Month: February 2023

An alternative preparation of the 2-dimethylaminomethylene-1,3-bis(dimethylimmonio)propane salt from phosphonoacetic acids and some applications in heterocyclic synthesis was written by Gupton, John T.;Gall, John E.;Riesinger, Steve W.;Smith, Stanton Q.;Bevirt, Kathy M.;Sikorski, James A.;Dahl, Maria L.;Arnold, Zdenek. And the article was included in Journal of Heterocyclic Chemistry in 1991.Safety of 2-Methoxypyrimidine-5-carbaldehyde This article mentions the following:

An alternative preparation of Me₂N⁺:CHCR:CHNMe₂ . n ClO₄^– (I; R = CHN⁺Me₂; n = 2) from phosphonoacetic acid is described along with its application to the synthesis of 5-formylpyrimidines, e.g., II (R¹ = Me, OMe, SMe, NH₂, NMe₂, NHEt, Ph) and masked 4-formylpyrazoles III (Ar = substituted Ph) via cyclization with RC(NH₂):NH or ArNHNH₂, resp. I (R = H; n = 1), thought to be an intermediate in the preparation of I (R = CHN⁺Me₂; n = 2) was also isolated. In the experiment, the researchers used many compounds, for example, 2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1Safety of 2-Methoxypyrimidine-5-carbaldehyde).

2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. 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.Safety of 2-Methoxypyrimidine-5-carbaldehyde

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Unprecedented Allenylidene Transfer from Chromium to Tungsten was written by Szesni, Normen;Drexler, Matthias;Fischer, Helmut. And the article was included in Organometallics in 2006.Quality Control of 2-Ethynylpyrimidine This article mentions the following:

Pyrimidylallenylidene complexes 1 ([(CO)₅M:C:C:C(NC₃H₃NEt)]; M = Cr (a), W (b)) were prepared in a 1-pot procedure from readily available 2-ethynylpyrimidine, BuLi, [(CO)₅M(THF)], and triethyloxonium tetrafluoroborate. In addition to 1a,b, the homobinuclear allenylidene complexes 2a,b ([(CO)₅M:C:C:C(NC₃H₃NEt)M(CO)₅]; M = Cr, W) were formed. In 2a,b the 2nd (CO)₅M moiety is attached to the non-alkylated N atom of the pyrimidyl ring. Treatment of the Cr complex 1a with an excess of [(CO)₅W(THF)] afforded the W allenylidene complex 2b by transmetalation of the allenylidene ligand and addition of (CO)₅W. The allenylidene ligands of other Cr allenylidene complexes [(CO)₅Cr:C:C:C(R¹)R²] could likewise be transferred to W. In contrast, the reverse transmetalation from W to Cr could not be achieved. DFT calculations indicate that the reaction proceeds by an associative rather than a dissociative pathway. The initiating reaction step is coordination of a (CO)₅W fragment to the C_α-C_β bond of the allenylidene ligand. 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. 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. Pyrimidine derivatives have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.Quality Control of 2-Ethynylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

N-H…N hydrogen bonding in 4,6-diphenyl-2-pyrimidinylamine isolated from the plant Justicia secunda (Acanthaceae) was written by Gallagher, John F.;Goswami, Shyamaprosad;Chatterjee, Baidyanath;Jana, Subrata;Dutta, Kalyani. And the article was included in Acta Crystallographica, Section C: Crystal Structure Communications in 2004.Product Details of 40230-24-8 This article mentions the following:

The title compound, C₁₆H₁₃N₃, isolated from Justicia secunda (Acanthaceae), comprises two mols. (which differ slightly in conformation) in the asym. unit of space group P1̅. Crystallog. data are given. Intermol. N_amino-H…N_pyrm interactions (N_pyrm is a pyrimidine ring N atom) involve only one of the two donor amino H atoms and pyrimidine N atoms per mol., forming dimeric units via R₂²(8) rings, with N…N distances of 3.058(2) and 3.106(3) Å, and N-H…N angles of 172.7(18) and 175.8(17)°. The dimers are linked by C-H…π(arene) contacts, with an H…centroid distance of 2.77 Å and a C-H…centroid angle of 141°. In the experiment, the researchers used many compounds, for example, 4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8Product Details of 40230-24-8).

4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8) 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.Product Details of 40230-24-8

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Microwave-assisted synthesis of 2,5-disubstituted pyrimidine derivatives via Buchwald-Hartwig amination was written by Li, Bo;Etheve-Quelquejeu, Melanie;Yen-Pon, Expedite;Garbay, Christiane;Chen, Huixiong. And the article was included in Tetrahedron Letters in 2020.Formula: C10H7BrN2O This article mentions the following:

Various 2,5-disubstituted pyrimidine derivatives I (R = 4-cyanophenyl, 3-tert-butyl-1-methyl-1H-pyrazol-5-yl, 4-[ethoxy(oxo)methane]phenyl, etc.; R¹ = H; RR¹ = -(CH₂)₂O(CH₂)₂-, -(CH₂)₂CH(N-(CH₂)₄-)(CH₂)₂-; R² = H, Ph, dimethylaminyl, 4-cyclohexylpiperazin-1-yl, etc.) were synthesized under microwave irradiation via Buchwald-Hartwig amination. This concise approach provides interesting scaffolds in good to high yields and with large functional group compatibility. These novel chem. entities could be used as building blocks in drug design. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-phenoxypyrimidine (cas: 257280-25-4Formula: C10H7BrN2O).

5-Bromo-2-phenoxypyrimidine (cas: 257280-25-4) 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.Formula: C10H7BrN2O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Coupling of Heteroaryl Halides with Chlorodifluoroacetamides and Chlorodifluoroacetate by Nickel Catalysis was written by Zhang, Dawei;Gao, Xing;Min, Qiao-Qiao;Gu, Yucheng;Berthon, Guillaume;Zhang, Xingang. And the article was included in Chemistry – A European Journal in 2022.Category: pyrimidines This article mentions the following:

A nickel-catalyzed cross-coupling of heteroaryl halides with chlorodifluoroacetamides and chlorodifluoroacetate was developed. The combination of NiCl₂ DME with 4,4′-diNon-bpy, co-ligand PPh₃, and additive LiCl renders the catalytic system efficient for the synthesis of medicinal interest heteroaryldifluoroacetamides. The application of the method leads to short and highly efficient synthesis of biol. active mols., providing a facile route for applications in medicinal chem. and agrochem. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-phenoxypyrimidine (cas: 257280-25-4Category: pyrimidines).

5-Bromo-2-phenoxypyrimidine (cas: 257280-25-4) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pollution characteristics of livestock faeces and the key driver of the spread of antibiotic resistance genes was written by Yue, Zhengfu;Zhang, Jing;Zhou, Zhigao;Ding, Changfeng;Wan, Liping;Liu, Jia;Chen, Liumeng;Wang, Xingxiang. And the article was included in Journal of Hazardous Materials in 2021.Product Details of 1220-83-3 This article mentions the following:

The increasing prevalence of antibiotic resistance genes (ARGs) in livestock and poultry feces has attracted considerable amounts of attention. However, in the actual breeding environment, the key driver of the spread of ARGs and which bacteria are involved remain unclear. This study investigated 19 antibiotics and 4 heavy metals in 147 animal feces. The results showed that piglet feces exhibited the highest levels of antibiotics and heavy metals. Twelve ARGs, 4 mobile genetic elements (MGEs) and bacterial communities of piglet feces from 6 pig farms were further assessed to determine the key driver and relevant mechanism of the spread of ARGs. Sulfonamides (SAs) explained 36.5% of the variance (P < 0.05) of the bacterial community and were significantly related to 8 genes (P < 0.01), indicating that SAs dominated the spread of ARGs and should be tightly supervised. Structural equation modeling (SEM) indicated that SAs increased the abundance of ARGs via two pathways: horizontal transfer of ARGs (involving 10 genera) and vertical transfer of ARGs (involving 26 genera). These results improve our understanding of the potential hosts involved in the spread of ARGs, suggesting that monitoring of the above potential hosts is also important in animal feeding practice. In the experiment, the researchers used many compounds, for example, 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3Product Details of 1220-83-3).

