Tag: M.W=150-200

Li, Xin published the artcileCopper-Mediated Hydroxylation of Arenes and Heteroarenes Directed by a Removable Bidentate Auxiliary, Synthetic Route of 6313-54-8, the publication is Organic Letters (2014), 16(15), 3904-3907, database is CAplus and MEDLINE.

A copper-mediated C-H hydroxylation of arenes and heteroarenes using our newly developed PIP directing group has been developed. This procedure is scalable and compatible with a wide range of functional groups and heteroarenes, providing an operationally simple protocol for the synthesis of o-hydroxybenzamides. The hydroxylation of nicotinamides gave 4-oxo-1,4-dihydropyridine-3-carboxamides selectively. Preliminary mechanistic studies implicate that a basic ligand-enabled, irreversible, rate-determining CMD step is most likely involved in this process.

Organic Letters published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Synthetic Route of 6313-54-8.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Yue-Jin published the artcileCopper/Silver-Mediated Direct ortho-Ethynylation of Unactivated (Hetero)aryl C-H Bonds with Terminal Alkyne, Related Products of chlorides-buliding-blocks, the publication is Chemistry – A European Journal (2015), 21(1), 205-209, database is CAplus and MEDLINE.

A copper/silver-mediated oxidative ortho-ethynylation of unactivated aryl C-H bonds with terminal alkynes has been developed. The reaction uses the removable PIP [PIP = 2-(pyridin-2-yl)isopropyl] directing group and features broad substrate scope, high functional-group tolerance, and compatibility with a wide range of heterocycles, providing an efficient synthesis of aryl alkynes. E.g., Cu(OAc)₂ and Ag₂CO₃ catalyzed the ethynylation of benzene derivative (I) with CHCTIPS to give 42% II. This procedure highlights the potential of copper catalysts to promote unique synthetically enabling C-H functionalization reactions that lie outside of the current scope of precious metal catalysis.

Chemistry – A European Journal published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zhan, Bei-Bei published the artcileNickel-catalyzed ortho-halogenation of unactivated (hetero)aryl C-H bonds with lithium halides using a removable auxiliary, Computed Properties of 6313-54-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(27), 4934-4937, database is CAplus and MEDLINE.

The first example of Ni-catalyzed halogenation of (hetero)aryl C-H bonds with lithium halides (LiX, X = Br, I, Cl) using PIP as a removable directing group was reported. This protocol provided an efficient access to ortho-halogenated (hetero)arenes with operational simplicity, good functional group tolerance and large-scale synthesis.

Chemical Communications (Cambridge, United Kingdom) published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C8H14O2, Computed Properties of 6313-54-8.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Luan, Pengqian published the artcileAqueous chemoenzymatic one-pot enantioselective synthesis of tertiary α-aryl cycloketones via Pd-catalyzed C-C formation and enzymatic C=C asymmetric hydrogenation, Recommanded Product: 4-Chloro-2-methylphenylboronic acid, the publication is Green Chemistry (2021), 23(5), 1960-1964, database is CAplus.

An aqueous chemoenzymic cascade reaction combining Pd-catalyzed C-C formation and enzymic C=C asym. hydrogenation (AH) was developed for enantioselective synthesis of tertiary α-aryl cycloketones in good yields and excellent enantioselectivities. The stereopreference of the enzyme in AH of α-aryl cyclohexenones was studied. An enantiocomplementary enzyme was obtained by site-directed mutation.

Green Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Recommanded Product: 4-Chloro-2-methylphenylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Chen, Shuqing published the artcileThe Discovery of a Palladium(II)-Initiated Borono-Catellani Reaction, Related Products of chlorides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2018), 57(24), 7161-7165, database is CAplus and MEDLINE.

Reported is a novel palladium(II)-initiated Catellani-type reaction that uses widely accessible aryl boronic acids as the substrates instead of aryl halides, thereby greatly expanding the existing scope of this powerful transformation. This borono-Catellani reaction was promoted by cooperative catalysis between Pd(OAc)₂ and the inexpensive 5-norbornene-2-carbonitrile. Practicality is the striking feature of the reaction: it is run open to air at ambient temperature and no phosphine ligand is needed. This mild, chemoselective, and scalable protocol is compatible with a large range of readily available functionalized aryl boronic acids and bromides, as well as terminating olefins (50 examples, 39-97% yields). Moreover, the orthogonal reactivity between the borono-Catellani and classical Catellani reaction was demonstrated. This work is expected to open new avenues for developing novel Catellani-type reactions.

Angewandte Chemie, International Edition published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Su, Jia-Yi published the artcileIndolo[2,3-b]carbazole Synthesized from a Double-Intramolecular Buchwald-Hartwig Reaction: Its Application for a Dianchor DSSC Organic Dye, Recommanded Product: 2-Chloro-4-methylphenylboronic acid, the publication is Organic Letters (2014), 16(12), 3176-3179, database is CAplus and MEDLINE.

A new synthetic strategy for indolo[2,3-b]carbazole via a double-intramol. Buchwald-Hartwig reaction has been established. The N-alkylated indolo[2,3-b]carbazole then was adopted as the geometry-fixed core for the synthesis of a new mol. (ICZDTA) bearing two bithiophene π-bridged 2-cyanoacrylic acid groups as the bidentate anchor. The bidentate anchoring together with efficient HOMO (indolo[2,3-b]carbazole) â†?LUMO (TiO₂ nanocluster) electron transfer leads to the successful development of ICZDTA-based DSSC with a power conversion efficiency of 6.02%.

Organic Letters published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C24H20Ge, Recommanded Product: 2-Chloro-4-methylphenylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ren, Erfang published the artcileAnalysis of flavor difference of macadamia nuts dried with different methods based on electronic sensory technology combined with GC-MS, Recommanded Product: 3-Chlorobenzylchloride, the publication is Xiandai Shipin Keji (2021), 37(11), 304-316, 84, database is CAplus.

In order to evaluate scientifically the differences in the flavor of macadamia nuts dried with different methods, electronic tongue and electronic nose sensory technologies combined with gas chromatog.-mass spectrometry (GC-MS) were used to analyze their flavor quality. The results showed that there were significant differences between fresh macadamia nuts and different dried macadamia nuts in umami, salty, sour and bitter tastes, and the cumulative contribution rate of the first two principal components of linear discriminant anal. (LDA) was 96.60%, which could distinguish completely macadamia nuts dried in different ways. The responses of the electronic nose to macadamia nuts processed differently differed significantly. The cumulative contribution rate of the first two principal components in principal component anal. (PCA) reached 98.79%, which could well distinguish the volatile flavor compounds of the macadamia nuts dried by different treatments. The sensors W1S, W3S and W3C played major roles in the principal component anal. As a supplement to the electronic nose, GC-MS identified a total of 227 volatile components, with alkanes and aldehydes being dominant in types and contents. The relative contents of alkanes in the four different treatments of macadamia nuts were 26.29%, 40.76%, 23.64% and 39.46%, resp., and the relative contents of aldehydes were 29.01%, 18.96%, 26.03% and 23.87%, resp. Therefore, the combination of electronic tongue, electronic nose and GC-MS can better distinguish macadamia nuts dried with different methods, thereby providing a theor. reference for postharvest primary processing of macadamia nuts in growing regions.

Xiandai Shipin Keji published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C7H6Cl2, Recommanded Product: 3-Chlorobenzylchloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Hu, Chongbo published the artcileSynthesis and insecticidal activities of N-(tert-butyl)-N’-(fluorobenzoyl)pyridinecarboxylic acid hydrazide derivatives, Recommanded Product: 2-Chloroisonicotinic acid, the publication is Youji Huaxue (2016), 36(5), 1051-1059, database is CAplus.

In order to find novel diacylhydrazine derivatives which possessed high activities against pests, 20 novel N-(tert-butyl)-N’-(fluorobenzoyl)pyridinecarboxylic acid hydrazide derivatives of formula I [Py = substituted pyridine; R = H, F] were synthesized by introducing fluoro-contained Ph and pyridine into the basic structure of diacylhydrazines. Their structures were confirmed by ¹H NMR, ¹³C NMR, IR and HRMS. The bioassay results indicated that most of the compounds exhibited more than 80 % mortality against Mythimna separata at the concentration of 500 mg/L. Among these compounds, N-(tert-butyl)-N’-(2,6-difluorobenzoyl)-N-2-chloronicotinohydrazine and N-(tert-butyl)-N’-(2,6-difluorobenzoyl)-N-2,5-dichloronicotinohydrazine exhibited 100 % and 80 % mortality against Mythimna separata at 10 mg/L, resp. The LC₅₀ of compound N-(tert-butyl)-N’-(2,6-difluorobenzoyl)-N-2-chloronicotinohydrazine against Mythimna separata was 8.77 mg/L, and it showed about 0.51 times of toxicity against Mythimna separata than tebufenozide and had 1.5 times of toxicity against Plutella xylostella than tebufenozide.

Youji Huaxue published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Recommanded Product: 2-Chloroisonicotinic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zhang, Menghan published the artcileMolecular hybridization used to design and synthesize neo-tanshinlactone derivatives as PD-1/PD-L1 inhibitors, Related Products of chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry (2022), 116579, database is CAplus and MEDLINE.

Four series of mol. hybrids (37 final products) of neo-tanshinlactone, a natural product extracted from Salvia miltiorrhiza Bunge, and known PD-1/PD-L1 interaction inhibitors were prepared as possible chemotherapeutic agents against triple neg. breast cancer. Screening using a homogenous time-resolved fluorescence method resulted in three lead compounds (MZ52 IC50 74 ± 4 nM; MZ58 IC50 134 ± 17 nM; MZ61 IC50 225 ± 19 nM). With less T cell cytotoxicity and effects in activating CD8+ T cells in a T cell proliferation assay and a functionality experiment, MZ58 was selected as the best candidate for animal experiments MZ58 exhibited antitumor effects in a s.c. transplantation tumor model as well as effects in reducing T cell exhaustion. In conclusion, after in vivo and in vitro experiments, we successfully acquired an effective candidate (MZ58) showing antitumor effects with low cytotoxicity toward T cells as well as the ability to activate CD8+ T cells and reduce T cell exhaustion.

Bioorganic & Medicinal Chemistry published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C14H12N2S, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Li, Ling published the artcileDiscovery of Thieno[2,3-d]pyrimidine-based KRAS G12D inhibitors as potential anticancer agents via combinatorial virtual screening, Computed Properties of 145349-62-8, the publication is European Journal of Medicinal Chemistry (2022), 114243, database is CAplus and MEDLINE.

A series of novel thieno[2,3-d]pyrimidine analogs were designed and synthesized as KRAS G12D inhibitors via combinatorial virtual screening approach. Most compounds exhibited potent antiproliferative activity on KRAS G12D mutated cancer cell lines (Panc1, SW1990 and CT26) with IC₅₀ values in the low micromolar range. Among them, I (R = 2-OCH₃-5-CF₃) showed the highest antiproliferative activity with an average IC₅₀ of 2.1μM against three KRAS G12D-mutated cells (Panc1, SW1990 and CT26). CompoundI (R = 2-OCH₃-5-CF₃) decreased the active form of KRAS (KRAS-GTP) in KRAS G12D mutated cancer cell lines (CT26 and SW1990) but not in KRAS G13D mutated cancer cells (HCT116). Moreover, I (R = 2-OCH₃-5-CF₃) down-regulated the phosphorylated Raf and Erk in CT26 and SW1990 cancer cell lines but not in HeLa cells (KRAS WT). The binding affinity of I (R = 2-OCH₃-5-CF₃) was further confirmed by the isothermal titration calorimetry (ITC) assay in which I (R = 2-OCH₃-5-CF₃) exhibited a K_D of 33 nM for binding to KRAS G12D protein. In addition, I (R = 2-OCH₃-5-CF₃) (40 mg/kg or 60 mg/kg) exhibited significant antitumor efficacy in a CT26 tumor model with a tumor growth inhibition (TGI) of 42% or 53% without causing apparent toxicity. Taken together the above results suggest that I (R = 2-OCH₃-5-CF₃) is a promising KRAS G12D inhibitor deserving further investigation.

European Journal of Medicinal Chemistry published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Computed Properties of 145349-62-8.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics