Tag: M.W=150-200

Burkholder, Timothy P.; Kudlacz, Elizabeth M.; Maynard, George D.; Liu, Xiao-Gao; Le, Tieu-Binh; Webster, Mark E.; Horgan, Stephen W.; Wenstrup, David L.; Freund, David W.; Boyer, Fred; Bratton, Larry; Gross, Raymond S.; Knippenberg, Robert W.; Logan, Deborah E.; Jones, Bryan K.; Chen, Teng-Man; Geary, Julie L.; Correll, Melinda A.; Poole, J. Chuck; Mandagere, Arun K.; Thompson, Thomas N.; Hwang, Kin-Kai published the artcile< Synthesis and structure-activity relationships for a series of substituted pyrrolidine NK1/NK2 receptor antagonists>, Category: nitriles-buliding-blocks, the main research area is pyrrolidine preparation neurokinin receptor antagonist; structure activity pyrrolidine neurokinin receptor antagonist.

The authors recently described the synthesis and characterization of MDL 105,212, a non peptide tachykinin antagonist with high affinity for NK1 and NK2 receptors. Here, the authors report the synthesis and structure-activity relationships for a series of analogs of MDL 105,212, I (Ar1 = 3-ClC6H4, 4-FC6H4, 3-pyridyl, etc., Ar2 = Ph, 3-MeOC6H4, 4-FC6H4, 3-, 4-pyridyl, R1R2N, = H2N, piperidino, morpholino, 4-methylpiperidino) and II (Ar2 = Ph, 3-, 4-pyridyl, R1R2N = H2N, morpholino, 4-methylpiperidino), with regards to NK1 and NK2 receptor binding affinity, phys.-chem. characterization; in vitro absorption potential; in vitro metabolic stability; and efficacy in a capsaicin-challenge conscious guinea pig model after oral administration.

Bioorganic & Medicinal Chemistry Letters published new progress about Structure-activity relationship, neurokinin receptor-binding. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yadav, Maruti B.; Vagh, Sandip S.; Jeong, Yeon Tae published the artcile< Divergent Annulation of Spiro[indoline-pyran] and Fused (Epoxyetheno)indeno-Furan from 1,2-Diketone and 1-Cyanoketone>, Formula: C9H6ClNO, the main research area is isatin benzoylacetonitrile base catalyst regioselective chemoselective Paal Knorr reaction; benzoylphenyl oxospiroindolinepyran carbonitrile preparation; acenaphthylenedione benzoylacetonitrile base catalyst regioselective chemoselective Paal Knorr reaction; epoxyethenoindeno furancarbonitrile preparation.

A simple and efficient method for the construction of spiro[indoline-pyran] and fused (epoxyetheno)indeno[1,2-b]furan compounds from 1-cyanoketones and 1,2-diketone was developed. The synthesis proceeded via the Knoevenagel and Michael adduct through intramol./Paal-Knorr cyclization under similar reaction condition. The less commonly used 1-cyanoketones and active carbonyl compounds served as the indole containing pyran and bicyclic furan source for the preparation of a new series of heterocyclic compounds This heterocyclic structure allows one and more than one tetra-substituted carbon center and sequential hexa- and penta-cyclic core under very mild conditions and showed excellent chemo and regioselectivity. In addition, the synthesis of spiro[indoline-pyran] and (epoxyetheno)indeno[1,2-b]furan was demonstrated in a gram scale.

European Journal of Organic Chemistry published new progress about Chemoselectivity. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Formula: C9H6ClNO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Balwe, Sandip Gangadhar; Kim, Jong Su; Kim, Yeong-Il; Jeong, Yeon Tae published the artcile< Diversity-oriented one-pot synthesis of furan based densely substituted biheteroaryls via isocyanide insertion>, Category: nitriles-buliding-blocks, the main research area is aroylacetonitrile arylglyoxal Knoevenagel condensation isocyanide insertion cascade heterocyclization; biheteroaryl furan diversity oriented synthesis; PTSA Knoevenagel condensation isocyanide insertion cascade heterocyclization catalyst.

A facile and efficient acid-catalyzed cascade reaction for the synthesis of novel biheteroaryl structural motifs containing densely functionalized furans has been developed. The reaction sequence involves a Knoevenagel condensation of arylglyoxals with aroyl or heteroaroylacetonitrile and subsequently an isocyanide insertion via formal [4+1] cycloaddition followed by rapid [1,3]-H shift to afford uniquely decorated novel biheterocycles, e.g., I. Furthermore, the scope of the methodol. was extended to diverse biheteroaryls by employing 3-(2-furyl)-3-oxopropanenitrile, 3-cyanoacetyl-1-methylindole, 3-oxo-3-(1H-pyrrol-2-yl)propanenitrile, 3-(1H-indol-3-yl)-3-oxopropanenitrile, 3-oxo-3-(2-thienyl)propionitrile and benzoylacetonitriles.

Tetrahedron published new progress about [4+1] Cycloaddition reaction (formal). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Abou Elmaaty, Tarek; Elsisi, Hanan; Negm, Elham; Ayad, Seif; Sofan, Mamdouh published the artcile< Novel nano silica assisted synthesis of azo pyrazole for the sustainable dyeing and antimicrobial finishing of cotton fabrics in supercritical carbon dioxide>, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is nano silica azo pyrazole dye synthesis cotton fabric dyeing; disperse reactive dye supercritical carbon dioxide antimicrobial finishing.

A new protocol was developed for the synthesis of azo pyrazole derivatives via one-pot reaction of β-ketonitriles and Ph hydrazines in the presence of nano SiO2 as a mild catalyst. The synthesized dyes were elucidated using spectrophotometry, mainly NMR, FTIR, UV as well as elemental anal. The dyeing was carried out utilizing supercritical carbon dioxide as a green medium. Outstanding deep color shades and excellent dye fixation were exhibited by all new dyes. Furthermore, the dyed samples revealed superlative color fastness. The biol. evaluation of both the dyestuffs and the dyed samples showed overgrowing antimicrobial activity against the tested microorganisms. Therefore, our findings assured that disperse reactive dyes are the most com. appropriate materials for dyeing cotton in supercritical carbon dioxide.

Journal of Supercritical Fluids published new progress about Antimicrobial agents. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mondal, Buddhadeb; Balha, Megha; Pan, Subhas Chandra published the artcile< Organocatalytic asymmetric spirocyclization reactions of cyclic 2,4-dienones with cyanoketones: synthesis of spiro-dihydropyrano cyclohexanones>, COA of Formula: C9H6ClNO, the main research area is cyclic dienone cyanoketone cinchona alkaloid organocatalyst spirocyclization; spiro dihydropyrano cyclohexanone diastereoselective enantioselective preparation.

The first organocatalytic asym. synthesis of spiro-dihydropyrano cyclohexanones was developed via the cascade reaction between cyanoketones and cyclic 2,4-dienones. A cinchona alkaloid-derived bifunctional primary amine catalyst in combination with N-Boc-tleucine was found to be the most effective for this spirocyclization reaction and provided the desired products in moderate to good yields with high enantioselectivities.

Organic & Biomolecular Chemistry published new progress about Alkadienones Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, COA of Formula: C9H6ClNO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Suzuki, Itaru; Ogura, Kazuki; Shimazu, Jun-ya; Shibata, Ikuya published the artcile< Magnesium Halide-Catalyzed Synthesis of Oxaspiro[2.5]octenes from a Methylenecyclopropane and Acyl Cyanoalkenes>, COA of Formula: C9H6ClNO, the main research area is oxaspirooctene preparation diastereoselective chemoselective; methylenecyclopropane acyl cyanoalkene cyclization magnesium halide catalyst.

MgX2-catalyzed annulation of 1,1-di-Et 2-methylidenecyclopropane-1,1-dicarboxylate with acyl cyanoalkenes RC(O)C(CN)=CHAr (R = Me, Ph, 3-chlorophenyl, etc.; Ar = 4-fluorophenyl, 1-naphthyl, 2-furyl, etc.) was accomplished to give oxaspiro[2.5]octenes I (E = C(O)OEt) and II in excellent yields. The reaction proceeded through a rare intramol. oxa-Michael addition of Mg enolate. The oxaspiro ring was transformed into di-Et 2-((5-cyano-4,6-diphenyl-4H-pyran-2-yl)methyl)malonate at a higher temperature in the presence of MgX2.

European Journal of Organic Chemistry published new progress about Chemoselectivity. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, COA of Formula: C9H6ClNO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Gore, Babasaheb Sopan; Chiang, Chun-Hsien; Lee, Chein Chung; Shih, Yi-Lun; Wang, Jeh-Jeng published the artcile< De Novo Protocol for the Construction of Benzo[a]fluorenes via Nitrile/Alkene Activation>, Computed Properties of 21667-62-9 , the main research area is nitrile alkene alkyne chemoselective regioselective annulative cyclodimerization; benzofluorene preparation.

Unprecedented chemo- and regioselective synthesis of benzo[a]fluorenes and naphthamide-substituted benzo[a]fluorenes were constructed from the reaction of (E)-2-aroyl-3-(2-(arylalkynes/alkenes)aryl)acrylonitrile scaffolds under metal-free conditions via the activation of nitriles and alkenes, resp. A tentative reaction mechanism was proposed for this homofunctionalization of nitriles. Control experiments showed that the reaction proceeds via selective nitrile or alkene protonation, depending upon the substrates. Addnl., we demonstrated an alternative expeditious route for the synthesis of disubstituted benzo[a]fluorenes in the presence of TfOH alone.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Computed Properties of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bochis, Richard J.; Chabala, John C.; Harris, Ellwood; Peterson, Louis H.; Barash, Louis; Beattie, Thomas; Brown, Jeannette E.; Graham, Donald W.; Waksmunski, Frank S. published the artcile< Benzylated 1,2,3-triazoles as anticoccidiostats>, Recommanded Product: 2-Chloro-4-methylbenzonitrile, the main research area is triazole benzylated preparation anticoccidiostat; carbamoylaminotriazole preparation anticoccidiostat; structure activity carbamoylaminotriazole anticoccidiostat; aminobenzylcarbamoyltriazole preparation anticoccidiostat; benzyltriazole aminocarbamoyl preparation anticoccidiostat.

Substituted aminocarbamoyltriazoles I (R = Cl, H, COC6H4Cl-4; R1 = COC6H4R3, COPh, H, Cl, R3 = 4-Cl, 4-F, 4-cyano, 4-CO2Me, 4-CCl:CCl2, 4-Br, 4-iodo; R1 = COC6H3Cl2-3,4, COC6H3Cl2-2,6, etc.; R2 = H, Cl, F, Br) were prepared and evaluated in vivo for anticoccidial activity. Thus, N-alkylation of 5-amino-4-carbamoyl-1,2,3-triazole with benzene derivatives II (R4 = Br) gave I. Cyclization of II (R4 = N3) with 2-cyanoacetamide also gave I. I (R = R2 = Cl, R1 = COC6H4Cl-4) is a highly effective coccidiostat. An increase in activity was observed when the CO of the benzophenone moiety is flanked by halogens as in I (R = R2 = Cl, R1 = COC6H4Cl-4; R = R2 = Cl, R1 = COPh).

Journal of Medicinal Chemistry published new progress about Coccidiostats. 21423-84-7 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H6ClN, Recommanded Product: 2-Chloro-4-methylbenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hariharan, Palamarneri Sivaraman; Pan, Chengjun; Karthikeyan, Subramanian; Xie, Dexun; Shinohara, Akira; Yang, Chuluo; Wang, Lei; Anthony, Savarimuthu Philip published the artcile< Solvent vapour induced rare single-crystal-to-single-crystal transformation of stimuli-responsive fluorophore: Solid state fluorescence tuning, switching and role of molecular conformation and substituents>, Name: 2-(3,4-Difluorophenyl)acetonitrile, the main research area is solvent vapor crystal transformation fluorescence tuning switching conformation polymorph.

The substituent groups in the aggregation-induced-emissive (AIE) tetraphenylethylene (TPE) based donor (D)-acceptor (A) fluorophores (TPPA-1-6) were tailored. and fluorescent polymorphs formation and single-crystal-to-single-crystal (SC-SC) transition in the solid state was explored. TPPA-1 showed conformational fluorescent polymorphs via twisted and coplanar conformation between TPE Ph group and cyanophenyl acceptor Ph ring. However, single crystal anal. of other derivatives revealed that substituent groups and supramol. interactions control the mol. conformation and SC-SC transition. Fluorophore with same substituent but positional change also show drastic effect on the fluorescent polymorphs formation and SC-SC transition. Substituents that can form strong intermol. interactions stabilize the less stable coplanar structure whereas bulky substituents with weak intermol. interactions produced twisted or both conformers. Photophys., powder x-ray diffraction (PXRD), DSC and thermogravimteric (TG) anal. were performed to substantiate and get insight on the structural transformation. The formation of fluorescent polymorphs and SC-SC transition exhibited tunable and switchable solid state fluorescence. The nonplanar TPE core was made use to demonstrate high contrast stimuli induced reversible fluorescence switching. Overall, the present studies attempted to gain information on the structural design for developing SC-SC transforming functional organic fluorescent materials that could be of potential interests for optoelectronic and display devices.

Dyes and Pigments published new progress about Conformational transition. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Name: 2-(3,4-Difluorophenyl)acetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lai, Miao; Su, Fangyao; Hu, Jingyi; Wang, Mengzhuo; Zhao, Mingqin; Zhang, Ganlin published the artcile< Synthesis of N-heteroarenemethyl esters via C-C bond cleavage of acyl cyanides under transition metal-free conditions>, Synthetic Route of 21667-62-9, the main research area is heteroarenemethyl ester acyl cyanide transition metal free condition; C-C bond cleavage; N-heteroaryl esters; N-heteroaryl methanols; acyl cyanides; transition-metal free synthesis.

A practical method to synthesize N-heteroaryl esters from N-heteroaryl methanols with acyl cyanides via C-C bond cleavage without using any transition metal is demonstrated here. The use of Na2CO3/15-crown-5 couple enables access to a series of N-heteroaryl esters in high efficiency. This protocol is operationally simple and highly environmentally benign producing only cyanides as byproducts.

Frontiers in Chemistry (Lausanne, Switzerland) published new progress about C-C bond cleavage. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Synthetic Route of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts