiotics, alkaloids, and a variety of toxins. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.HPLC of Formula: 90905-32-1

Synthesis of Substituted Aryl Incorporated Oxazolo[4,5-b]Pyridine-Triazole Derivatives: Anticancer Evaluation and Molecular Docking Studies was written by Sireesha, Reddymasu;Tej, Mandava Bhuvan;Poojith, Nuthalapati;Sreenivasulu, Reddymasu;Musuluri, Murali;Subbarao, Mannam. And the article was included in Polycyclic Aromatic Compounds.HPLC of Formula: 90905-32-1 This article mentions the following:

A new series of structurally modified oxazolo[4,5-b]pyridine based triazoles derivatives I (R = 4-Me, 4-Cl, 4-CN, etc.) were synthesized, and designed and screened for their anticancer activities against human cancer cell lines like PC3 (prostate), A549 (lung), MCF-7 (breast), and DU-145 (prostate) by using MTT assay method. Most of the tested compounds exhibited good to moderate anticancer potential in comparison with etoposide. Among all, compounds I (R = 3,4,5-(OMe)3, 3,5-(OMe)2, 4-MeO, 4-Me, 4-NMe2, 3,5-(NO2)2) displayed promising anticancer activities on four cell lines. Furthermore, mol. docking studies were carried out on human dihydroorotate dehydrogenase (hDHODH), a potential target for anticancer drugs, that is linked to proliferation, invasion, and migration of cancerous cell in acute myeloid leukemia, colorectal cancer melanoma, and pancreatic cancer cells. The investigated oxazolo[4,5-b]pyridine-based triazoles showed efficient inhibition of hDHODH in mol. docking studies. In the experiment, the researchers used many compounds, for example, 2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1HPLC of Formula: 90905-32-1).

2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1) belongs to pyrimidine derivatives. The aromatic compound pyrimidine, and its derivatives, are ubiquitous in nature. They are found in nucleic acids, vitamins, amino acids, antibiotics, alkaloids, and a variety of toxins. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.HPLC of Formula: 90905-32-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Asenjo Asenjo, R. et al. published their research in Anales de Quimica, Serie C: Quimica Organica y Bioquimica in 1983 | CAS: 54030-56-7

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Electric Literature of C6H9N3OS

Aminopyrimidines and derivatives. XIII. Condensation of 4-aminopyrimidines with aldoses was written by Asenjo Asenjo, R.;Melgarejo Sampedro, M.;Rodriguez Melgarejo, C.;Nogueras Montiel, M.;Sanchez Rodrigo, A.. And the article was included in Anales de Quimica, Serie C: Quimica Organica y Bioquimica in 1983.Electric Literature of C6H9N3OS This article mentions the following:

Several N-glycosides I (R = H, Me; R1 = H, CH2OH; R2 = H; X = O,S) were obtained by reaction of 4-aminopyrimidines II with glucose and xylose. I (R2 = Ac) are obtained by acetylation of I (R2 = H) with Ac2O and pyridine at room temperature In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Electric Literature of C6H9N3OS).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Electric Literature of C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Naito, Takio et al. published their research in Chemical & Pharmaceutical Bulletin in 1958 | CAS: 69785-94-0

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Heterocyclic compounds bearing the pyrimidine core are of tremendous interest as they constitute an important class of natural and synthetic compounds exhibiting diverse useful biological activities that hold attractive potential for clinical translation as therapeutic agents in alleviation of a myriad of diseases. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.SDS of cas: 69785-94-0

Pyrimidine derivatives. II. 2 was written by Naito, Takio;Inoue, Shoji. And the article was included in Chemical & Pharmaceutical Bulletin in 1958.SDS of cas: 69785-94-0 This article mentions the following:

The 2,4-Cl(NCS) derivative (I) of 5-nitropyrimidine (II) (0.2 g.) in 30 cc. EtOH treated dropwise under stirring with 0.27 g. PhONa in EtOH, the solvent removed after 1 hr., and the residue in a little H2O extracted with C6H6 gave the 2,4-(PhO)2 derivative of II, m. 105°. I (1 g.) added to 50 cc. 28% NH4OH at 15° gave the 2,4-(H2N)2 derivative of II, identical with the product from NH3 on the 2,4-Cl2 derivative (III) of II [Isay, Ber. 39, 250(1906)]. Excess 10% alc. NH3 (or EtNH2 or PhNH2) added dropwise to 5 g. I in 50 cc. C6H6 yielded 4.2 g. 2,4-H2N(NCS) derivative (IV) of II, m. 209-10° (decomposition) [or 2,4-(EtNH)2 derivative of II, m. 170°, or 2,4-PhNH(NCS) derivative (V) of II, m. 199-200°]. Powd. I (4.3 g.) added to 1.6 g. (H2N)2CS in 60 cc. hot H2O, the mixture stirred 30-40 min., cooled, made alk. (at the neutral point the yellow 2,4-[H2NC(:NH)S]2 derivative of II appeared), and the hydrolyzed alk. solution decolorized, filtered, and acidified yielded the 2,4-(HS)2 derivative of II, m. 213° (decomposition), identical with the product from III treated with 2 moles (H2N)2CS or 4 moles KSH. IV (0.19 g.) (or 0.27 g. V) added to 20 cc. MeOH containing 0.05 g. Na, and the mixture stirred 2 hrs. at 0° yielded 0.14 g. 2,4-H2N(MeO) derivative of II, m. 2272 [or 0.23 g. 2,4-PhNH(MeO) derivative of II, m. 183°]. Similarly, with EtONa in place of MeONa 2 g. IV yielded 1-1.1 g. alkali-insoluble 2,4-H2N(EtO) derivative (VI) of II, m. 227°, and the alkali-soluble 2,4-H2N(HS) derivative (VII) of II, decompose without melting, whereas V gave the alkali-insoluble 2,4-PhNH(EtO) derivative of II, m. 150°, and the alkali-soluble 2,4-PhNH(HS) derivative of II, reduced (1 g.) (without crystallization) with alk. Na2S2O4 to 0.65 g. 2,4-PhNH(HS) derivative (VIII) of 5-aminopyrimidine, m. 218° (decomposition). VII (1 g.) similarly reduced yielded 0.6 g. 2,5-diamino-4-mercaptopyrimidine (IX), m. 235° (decomposition). VI (1.5 g.) in 30 cc. AcOH reduced by heating 2 hrs. at 60° with 1.5 g. Fe powder yielded 1 g. 2,5-diamino-4-ethoxypyrimidine, m. 128-9°. Similar reduction of 1.5 g. IV (or V) yielded 1.1 g. 2,5-(H2N)2 derivative (X) of thiazolo[5,4-d]pyrimidine (XI), m. above 270°, decompose above 270° [or 1.15 g. 2,5-H2N(PhNH) derivative (XII) of XI, m. 243°]. Heating 0.5 g. X 1 hr. on a water bath with 5 cc. 10% NAOH and acidifying the mixture with AcOH opened the thiazole ring and yielded 0.4 g. 2,4,5-H2N(RS)(H2NCONH) derivative (XIII) (R = H) of pyrimidine, decompose about 270° [EtBr on the K salt of XIII (R = H) gave XIII (R = Et), m. 223-4° (decomposition)], and this (1 g.) further hydrolyzed by heating 15 hrs. on a water bath with 20 cc. 15% NaOH, and acidifying the product gave IX, identical with the reduction product of VII above; IX (EtS in place of HS) m. 87°. XII (1 g.) hydrolyzed similarly yielded 0.5 g. VIII. Cyclization of VIII and IX was carried out by refluxing with (a) HCO2H or Ac2O, (b) BzCl, or (c) K methylxanthate to give N:C(NHR).N:CH.C:C.S.CR’:N (compound used, R, R’, method, hrs. of refluxing, m.p., g. yield from 1 g. given): IX, H, H, a (HCO2H), 2, 248-9°, 0.6; IX, H, Me, a (Ac2O), 3, 223°, 0.8; VIII, Ph, H, a (HCO2H), 3, 152°, 0.75; VIII, Ph, Ph, b, 3, 187°, 1.4; IX, H, SH, c, 15, above 300°, 1.05; VIII, Ph, SH, c, 15, 267-8°, 1.09. The K salts of the last 2 compounds in 70% EtOH heated 20 min. with EtBr and PhCH2Cl, resp. (preceding abstract), gave the 2,5-EtS(H2N) derivative and the 2,5-PhCH2S(PhNH) derivative of XI, m. 168° and 154°, in yields of 0.22 g. from 0.24 g. and 0.32 g. from 0.31 g., resp. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0SDS of cas: 69785-94-0).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Heterocyclic compounds bearing the pyrimidine core are of tremendous interest as they constitute an important class of natural and synthetic compounds exhibiting diverse useful biological activities that hold attractive potential for clinical translation as therapeutic agents in alleviation of a myriad of diseases. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.SDS of cas: 69785-94-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia