Tag: M.W=150-200

Manzoor, Saira published the artcileTetrazole and Azido Derivatives of Pyrimidine: Synthesis, Mechanism, Thermal Behaviour & Steering of Azido-Tetrazole Equilibrium, Product Details of C4H3Cl2N3, the publication is ChemistrySelect (2020), 5(18), 5414-5421, database is CAplus.

A new family of pyrimidine modified tetrazole & azido derivatives I (R = pyrimidin-2-yl, 2,6-dimethoxypyrimidin-4-yl, 6-azidopyrimidin-4-yl, etc.), II, III, IV and tetrazolo[1,5-c]pyrimidin-5-amine was developed using the conventional and nucleophilic substitution methods. The 1H-(tetrazol-1-yl)pyrimidine I compounds were prepared via traditional cycloaddition and condensation method. The compounds tetrazolo[1,5-a]pyrimidine (II, III and IV), azido-(1H-tetrazol-1-yl)pyrimidine I (R = 6-azidopyrimidin-4-yl and 4-azido-6-chloropyrimidin-2-yl) and tetrazolo[1,5-c]pyrimidin-5-amine were synthesized by simultaneously introducing conventional and nucleophilic substitution approaches. The latter technique was easy to process and reduce the synthesis time. The factors (solvent, temperature, steric effect, electron-donating groups, and electron-withdrawing groups) were found responsible for steering the azido-tetrazole equilibrium in the compounds II, III, IV and tetrazolo[1,5-c]pyrimidin-5-amine. All the prepared compounds were well characterized including single-crystal X-ray diffraction structures of some compounds Thermal behavior was investigated by differential scanning calorimetry (DSC) and thermal gravimetric anal. (TGA). The current work is significant to the development of a new class of pyrimidine modified tetrazole and azido derivatives in sense of easy reaction approach, good to excellent yields, safe process, and simple work-ups.

ChemistrySelect 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, Product Details of C4H3Cl2N3.

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

Karim, Rezaul Md published the artcileDiscovery of Dual TAF1-ATR Inhibitors and Ligand-Induced Structural Changes of the TAF1 Tandem Bromodomain, Application In Synthesis of 56-05-3, the publication is Journal of Medicinal Chemistry (2022), 65(5), 4182-4200, database is CAplus and MEDLINE.

Bromodomains regulate chromatin remodeling and gene transcription through recognition of acetylated lysines on histones and other proteins. Bromodomain-containing protein TAF1, a subunit of general transcription factor TFIID, initiates preinitiation complex formation and cellular transcription. TAF1 serves as a cofactor for certain oncogenic transcription factors and is implicated in regulating the p53 tumor suppressor. Therefore, TAF1 is a potential target to develop small mol. therapeutics for diseases arising from dysregulated transcription, such as cancer. Here, we report the ATR kinase inhibitor AZD6738 (Ceralasertib) and analogs thereof as bona fide inhibitors of TAF1. Crystallog. and small-angle X-ray scattering studies established that newly identified and previously reported inhibitors stabilize distinct structural states of the TAF1 tandem bromodomain through “open-closed” transitions and dimerization. Combined with functional studies on p53 signaling in cancer cell lines, the data provide new insights into the feasibility and challenges of TAF1 inhibitors as chem. probes and therapeutics.

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, Application In Synthesis of 56-05-3.

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

Xu, Liang published the artcileSynthesis and Biological Activities of O,O-Dialkyl 1-((4,6-Dichloropyrimidin-2-yl)Carbamyloxy) Alkylphosphonates, Computed Properties of 56-05-3, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2014), 189(6), 812-818, database is CAplus.

A series of new 1-((4,6-dichloropyrimidin-2-yl)carbamyloxy) alkylphosphonates were designed and synthesized. The structures of all the title compounds were confirmed by IR, ¹H-NMR, ³¹P-NMR and elemental anal. The results of the bioassay showed that all of title compounds exhibited weak herbicidal activities against monocotyledons and dicotyledons; however, some of them showed potential plant growth regulatory activities.

Phosphorus, Sulfur and Silicon and the Related Elements 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 C8H8BFO2, Computed Properties of 56-05-3.

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

Tsuno, Naoki published the artcilePharmacological evaluation of novel (6-aminopyridin-3-yl)(4-(pyridin-2-yl)piperazin-1-yl) methanone derivatives as TRPV4 antagonists for the treatment of pain, COA of Formula: C5H5ClN2O2S, the publication is Bioorganic & Medicinal Chemistry (2017), 25(7), 2177-2190, database is CAplus and MEDLINE.

A novel series of (6-aminopyridin-3-yl)(4-(pyridin-2-yl)piperazin-1-yl) methanone derivatives were identified as selective transient receptor potential vanilloid 4 (TRPV4) channel antagonist and showed analgesic effect in Freund’s Complete Adjuvant (FCA) induced mech. hyperalgesia model in guinea pig and rat. Modification of right part based on the compound I which was disclosed in the previous communication led to the identification of compound II as a flagship compound In this paper, the authors described the details about design, synthesis and structure-activity relationship (SAR) anal.

Bioorganic & Medicinal Chemistry published new progress about 321565-33-7. 321565-33-7 belongs to pyrimidines, auxiliary class Pyrimidine, name is 2-Chloro-5-methanesulfonylpyrimidine, and the molecular formula is C5H6N2O2, COA of Formula: C5H5ClN2O2S.

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

Schreeb, A. published the artcilePiperazine modification in 2,4,6-triaminopyrimidine derivatives as histamine H4 receptor ligands, Safety of 2-Amino-4,6-dichloropyrimidine, the publication is Pharmazie (2013), 68(7), 521-525, database is CAplus and MEDLINE.

The human histamine H₄ receptor (hH₄R) is a promising new target in the therapy of inflammatory and immunomodulatory diseases. The 2,4,6-triaminopyrimidine structure has been established as a potent hH₄R affinity scaffold. By using the inverse agonist ST-1012 as reference ligand, piperazine modifications were performed to get larger structural variations. Therefore, different spacers were introduced into the lead structure and the influence on affinity of this basic element was evaluated. While a short distance between aminopyrimidine and basic moiety is beneficial, a lipophilic group in the eastern part is necessary to maintain hH₄R affinity. The title compounds thus formed included a piperazine pyrimidine indoline derivative (I) and related substances, such as 4,6-bis(4-methyl-1-piperazinyl)-2-pyrimidinamine. The synthesis of the target compounds was achieved by a reaction of 4,6-dichloro-2-pyrimidinamine with 4-methyl-1-piperazineethanamine, 4-methyl-1-piperazinepropanamine, 4-methyl-1-piperazinebutanamine, etc.

Pharmazie 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.

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

Xu, Jianjun published the artcileSynthesis and properties of a high-performance pyrimidine-containing self-catalyzed phthalonitrile polymer, Synthetic Route of 56-05-3, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2019), 57(23), 2287-2294, database is CAplus.

A self-catalytic monomer of phthalonitrile, 2-amino-4,6-bis[3-(3,4-dicyano-phenoxy)phenoxy] pyrimidine (ACPP), was synthesized by a one-pot method with resorcinol, 2-amino-4,6-dichloropyrimidine, and 4-nitrophthalonitrile. The chem. structure of the ACPP monomer was characterized by Fourier transform IR spectroscopy and NMR spectroscopy. The curing behavior of ACPP monomer was studied by differential scanning calorimetric, which indicated that the ACPP monomer had a low m.p. (84 °C) and revealed an autocatalytic reaction and tremendously wide processing window (193 °C). Wide-angle X-ray diffraction and FTIR analyzes were employed to explore the microstructure of the ACPP polymers. The properties of the three polymers with different curing procedures were investigated, which implied that the ACPP polymers exhibited excellent thermal stability, high modulus, superior glass-transition temperature (T_g > 400 °C), and low water absorption with the increase in curing extent.

Journal of Polymer Science, Part A: Polymer 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 C18H34N4O5S, Synthetic Route of 56-05-3.

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

Leng, Jiapeng published the artcileIntegration of high accuracy N-terminus identification in peptide sequencing and comparative protein analysis via isothiocyanate-based isotope labeling reagent with ESI ion-trap TOF MS, Product Details of C4H3Cl2N3, the publication is Journal of the American Society for Mass Spectrometry (2011), 22(7), 1204-1213, database is CAplus and MEDLINE.

A multifunctional isothiocyanate-based isotope labeling reagent, [d₀]-/[d₆]-4,6-dimethoxy pyrimidine-2-isothiocyanate (DMPITC), has been developed for accurate N-terminus identification in peptide sequencing and comparative protein anal. by ESI Ion-trap TOF mass spectrometry. In contrast with the conventional labeling reagent Ph isothiocyanate (PITC), DMPITC showed more desirable properties such as rapid labeling, sensitivity enhancement, and facilitating peptide sequencing. More significantly, DMPITC-based labeling strategy possessed the capacity of higher reliable N-terminus identification owning to the high-yield b₁ ion combined with the isotope validation of 6 Da. Meanwhile, it also showed potential in differentiating isomeric residues of leucine and isoleucine at N-terminus on the basis of the relative abundance ratios between the fragment ions of their resp. b₁ ions. The strategy not only allows accurate interpretation for peptide but also ensures rapid and sensitive comparative anal. for protein by direct MS anal. Using trypsin-digested bovine serum albumin (BSA), both peptide N-terminus identification and quant. anal. were accomplished with high accuracy, efficiency, and reproducibility. The application of DMPITC-based labeling strategy is expected to serve as a promising tool for proteome research.

Journal of the American Society for Mass Spectrometry 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, Product Details of C4H3Cl2N3.

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

Li, Jia-hui published the artcileSynthesis, herbicidal activity study and molecular docking of novel pyrimidine thiourea, HPLC of Formula: 56-05-3, the publication is Pesticide Biochemistry and Physiology (2021), 104766, database is CAplus and MEDLINE.

According to the pharmacophore binding strategy and principle of bioelectronic isobaric, used the sulfonylurea bridge as the parent structure, a series of novel thiourea compounds containing aromatic-substituted pyrimidines I (R¹ = OMe, Cl, N(Et)₂, etc.; R² = Me, OEt, Cl, etc.) were designed and synthesized. The preliminary herbicidal activity tests showed that some compounds had good herbicidal activity against Digitaria adscendens, Amaranthus retroflexus, especially for compound I (R¹ = OMe; R² = Cl) and compound I (R¹ = R² = Cl). The results showed that compound I (R¹ = OMe; R² = Cl) had an inhibition rate of 81.5% on the root growth of Brassica napus L. at the concentration of 100 mg L^-1, and compound I (R¹ = R² = Cl) had an inhibition rate of 81% on the root growth of Digitaria adscendens at the concentration of 100 mg L^-1. Compounds I (R¹ = OMe; R² = Cl) and I (R¹ = R² = Cl) had higher comparative activity on Echinochloa crus-galli than the com. herbicide bensulfuron-Me. The preliminary structure-activity relationship (SAR) was also summarized. Authors also tested the in vivo AHAS enzyme activity inhibition experiment of 14 compounds at 100 mg L^-1, and the results showed that they all have inhibitory activity on the enzyme, with the highest inhibition rate reaching 44.4% (compound I (R¹ = OMe; R² = Cl)). Based on the results of mol. docking to yeast acetohydroxyacid synthase (AHAS), the possible herbicidal activity mechanism of these compounds was evaluated.

Pesticide Biochemistry and Physiology 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, HPLC of Formula: 56-05-3.

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

Shinozuka, Kazuo published the artcileNucleoside complexing. A carbon-13 NMR spectroscopic investigation of the metal binding sites in 7-methylguanosine, 7-methylinosine and some related new synthetic betaines, Product Details of C6H9N3O2, the publication is Inorganica Chimica Acta (1985), 100(1), 141-50, database is CAplus.

A ¹³C NMR spectroscopic study of the binding of various metal species, including hard metal species (Sr, Ba, La, Pr), intermediate metal species (Zn, Cd, Pb), and soft metal species (Pt, Hg), is reported. The ¹³C NMR shift patterns for the O6 resonance of 7-methylguanosine, 7-methylinosine, 2-(dimethylamino)-7.9-dimethylhypoxanthinium betaine, 2-(diethylamino)-7-methyl-9-propylhypoxanthinium betaine, and the (ethylamino) and 6-thio analogs of the latter betaine suggest that metal species of intermediate ‘softness’ prefer endocyclic N1 binding over exocyclic O6 to a larger extent than they prefer endocyclic N3 binding over exocyclic O2 binding in cytosine derivatives 2-Dimethylamino-9-methylhypoxanthine I (R,R¹ = Me; R² = Me) was prepared from 5-amino-4,6-dihydroxy-2-dimethylaminopyrimidine II (R³ = NH₂, R⁴ = OH, R⁵ = NMe₂) by addition of MeNCS, ring closure with HCL, and Raney nickel desulfurization. I (R,R¹ = H, Et; R² = Pr) were prepared from II (R³ = NO₂, R⁴ = NH₂, R⁵ = SMe) by treatment with Me₂NH, EtNH₂, or Et₂NH followed by cycloadditions with Na₂S₂O₄, HCO₂H₂ and CHCONH₂ alkylation with alkyl halides, and deamination with HNO₂. I were methylated to give the corresponding hypoxanthinium betaines III.

Inorganica Chimica Acta published new progress about 5738-14-7. 5738-14-7 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Alcohol,Pyrimidine, name is 2-(Dimethylamino)pyrimidine-4,6-diol, and the molecular formula is C6H17NO3Si, Product Details of C6H9N3O2.

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

Chen, An published the artcileDesign, synthesis and biological evaluation of 2-methyl-(1,1′-biphenyl)-pyrimidine conjugates, Recommanded Product: 2-Amino-4,6-dichloropyrimidine, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(16), 127328, database is CAplus and MEDLINE.

Small mol. inhibitors of biphenyl structure as core backbone showed a significant effect on PD-1/PD-L1 axis, and 2-amino-pyrimidine structure is a promising privileged scaffold in medicinal chem. and drug discovery. The authors designed by combination principles and synthesized 27 novel compounds with N-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)pyrimidin-2-amine as a basic skeletal structure, and their anti-cancer activity was evaluated. Among compounds, N⁴-(3-(dimethylamino)propyl)-N²-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)-6-morpholinopyrimidine-2,4-diamine, N⁴-(3-(diethylamino)propyl)-N²-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)-6-morpholinopyrimidine-2,4-diamine, N²-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)-6-morpholino-N⁴-(3-(pyrrolidin-1-yl)propyl)pyrimidine-2,4-diamine, N²-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)-6-morpholino-N⁴-(3-(piperidin-1-yl)propyl)pyrimidine-2,4-diamine and N⁴-(3-(diethylamino)propyl)-N²-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)-6-(piperazin-1-yl)pyrimidine-2,4-diamine displayed strong anti-cancer effects on 9 tested cancer cell lines, in particular, the N⁴-(3-(diethylamino)propyl)-N²-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)-6-(piperazin-1-yl)pyrimidine-2,4-diamine did the highest inhibitive activity, but against HepG2 cells, and possessed the lowest IC₅₀ value of 2.08μΜ towards HT-29 cells.

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, Recommanded Product: 2-Amino-4,6-dichloropyrimidine.

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