4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3) 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. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Product Details of 1220-83-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Syntheses of pyrimidines and thiazolo[5,4-d]pyrimidines was written by Marchal, L.;Promel, R.;Martin, R. H.;Cardon, A.. And the article was included in Bulletin des Societes Chimiques Belges in 1960.Recommanded Product: 69785-94-0 This article mentions the following:

A series of thiazolo[5,4-d]pyrimidines substituted in the 7 position were prepared from 7-chlorothiazolo[5,4-d]pyrimidine (I). Preliminary to the synthesis of I, 5-amino-4,6-dihydroxypyrimidine (II) was prepared by the method of Hull (cf. CA 46, 987d) in increased yield (78% instead of 40%) by effecting condensation in the presence of 3 equivalents of NaOEt. To 1 g. 5-amino-4,6-dichloropyrimidine (III) prepared from II by the known route (cf. CA 49, 10308f) and dissolved in 20 ml. MeOH was added 0.805 g. NaSH in 10 ml. MeOH and the mixture refluxed 0.5 hr. The product, 5-amino-4-chloro-6-mercaptopyrimidine (IV), decomposing 190-220°, 88% yield, was characterized by methylation in alk. solution with MeI to give 5-amino-4-chloro-6-methylthiopyrimidine (V), m. 94.5-96° after sublimation at 80°/0.2 mm. Reaction of thiourea instead of NaSH with III led not to IV but to the disubstituted product 5-amino-4,6-dimercaptopyrimidine, m. above 330°. Heating 2 g. of IV in 28 ml. HC(OEt)₃ at reflux gave 81% I, m. 152-4° (corrected) after sublimation at 110°/0.1 mm. From I was prepared a series of 7-X-substituted-thiazolo[5,4-d]pyrimidines (X, m.p., and % yield given): furfurylamino, 93.5-95°, 65; benzylamino, 129-30°, 59%; hydrazino, decompose 200-60°, 71; methoxy, 164-6°, 90.5; hydroxy, above 300°, 83; mercapto, 330°, 94.5. Attempted preparation of 7-aminothiazolo[5,4-d]pyrimidine by reaction of I with ammonia in aqueous or alc. solution gave an unidentified product. Also, dehalogenation of I using Pd-C or Raney Ni failed to give thiazolo[5,4-d]pyrimidine (VI). As the first step in another route to synthesize VI, desulfurization of V with Raney Ni gave not the expected product but 5-aminopyrimidine (VII). Desulfurization of 0.5 g. IV by heating an aqueous ammoniacal solution with 3 g. Raney Ni 15 min. gave a mixture of VII, m. 166-9°, and 5-amino-4-chloropyrimidine, decomposing 110° after sublimation (VIII), separated by chromatography on alumina. IV (1 g.) in 20 ml. MeOH was added to a stirred solution of NaOMe (from 0.14 g. of Na in 3.5 ml. of MeOH) at room temperature Stirring was continued 12 hrs. On workup was obtained 95% 5-amino-4-chloro-6-methoxypyrimidine (IX), m. 79-80° after sublimation at 60°/0.005 mm. Dehalogenation of 0.49 g. IX in 0.43 ml. Et₃N and 20 ml. MeOH with 0.3 g. of 5% Pd-C at ambient temperature gave 83% 5-amino-4-methoxypyrimidine (X), m. 61-3° (corrected). Hydrolysis of X with concentrated HCl at reflux temperature for 0.5 hr. gave 70% 5-amino-4-hydroxypyrimidine (XI), m. 206-8° after sublimation. Attempted transformation of XI to VIII with POCl₃ was unsuccessful. 4-Chloro-6-mercaptopyrimidine (0.48 g.), prepared by reaction of 1 g. 4,6-dichloropyrimidine with 0.37 g. NaSH in 5 ml. of MeOH at room temperature 15 hrs., was treated with MeI in basic solution to give 36% 4-chloro-6-methylthiopyrimidine, m. 50-1° after sublimation. I and 7-furfurylaminothiazolo[5,4-d]pyrimidine were inactive against five exptl. tumors. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Recommanded Product: 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. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Recommanded Product: 69785-94-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis and characterization of antitubercular triazine-chalcone hybrid molecules was written by Rawat, Aman;Kaur, Atinder;Surjit;Kaur, Harpreet. And the article was included in Asian Journal of Chemistry in 2017.Category: pyrimidines This article mentions the following:

A series of 1,3,5-triazine-chalcone hybrid mols. I [R = H, MeO, C₆H₅-CH₂-O, etc.], II [R = H, CN, Cl, etc.] and III [R = H, MeO, Cl, etc.] were synthesized and evaluated in-vitro for Mycobacterium tuberculosis H37Rv inhibitory potency using Alamar blue assay and the activity expressed as the min. inhibitory concentration (MIC) in μg/mL. The antitubercular activity screening data revealed that di-Ph propen-2-one and compound II [R = H] demonstrated comparatively the most potent inhibitory activity, with MIC value 1.6 μg/mL. Most of the compounds I, II and III displayed significantly promising activity. In the experiment, the researchers used many compounds, for example, 4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8Category: pyrimidines).

4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. 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.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Propranolol Activates the Orphan Nuclear Receptor TLX to Counteract Proliferation and Migration of Glioblastoma Cells was written by Faudone, Giuseppe;Bischoff-Kont, Iris;Rachor, Lea;Willems, Sabine;Zhubi, Rezart;Kaiser, Astrid;Chaikuad, Apirat;Knapp, Stefan;Fuerst, Robert;Heering, Jan;Merk, Daniel. And the article was included in Journal of Medicinal Chemistry in 2021.Category: pyrimidines This article mentions the following:

The ligand-sensing transcription factor tailless homolog (TLX, NR2E1) is an essential regulator of neuronal stem cell homeostasis with appealing therapeutic potential in neurodegenerative diseases and central nervous system tumors. However, knowledge on TLX ligands is scarce, providing an obstacle to target validation and medicinal chem. To discover TLX ligands, we have profiled a drug fragment collection for TLX modulation and identified several structurally diverse agonists and inverse agonists of the nuclear receptor. Propranolol evolved as the strongest TLX agonist and promoted TLX-regulated gene expression in human glioblastoma cells. Structure-activity relationship elucidation of propranolol as a TLX ligand yielded a structurally related neg. control compound In functional cellular experiments, we observed an ability of propranolol to counteract glioblastoma cell proliferation and migration, while the neg. control had no effect. Our results provide a collection of TLX modulators as initial chem. tools and set of lead compounds and support therapeutic potential of TLX modulation in glioblastoma. In the experiment, the researchers used many compounds, for example, 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3Category: pyrimidines).

4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3) 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. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis of functionalized arylpyridines and -pyrimidines by domino [4+2]/retro [4+2] cycloadditions of electron-rich dienes with alkynylpyridines and -pyrimidines was written by Abid, Obaid-ur-Rahman;Nawaz, Muhammad;Ibad, Muhammad Farooq;Khera, Rasheed Ahmad;Iaroshenko, Viktor;Langer, Peter. And the article was included in Organic & Biomolecular Chemistry in 2011.Related Products of 37972-24-0 This article mentions the following:

Aryl-substituted pyridines and pyrimidines were prepared by [4 + 2] cycloadditions of alkynyl-substituted pyridines and pyrimidines with electron-rich dienes. The reactions proceed by formation of a bridged cycloadduct and subsequent thermal extrusion of ethylene. The pyridine moiety plays a crucial role for the success of the reaction. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Related Products of 37972-24-0).

2-Ethynylpyrimidine (cas: 37972-24-0) 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. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Related Products of 37972-24-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia