Tag: M.W=200-250

Chen, Ying-Chu published the artcileC-N Coupling of DNA-Conjugated (Hetero)aryl Bromides and Chlorides for DNA-Encoded Chemical Library Synthesis, Application In Synthesis of 60703-80-2, the main research area is DNA encoded heteroaryl amide library synthesis.

DNA-encoded chem. library (DECL) screens are a rapid and economical tool to identify chem. starting points for drug discovery. As a robust transformation for drug discovery, palladium-catalyzed C-N coupling is a valuable synthetic method for the construction of DECL chem. matter; however, currently disclosed methods have only been demonstrated on DNA-attached (hetero)aromatic iodide and bromide electrophiles. We developed conditions utilizing an N-heterocyclic carbene-palladium catalyst that extends this reaction to the coupling of DNA-conjugated (hetero)aromatic chlorides with (hetero)aromatic and select aliphatic amine nucleophiles. In addition, we evaluated steric and electronic effects within this catalyst series, carried out a large substrate scope study on two representative (hetero)aryl bromides, and applied this newly developed method within the construction of a 63 million-membered DECL.

Bioconjugate Chemistry published new progress about Anilines Role: CMB (Combinatorial Study), RCT (Reactant), RACT (Reactant or Reagent). 60703-80-2 belongs to class pyrimidines, name is 6-Bromothieno[2,3-d]pyrimidine, and the molecular formula is C6H3BrN2S, Application In Synthesis of 60703-80-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reddy, L. Srikanth; Naik, B. Eswar published the artcile< Design, synthesis and characterization of novel thieno[2,3-d]pyrimidines for anti-bacterial and anti-fungal screening>, Quality Control of 18740-39-1, the main research area is thiomorpholinothieno pyrimidine preparation antibacterial antifungal.

A series of novel 4-Substituted and different substituted heterocyclic-N-(2-thiomorpholinothieno[2,3-d]pyrimidin-4-yl)benzamide derivatives I (R = Ph, thiophen-2-yl, 2,5-difluorophenyl, etc.) was synthesized by a facile five-step procedure that afforded advantages of mild reaction conditions, simple protocol and good yields. The final compounds were screened for their antibacterial activity against Staphylococcus aureus (S. aureus) and Bacillus subtilis (B. subtilis) from Gram pos. group of bacteria and Pseudomonas aeruginosa (P. aeruginosa) and Escherichia coli (E. coli) from Gram neg. group of bacteria and antifungal activity against Aspergillus niger (A. niger) and Candida albicans (C. albicans). Anti-bacterial and anti-fungal activities were evaluated and compared with the standard drugs Such as Amoxicillin and Fluconazole from anti-bacterial and antifungal activity screening results, and it has been observed that compounds I (R = thiophen-2-yl, 1-benzothiophen-2-yl, 2,5-difluorophenyl, 4-(trifluoromethyl)phenyl) possess good activity.

Pharma Innovation published new progress about Antibacterial agents. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Quality Control of 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kang, Dongwei; Fang, Zengjun; Huang, Boshi; Lu, Xueyi; Zhang, Heng; Xu, Haoran; Huo, Zhipeng; Zhou, Zhongxia; Yu, Zhao; Meng, Qing; Wu, Gaochan; Ding, Xiao; Tian, Ye; Daelemans, Dirk; De Clercq, Erik; Pannecouque, Christophe; Zhan, Peng; Liu, Xinyong published the artcile< Structure-Based Optimization of Thiophene[3,2-d]pyrimidine Derivatives as Potent HIV-1 Non-nucleoside Reverse Transcriptase Inhibitors with Improved Potency against Resistance-Associated Variants>, Synthetic Route of 18740-39-1, the main research area is thiophene pyrimidine preparation structure based optimization antiviral HIV; HIV antiviral pharmacokinetics cardiotoxicity thiophene pyrimidine.

This work follows on from our initial discovery of a series of piperidine-substituted thiophene[3,2-d]pyrimidine HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTI) (J. Med. Chem. 2016, 59, 7991-8007). In the present study, we designed, synthesized, and biol. tested several series of new derivatives in order to investigate previously unexplored chem. space. Some of the synthesized compounds displayed single-digit nanomolar anti-HIV potencies against wild-type (WT) virus and a panel of NNRTI-resistant mutant viruses in MT-4 cells. I was exceptionally potent against the whole viral panel, affording 3-4-fold enhancement of in vitro antiviral potency against WT, L100I, K103N, Y181C, Y188L, E138K, and K103N+Y181C and 10-fold enhancement against F227L+V106A relative to the reference drug etravirine (ETV) in the same cellular assay. The structure-activity relationships, pharmacokinetics, acute toxicity, and cardiotoxicity were also examined Overall, the results indicate that I is a promising new drug candidate for treatment of HIV-1 infection.

Journal of Medicinal Chemistry published new progress about Acute toxicity. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Synthetic Route of 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Chukwu, Roxton; Hunter, Allen D.; Santarsiero, Bernard D. published the artcile< Organometallic complexes with electronic bridges. 6. Novel organometallic complexes containing aromatic azines: synthesis and x-ray crystal structure of 4,6-bis[(η5-cyclopentadienyl)dicarbonyliron] 2-(methylthio)pyrimidine>, Category: pyrimidines, the main research area is iron azine complex; pyridine iron complex; pyrazine iron complex; pyridazine iron complex; pyrimidine iron complex; crystal structure iron pyrimidine complex; mol structure iron pyrimidine complex; safety handling mercury.

The syntheses of 13 monometallic and 4 bimetallic complexes in which (η5-C5H5)Fe(CO)2 (Fp; C5H5 = cyclopentadienyl) groups are bound to substituted pyridine, pyrazine, pyridazine, and pyrimidine rings is described. These species are prepared by metathesis reactions between the appropriate number of equivalent of NaFp and the chloro- or fluoro-substituted azine precursors in 25-95% yields and structural factors affecting these yields are discussed. These new materials have been fully characterized by conventional spectroscopic techniques and are shown to contain Fe-C σ-bonds. The x-ray crystal structure of the title complex confirms that it has the expected structure about the pyrimidine ring. It also reveals that, contrary to expectations from frontier MO theory, the (η5-C5H5)Fe(CO)2 groups shows a preference for orientations in which its mirror plane is perpendicular to that of the pyrimidine ring. The spectroscopic data provide no evidence for the existence of any electronic interaction between the metal centers of the new bimetallic azine bridged complexes having meta substitution geometries.

Organometallics published new progress about Crystal structure. 3921-01-5 belongs to class pyrimidines, and the molecular formula is C4H2Br2N2, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kang, Dongwei; Feng, Da; Sun, Yanying; Fang, Zengjun; Wei, Fenju; De Clercq, Erik; Pannecouque, Christophe; Liu, Xinyong; Zhan, Peng published the artcile< Structure-Based Bioisosterism Yields HIV-1 NNRTIs with Improved Drug-Resistance Profiles and Favorable Pharmacokinetic Properties>, Related Products of 18740-39-1, the main research area is thiophenepyrimidine piperidine substituted preparation antiHIV activity.

The development of efficacious NNRTIs for AIDS therapy commonly encountered the rapid generation of drug-resistant mutations, which becomes a major impediment to effective anti-HIV treatment. Using a structure-based bioisosterism strategy, a series of piperidine-substituted thiophene[2,3-d]pyrimidine derivatives were designed and synthesized. Compound I yielded the greatest potency, exhibiting significantly better anti-HIV-1 activity than ETR against all of the tested NNRTI-resistant HIV-1 strains. In addition, the phenotypic (cross)resistance of I and other NRTIs to the different selected HIV-1 strains was evaluated. As expected, no phenotypic cross-resistance against the NRTIs (AZT and PMPA) was observed with the mutant Ires strain. Furthermore, I was identified with improved solubility, lower CYP liability, and hERG inhibition. Remarkably, I exhibited optimal pharmacokinetic properties in rats (F = 37.06%) and safety in mice (LD50 > 2000 mg/kg), which highlights I as a promising anti-HIV-1 drug candidate.

Journal of Medicinal Chemistry published new progress about Anti-HIV agents. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Related Products of 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Son, Hoon Young; Song, Yang-Heon published the artcile< A convenient synthesis of new 3,7-diphenylthieno[3,2-e]bis[1,2,4]triazolo[4,3-a:4',3'-c]pyrimidine derivatives by oxidative cyclization using alumina-supported calcium hypochlorite>, Synthetic Route of 18740-39-1, the main research area is thienopyrimidinylhydrazone oxidative cyclization alumina supported calcium hypochlorite; thienoditriazolopyrimidine preparation.

New 3,7-diphenylthieno[3,2-e]bis[1,2,4]triazolo[4,3-a:4′,3′-c]pyrimidine derivatives were easily synthesized at room temperature in good yield by the oxidative cyclization of thienopyrimidinylhydrazones with Al2O3-supported Ca(OCl)2.

Bulletin of the Korean Chemical Society published new progress about Fused heterocyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Synthetic Route of 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Li, Yang; Yang, Gaoxia; Zhang, Jifa; Tang, Pan; Yang, Chengcan; Wang, Guan; Chen, Juncheng; Liu, Jie; Zhang, Lan; Ouyang, Liang published the artcile< Discovery, Synthesis, and Evaluation of Highly Selective Vascular Endothelial Growth Factor Receptor 3 (VEGFR3) Inhibitor for the Potential Treatment of Metastatic Triple-Negative Breast Cancer>, Name: 2,4-Dichlorothieno[2,3-d]pyrimidine, the main research area is VEGFR inhibitor preparation metastatic breast cancer.

We herein report the identification, structural optimization, and structure-activity relationship of thieno[2,3-d]pyrimidine derivatives as a novel kind of selective vascular endothelial growth factor receptor 3 (VEGFR3) inhibitors. N-(4-Chloro-3-(trifluoromethyl)phenyl)-4-(6-(4-(4-methylpiperazin-1-yl)phenyl)thieno[2,3-d]pyrimidin-4-yl)piperazine-1-carboxamide (38k) was the most potent VEGFR3 inhibitor (IC50 = 110.4 nM) among developed compounds Compared with VEGFR1 and VEGFR2, VEGFR3 was approx. 100 times more selective. Here, compound 38k significantly inhibited proliferation and migration of VEGF-C-induced human dermal lymphatic endothelial cells (HDLEC), MDA-MB-231, and MDA-MB-436 cells by inactivating the VEGFR3 signaling pathway. Addnl., 38k induced cell apoptosis and a prolonged G1/S-phase in MDA-MB-231 and MDA-MB-436 cells. It also presented acceptable pharmacokinetic characteristics in Sprague-Dawley (SD) rats with an oral bioavailability of 30.9%. In the xenograft model in vivo, 38k effectively inhibited breast cancer growth by suppressing the VEGFR3 signaling pathway. 38k pronouncedly resisted the formation of pulmonary metastatic nodules in mice. Collectively, 38k may be a promising therapeutic agent of metastatic breast cancer.

Journal of Medicinal Chemistry published new progress about Antiproliferative agents. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Name: 2,4-Dichlorothieno[2,3-d]pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wei, Wei; Feng, Zhanzhan; Liu, Zhihao; Li, Xinyue; He, Hualong; Ran, Kai; Shi, Yaojie; Zhu, Yongxia; Ye, Tinghong; Gao, Chao; Wang, Ningyu; Yu, Luoting published the artcile< Design, synthesis and biological evaluation of 7-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)-2,3-dihydro-1H-inden-1-one derivatives as potent FAK inhibitors for the treatment of ovarian cancer>, Computed Properties of 18740-39-1, the main research area is pyrrolopyrimidinyloxydihydroindenone derivative focal adhesion kinase inhibitor ovarian cancer antitumor; Anti-Tumor; FAK; Kinase inhibitor; Ovarian cancer; Structure-activity relationship.

Focal adhesion kinase (FAK) promotes tumor progression by intracellular signal transduction and regulation of gene expression and protein turnover, which is a compelling therapeutic target for various cancer types, including ovarian cancer. However, the clin. responses of FAK inhibitors remain unsatisfactory. Here, we describe the discovery of FAK inhibitors using a scaffold hopping strategy. Structure-activity relationship (SAR) exploration identified 3-Methoxy-4-((4-((3-oxo-2,3-dihydro-1H-inden-4-yl)oxy)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(piperidin-4-yl)benza-mide as a potent FAK inhibitor, which exhibited inhibitory activities against FAK signaling in vitro. Treatment with 3-Methoxy-4-((4-((3-oxo-2,3-dihydro-1H-inden-4-yl)oxy)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(piperidin-4-yl)benza-mide not only decreased migration and invasion of PA-1 cells, but also reduced expression of MMP-2 and MMP-9. Moreover, 3-Methoxy-4-((4-((3-oxo-2,3-dihydro-1H-inden-4-yl)oxy)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(piperidin-4-yl)benza-mide inhibited tumor growth and metastasis, and no obvious adverse effects were observed during the in vivo study. These results revealed the potential of FAK inhibitor 3-Methoxy-4-((4-((3-oxo-2,3-dihydro-1H-inden-4-yl)oxy)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(piperidin-4-yl)benza-mide for treatment of ovarian cancer.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Computed Properties of 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Raubo, Piotr; Carbajo, Rodrigo J.; McCoull, William; Raubo, Joanna; Thomas, Morgan published the artcile< Diversity-orientated synthesis of macrocyclic heterocycles using a double SNAr approach>, Reference of 18740-39-1, the main research area is macrocyclic heterocycle preparation enantioselective diastereoselective regioselective antitumor activity microwave.

An efficient macrocyclization approach based on the double aromatic nucleophilic substitution (SNACK) was developed. This methodol. allows a facile incorporation of heterocyclic motifs into macrocyclic rings and rapid synthesis of a significant number of structurally diverse macrocycles e.g., I. SNACK macrocyclization enables preparation of stable diastereoisomers of conformationally restricted macrocycles (atropisomers) e.g., II and e.g., III. Practical application of SNACK macrocyclization in a drug discovery project was exemplified by the identification of high affinity macrocyclic binders of B-cell lymphoma 6 (BCL6).

Organic & Biomolecular Chemistry published new progress about Antitumor agents. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Reference of 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reddy, L. Srikanth; Naik, B. Eswara published the artcile< Design,synthesis and structural elucidation of some novel heterocyclic molecules derived from thieno [2, 3-d] pyrimidine nucleus>, Product Details of C6H2Cl2N2S, the main research area is phenyl thienotriazolopyrimidine preparation.

Several new thieno[2,3-d]pyrimidine derivtives, 3-substituted phenyl-5-(thiophen-2- yl)thieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidines were synthesized starting from thieno[2,3-d]pyrimidine-2,4-diol. The characterization of the newly synthesized compounds was established by IR, 1H NMR, 13C NMR and mass Spectral anal.

Heterocyclic Letters published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Product Details of C6H2Cl2N2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia