Tag: M.W=100-150

Yao, Yongqi; Su, Shaoting; Wu, Nan; Wu, Wanqing; Jiang, Huanfeng published the artcile< The cobalt(II)-catalyzed acyloxylation of picolinamides with bifunctional silver carboxylate via C-H bond activation>, Synthetic Route of 672948-03-7, the main research area is picolinamide silver carboxylate cobalt catalyst acyloxylation; acyloxy naphthalenyl picolinamide regioselective preparation.

The cobalt(II)-catalyzed C-H bond acyloxylation of picolinamides with bifunctional silver carboxylate was developed. The operationally simple acyloxylation allowed us to efficiently synthesize 8-functionalized 1-naphthylamine (up to 94% yield) under mild conditions without any addnl. oxidant and base additives. Control experiments were performed to investigate the mechanism of the reaction. This mild and practical acyloxylation approach provide an efficient route for accessing highly functionalized polysubstituted naphthalene compounds and a pathway for modifying drug mols. and natural products.

Organic Chemistry Frontiers published new progress about Acyloxylation (regioselective). 672948-03-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H3NO3, Synthetic Route of 672948-03-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Kumari, Arram Haritha; Kumar, Jangam Jagadesh; Krishna, Gamidi Rama; Reddy, Raju Jannapu published the artcile< Nickel-Catalyzed Difunctionalization of Alkynyl Bromides with Thiosulfonates and N -Arylthio Succinimides: A Convenient Synthesis of 1,2-Thiosulfonylethenes and 1,1-Dithioethenes>, COA of Formula: C4H4ClNO2, the main research area is alkynyl bromide arylthiosulfonate nickel catalyst regioselective diastereoselective thiosulfonylation; thiosulfonylethene preparation; arylthio succinamide alkynyl bromide nickel catalyst regioselective diastereoselective dithiolation; dithioethene preparation.

An efficient nickel-catalyzed vicinal thiosulfonylation of 1-bromoalkynes with thiosulfonates in the presence of cesium carbonate was described. An operationally simple and highly regioselective atom transfer radical addition (ATRA) of alkynyl bromides provides a wide range of ( E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields. The extensive substrate scope of both alkynyl bromides and thiosulfonates was explored with a broad range of functional groups. Indole-derived 1,1-bromoalkenes were also successfully explored in this 1,2-thiosulfonylation process. Moreover, the nickel-catalyzed geminal-dithiolation of alkynyl bromides with N-arylthio succinimides provides 1,1-dithioalkenes in high yields. The present protocol was reliable on gram scale, and a sequential one-pot bromination and thiosulfonylation of phenylacetylene is achieved in a scale-up synthesis. Following control experiments, a plausible mechanism was proposed to rationalize the exptl. outcome and the vicinal thiosulfonylation.

Synthesis published new progress about Alkynes, bromo Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, COA of Formula: C4H4ClNO2.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Gao, Mingshan; Duan, Lei; Luo, Jinfeng; Zhang, Lianwen; Lu, Xiaoyun; Zhang, Yan; Zhang, Zhang; Tu, Zhengchao; Xu, Yong; Ren, Xiaomei; Ding, Ke published the artcile< Discovery and Optimization of 3-(2-(Pyrazolo[1,5-a]pyrimidin-6-yl)ethynyl)benzamides as Novel Selective and Orally Bioavailable Discoidin Domain Receptor 1 (DDR1) Inhibitors>, Safety of 3-Chloro-5-methylaniline, the main research area is pyrazolopyrimidinylethynylbenzamide preparation discoidin domain receptor 1 inhibitor; antitumor activity pharmacokinetics pyrazolopyrimidine substituted ethynylbenzamide.

Discoidin domain receptor 1 (DDR1) is an emerging potential mol. target for new anticancer drug discovery. The authors have discovered a series of 3-(2-(pyrazolo[1,5-a]pyrimidin-6-yl) ethynyl)benzamides that are selective and orally bioavailable DDR1 inhibitors. The two most promising compounds (I and II) inhibited the enzymic activity of DDR1, with IC50 values of 6.8 and 7.0 nM, resp., but were significantly less potent in suppressing the kinase activities of DDR2, Bcr-Abl, and c-Kit. Further study revealed that I bound with DDR1 with a Kd value of 0.6 nM, while it was significantly less potent to the other 455 kinases tested. The S(35) and S(10) selectivity scores of I were 0.035 and 0.008, resp. The compounds also potently inhibited the proliferation of cancer cells expressing high levels of DDR1 and strongly suppressed cancer cell invasion, adhesion, and tumorigenicity. Preliminary pharmacokinetic studies suggested that they possessed good PK profiles, with oral bioavailabilities of 67.4% and 56.2%, resp.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 29027-20-1 belongs to class chlorides-buliding-blocks, and the molecular formula is C7H8ClN, Safety of 3-Chloro-5-methylaniline.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Luo, Guoli; Liu, Yongchun; Ding, Na; Li, Xiaoxiao; Zhao, Zhigang published the artcile< Metal-Free C-H Functionalization of Allenamides: An Access to Branched Allylic Esters>, Safety of 1-Chloropyrrolidine-2,5-dione, the main research area is branched allylic ester preparation allenamide acyloxylation functionalization carboxylic acid.

A regioselective acyloxylation with carboxylic acids at the proximal carbon of allenamides by an N-iodosuccinimide-mediated C-H functionalization is reported. The reaction proceeds rapidly, is scalable to a gram scale, and displays a broad substrate scope, providing an efficient and practical protocol for the synthesis of branched allylic esters. Notably, protected amino acids were tolerated under the reaction conditions and afforded allylic amino acid esters in moderate yields.

ACS Omega published new progress about Acyloxylation. 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, Safety of 1-Chloropyrrolidine-2,5-dione.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Demine, Stephane; Garcia Ribeiro, Rita; Thevenet, Julien; Marselli, Lorella; Marchetti, Piero; Pattou, Francois; Kerr-Conte, Julie; Devoogdt, Nick; Eizirik, Decio L. published the artcile< A nanobody-based nuclear imaging tracer targeting dipeptidyl peptidase 6 to determine the mass of human beta cell grafts in mice>, Related Products of 128-09-6, the main research area is beta cell DPP6 nanobody nuclear imaging; Human islet imaging; PET; Pancreatic beta cell imaging; Pancreatic beta cells; SPECT; Type 1 diabetes.

Type 1 diabetes is characterised by a progressive decline in beta cell mass. This is also observed following implantation of pancreatic islet allografts, but there is no reliable information regarding the time course of beta cell loss. This is due to the limited availability of non-invasive pancreatic islet imaging techniques. We have previously described that dipeptidyl peptidase 6 (DPP6) is an alpha and beta cell-specific biomarker, and developed a camelid antibody (nanobody ‘4hD29’) against it. We demonstrated the possibility to detect DPP6-expressing cells by single-photon emission computed tomog. (SPECT)/ computed tomog. (CT), but the correlation between the number of cells grafted and the SPECT signal was not assessed. Here, we investigate whether the 4hD29 nanobody allows us to detect different amounts of human pancreatic islets implanted into immune-deficient mice. In addition, we also describe the adaptation of the probe for use with positron emission tomog. (PET). DPP6 expression was assessed in human samples using tissue arrays and immunohistochem. The effect of the 4hD29 nanobody on cell death and glucose-stimulated insulin secretion was measured in EndoC-βH1 cells and in human islets using Hoechst/propidium iodide staining and an anti-insulin ELISA, resp. We performed in vivo SPECT imaging on severe combined immunodeficient (SCID) mice transplanted with different amounts of EndoC-βH1 cells (2 x 106, 5 x 106 and 10 x 106 cells), human islets (1000 and 3000) or pancreatic exocrine tissue using 99mTc-labeled 4hD29 nanobody. This DPP6 nanobody was also conjugated to N-chlorosuccinimide (NCS)-1,4,7-triazacyclononane-1,4,7-triacetic acid (NOTA), radiolabeled with either 67Ga (SPECT) or 68Ga (PET) and used in a proof-of-principle experiment to detect DPP6-expressing cells (Kelly neuroblastoma) grafted in SCID mice. The DPP6 protein is mainly expressed in pancreatic islets. Importantly, the anti-DPP6 nanobody 4hD29 allows non-invasive detection of high amounts of EndoC-βH1 cells or human islets grafted in immunodeficient mice. This suggests that the probe must be further improved to detect lower numbers of islet cells. The 4hD29 nanobody neither affected beta cell viability nor altered insulin secretion in EndoC-βH1 cells and human islets. The conversion of 4hD29 nanobody into a PET probe was successful and did not alter its specificity. These findings suggest that the anti-DPP6 4hD29 nanobody may become a useful tool for the quantification of human islet grafts in mice and, pending future development, islet mass in individuals with diabetes.

Diabetologia published new progress about Allotransplantation. 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, Related Products of 128-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Cao, Ren-Fei; Yu, Lu; Huo, Yu-Xuan; Li, Yao; Xue, Xiao-Song; Chen, Zhi-Min published the artcile< Chiral Lewis Base Catalyzed Enantioselective Selenocyclization of 1,1-Disubstituted Alkenes: Asymmetric Synthesis of Selenium-Containing 4H-3,1-Benzoxazines>, SDS of cas: 128-09-6, the main research area is alkene aryl selenylsuccinimide diphenylphosphinoamino binaphthyl catalyst enantioselective selenocyclization; aryl selenyl benzoxazine preparation.

An enantioselective selenocyclization of 1,1-disubstituted alkenes was achieved for the first time, which was enabled by a novel combination of a chiral BINAM-derived sulfide and an achiral Lewis acid. Various selenium-containing 4H-3,1-benzoxazines, which were widely present in a range of medicinally relevant mols., were readily obtained in moderate to good yields and good to excellent enantioselectivities. A series of tetrasubstituted carbon stereocenters were facilely constructed.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, SDS of cas: 128-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Kent, Caitlin N.; Fulton, Mark G.; Stillwell, Kaylee J.; Dickerson, Jonathan W.; Loch, Matthew T.; Rodriguez, Alice L.; Blobaum, Anna L.; Boutaud, Olivier; Rook, Jerri L.; Niswender, Colleen M.; Conn, P. Jeffrey; Lindsley, Craig W. published the artcile< Discovery and optimization of a novel CNS penetrant series of mGlu4 PAMs based on a 1,4-thiazepane core with in vivo efficacy in a preclinical Parkinsonian model>, Application of C7H8ClN, the main research area is thiazepane metabotropic glutamate receptor pos allosteric modulator parkinsons disease; Metabotropic glutamate receptor; Positive allosteric modulator (PAM); Structure-activity-relationship (SAR); mGlu(4).

A high throughput screen (HTS) identified a novel, but weak (EC50 = 6.2μM, 97% Glu Max) mGlu4 PAM chemotype based on a 1,4-thiazepane core, VU0544412. Reaction development and chem. optimization delivered a potent mGlu4 PAM VU6022296 (EC50 = 32.8 nM, 108% Glu Max) with good CNS penetration (Kp = 0.45, Kp,uu = 0.70) and enantiopreference. Finally, VU6022296 displayed robust, dose-dependent efficacy in reversing Haloperidol-Induced Catalepsy (HIC), a rodent preclin. Parkinson’s disease model.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiparkinsonian agents. 29027-20-1 belongs to class chlorides-buliding-blocks, and the molecular formula is C7H8ClN, Application of C7H8ClN.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reddy, Raju Jannapu; Shankar, Angothu; Kumari, Arram Haritha published the artcile< An Efficient Sequential One-Pot Approach for the Synthesis of C3-Functionalized Imidazo[1,2-a]pyridines under Transition-Metal Free Conditions>, HPLC of Formula: 128-09-6, the main research area is imidazopyridine preparation; bromomethyl ketone aminopyridine thiosulfonate sulfenylation.

A metal-free sequential one-pot three-component protocol is described for the synthesis of C3-functionalized imidazo[1,2-a]pyridines. A successive construction of imidazo[1,2-a]pyridine I (R = 4-MeC6H4, 2-naphthyl, 2-thienyl, etc.; R1 = SMe, naphthalen-1-ylsulfanyl, pyridin-2-ylsulfanyl, etc.; X = H, 6-Br, 6-Cl, 7-Me, 8-Me) followed by iodine-catalyzed sulfenylation has been achieved in a one-pot operation from readily available α-bromomethyl ketones RC(O)CH2Br, 2-aminopyridines II and thiosulfonates R1S(O)2Ar (Ar = C6H5, 1-naphthyl, 2-thienyl, etc.). An immense array of 3-sulfenylimidazo[1,2-a]pyridines I was obtained in good to high yields. Also, the method is extended for the synthesis of C3-halogenated imidazo[1,2-a]pyridines I (R1 = Br, Cl) using sodium halides NaY in the presence of K2S2O8. Notably, the reaction between α-bromomethyl ketones and 2-aminopyridines in the presence of K2S2O8 to yields 3-bromo-2-aryl-imidazo[1,2-a]pyridines I (R1 = Br), thus implying α-bromomethyl ketones to be served as brominating agent. Overall, the present sequential one-pot protocol is straightforward, operationally simple, tolerates a broad range of functional groups, and is reliable for gram-scale experiments

Asian Journal of Organic Chemistry published new progress about Alkyl aryl ketones Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, HPLC of Formula: 128-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Zakharenko, Alexandra L.; Drenichev, Mikhail S.; Dyrkheeva, Nadezhda S.; Ivanov, Georgy A.; Oslovsky, Vladimir E.; Ilina, Ekaterina S.; Chernyshova, Irina A.; Lavrik, Olga I.; Mikhailov, Sergey N. published the artcile< Inhibition of tyrosyl-DNA phosphodiesterase 1 by lipophilic pyrimidine nucleosides>, Name: 1-Chloropyrrolidine-2,5-dione, the main research area is deoxyribonucleic acid repair nucleoside topoisomerase inhibitor; DNA repair; Tdp1 inhibition; nucleosides; topotecan; tyrosyl-DNA phosphodiesterase.

Inhibition of DNA repair enzymes tyrosyl-DNA phosphodiesterase 1 and poly(ADP-ribose) polymerases 1 and 2 in the presence of pyrimidine nucleoside derivatives was studied here. New effective Tdp1 inhibitors were found in a series of nucleoside derivatives possessing 2′, 3′, 5′ -tri-O-benzoyl-d-ribofuranose and 5-substituted uracil moieties and have half-maximal inhibitory concentrations (IC50) in the lower micromolar and submicromolar range. 2′, 3′, 5′-Tri-O-benzoyl-5-iodouridine manifested the strongest inhibitory effect on Tdp1 (IC50 = 0.6μM). A decrease in the number of benzoic acid residues led to a marked decline in the inhibitory activity, and pyrimidine nucleosides lacking lipophilic groups (uridine, 5-fluorouridine, 5-chlorouridine, 5-bromouridine, 5-iodouridine, and ribothymidine) did not cause noticeable inhibition of Tdp1 (IC50 > 50μM). No PARP1/2 inhibitors were found among the studied compounds (residual activity in the presence of 1 mM substances was 50-100%). Several O-benzoylated uridine and cytidine derivatives strengthened the action of topotecan on HeLa cervical cancer cells.

Molecules published new progress about Antitumor agents. 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, Name: 1-Chloropyrrolidine-2,5-dione.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Su, Jinling; Zhang, Yan; Chen, Mingren; Li, Weiming; Qin, Xuewei; Xie, Yanping; Qin, Lixiao; Huang, Shihua; Zhang, Min published the artcile< A Copper Halide Promoted Regioselective Halogenation of Coumarins Using N-Halosuccinimides as Halide Source>, Application In Synthesis of 128-09-6, the main research area is chloro bromo coumarin preparation regioselective; coumarin halogenation halosuccinimide copper halide catalyst.

A safe, convenient, and regioselective synthesis of 3-halo coumarins using a metal halide (CuX2 alone or with ZnX2) promoted halogenation with N-halosuccinimides (NXS) as halide source. The synthesis involved the steady in situ generation of highly reactive pos. halogen (X+) by the coordination of copper or zinc with the N-halosuccinimide and subsequent electrophilic aromatic substitution of the electron-deficient coumarins. This procedure works well also for the halogenation of less electron-rich naphthoquinones, flavones, and methoxypsoralen in moderate to quant. yields. This protocol features simple exptl. conditions using readily available inexpensive reagents and provides a convenient approach to the chlorination or bromination of some useful heteroaromatic compounds

Synlett published new progress about Bromination catalysts (regioselective). 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, Application In Synthesis of 128-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics