Heterocyclic Building Blocks-Benzisoxazole

Zhang, Ze-Xin; Willis, Michael C. published the artcile< Sulfondiimidamides as new functional groups for synthetic and medicinal chemistry>, Reference of 84163-77-9, the main research area is sulfondiimidamide preparation.

Due to their three-dimensional structure, chem. and metabolic stability, polarity, and hydrogen-bonding ability, sulfonamides RS(=NC(CH3)2CH2(CH3)3)(=NNs)R1 (R1 = Et, 4-fluorophenyl, cyclopropyl, pyridin-3-yl, etc. ;NH2, 2-methylpropan-2-aminyl, morpholin-4-yl) occupy a privileged position among the functional groups used to design bioactive mols. The mono aza variants, sulfonimidamides, a functional group known since the 1930s, possess an extra nitrogen atom, which delivers an addnl. point of diversity and introduces chirality at sulfur. The sulfondiimidamides are viable mols. and by using an unsym. sulfurdiimide as a linchpin, in combination with organometallic reagents RMgX (X = Br, Cl) and amines R1NH, their three-component assembly is showed. Variation of the substrates, and the controlled manipulation of nitrogen functionality, allows a broad range of substituents to be introduced at all three nitrogen atoms and at carbon.

Chempublished new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Reference of 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Wang, Jin-Lin; Liu, Mei-Ling; Zou, Jian-Yu; Sun, Wen-Hui; Liu, Xue-Yuan published the artcile< Copper-Catalyzed Aminoarylation of Alkenes via Aminyl Radical Addition and Aryl Migration>, Name: 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole, the main research area is amino amide preparation; alkene hydroxylamine copper catalyst aminoarylation.

A new strategy for aminoarylation of alkenes by copper-catalyzed Smiles rearrangement using O-benzoylhydroxylamines as the amine reagent was described.. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

Organic Letterspublished new progress about Amino amides Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Name: 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Paul, Anirudra; Seidel, Daniel published the artcile< α-Functionalization of Cyclic Secondary Amines: Lewis Acid Promoted Addition of Organometallics to Transient Imines>, Reference of 84163-77-9, the main research area is cyclic secondary amine alpha functionalization Lewis acid organometallic imine.

Cyclic imines, generated in situ from their corresponding N-lithiated amines and a ketone hydride acceptor, undergo reactions with a range of organometallic nucleophiles to generate α-functionalized amines in a single operation. Activation of the transient imines by Lewis acids that are compatible with the presence of lithium alkoxides is crucial to accommodate a broad range of nucleophiles including lithium acetylides, Grignard reagents, and aryllithiums with attenuated reactivities.

Journal of the American Chemical Societypublished new progress about Alkali metal alkoxides, lithium alkoxides Role: RGT (Reagent), RACT (Reactant or Reagent). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Reference of 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Gao, Lanchang; Yang, Zhengge; Xiong, Jiaying; Hao, Chao; Ma, Ru; Liu, Xin; Liu, Bi-Feng; Jin, Jian; Zhang, Guisen; Chen, Yin published the artcile< Design, synthesis and biological investigation of flavone derivatives as potential multi-receptor atypical antipsychotics>, HPLC of Formula: 84163-77-9, the main research area is flavone preparation antipsychotic dopamine serotonin receptor; atypical antipsychotics; dopamine; multi-target; serotonin.

The design of a series of novel flavone derivatives I (X = N, CH; Ar = 2-methoxyphenyl, 6-fluorobenzo[d]isoxazol-3-yl, pyrimidin-2-yl, etc.; n = 1, 2), II (m = 1, 2) and III (R1 = H, Cl; R2 = H, Me) was synthesized as potential broad-spectrum antipsychotics by using multi-receptor affinity strategy between dopamine receptors and serotonin receptors. Among them, I (X = CH, Ar = 6-fluorobenzo[d]isoxazol-3-yl, n = 2), (IV) exhibited a promising preclin. profile. Compound IV not only showed high affinity for dopamine D2, D3, and serotonin 5-HT1A, 5-HT2A receptors, but was also endowed with low to moderate activities on 5-HT2C, α1, and H1 receptors, indicating a low liability to induce side effects such as weight gain, orthostatic hypotension and QT prolongation. In vivo behavioral studies suggested that compound IV has favorable effects in alleviating the schizophrenia-like symptoms without causing catalepsy. Taken together, compound V has the potential to be further developed as a novel atypical antipsychotic.

Moleculespublished new progress about 5-HT1A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, HPLC of Formula: 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Lu, Bin; Xu, Minghao; Qi, Xiaotian; Jiang, Min; Xiao, Wen-Jing; Chen, Jia-Rong published the artcile< Switchable Radical Carbonylation by Philicity Regulation>, Synthetic Route of 84163-77-9, the main research area is amide preparation; ketoamide preparation; aryl amine cyclicbutane oxime ester carbon monoxide carbonylation photocatalyst.

A new strategy that exploits photoredox catalysis to regulate the philicity of amine coupling partners to drive switchable radical carbonylation reactions was described. In double carbonylation, amines e.g., aniline were first transformed into nitrogen radical cations by single-electron transfer-oxidation and coupled with CO to form carbamoyl radicals, which further underwent radical cross-coupling with the incipient cyanoalkyl acyl radicals to afford the double carbonylation products. Upon the addition of stoichiometric 4-dimethylaminopyridine (DMAP), DMAP competitively traps the initially formed cyanoalkyl acyl radical to form the relatively stabilized cyanoalkyl acyl-DMAP salts that engaged in the subsequent substitution with the nucleophilic amines to produce the single carbonylation products. The reaction proceeded smoothly with excellent selectivity in the presence of various amine nucleophiles at room temperature, generating valuable amides e.g., 4-cyano-N-phenylbutanamide and α-ketoamides e.g., 5-cyano-2-oxo-N-phenylpentanamide in a versatile and controlled fashion. Combined exptl. and computational studies provided mechanistic insights into the possible pathways.

Journal of the American Chemical Societypublished new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Synthetic Route of 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Potassium selectivities of bis(benzo-15-crown-5) derivatives obtained from cyclohexanedicarboxylic acids, the main research direction is crown ether neutral carrier selective electrode; ion selective electrode crown ether carrier; potassium selective electrode crown ether carrier; cyclohexane derivative crown ether electrode; benzene derivative crown ether electrode.Category: benzisoxazole.

Several bis(benzo-15-crown-5) derivatives containing a cyclohexane or benzene ring in the bridge chain were synthesized as neutral carriers of coated-wire K+-selective electrodes. The bis(benzocrown ether) derivative obtained from cis-1,2-cyclohexanedicarboxylic acid was outstandingly K-selective.

The article 《Potassium selectivities of bis(benzo-15-crown-5) derivatives obtained from cyclohexanedicarboxylic acids》 also mentions many details about this compound(610-09-3)Category: benzisoxazole, you can pay attention to it, because details determine success or failure

Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Stereoisomeric biologically active compounds. I. Some conversions of cis-4-chloro-4-cyclohexene-1,2-dicarboxylic acid》. Authors are Rashidyan, L. G.; Tatevosyan, G. T..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Recommanded Product: 610-09-3. Through the article, more information about this compound (cas:610-09-3) is conveyed.

cf. Baeyer, Ann. Chem. 258, 215(1890); U.S. 1,967,862, CA 28, 5994. To 10 g. cis-4-chloro-4-cyclohexene-1,2-dicarboxylic acid (I) and 60 ml. H2O, under cooling and stirring, a solution of 21 g. KMnO4 in 650 650 ml. H2O was added over 3 hrs. The cooling and stirring was another 2 hrs. and the mixture left standing overnight, yielding meso-butane-1,2,3,4-tetracarboxylic acid m. 191-2°. I (204.5 g.) and 15 ml. concentrated H2SO4 in 500 ml. absolute MeOH was refluxed for 8 hrs. Dimethyl cis-4-chloro-4-cyclohexene-1,2-dicarboxylate (II), b5 148-50°, d204 1.0553, n20D 1.4935 was obtained in 71.3% yield. II (20 g.) and 18 ml. 85% H2NNH2 was refluxed for 3 hrs. Trans-4-chloro-4-cyclohexene-1,2-dicarboxylic acid dihydrazide (III) m. 222-4° (60% EtOH) was obtained in 69.5% yield. To 30 g. III in 105 ml. 10% HCl and 280 ml. CH2Cl2 at 18-20°, a solution of 20.8 g. NaNO3 in 48.5 ml. H2O was slowly added. The nonaqueous layer was dried, filtered, and treated with 160 ml. absolute EtOH. The CH2Cl2 was evaporated, the mixture refluxed for 2 hrs., 210 ml. 40% NaOH added and steam distilled The distillate was acidified with 10% HCl giving the trans-4-chloro-1,2-diamino-4-cyclohexene-2HCl m. 326-8° in 72.1% yield. III (38 g.) and a solution of 26.6 g. NaOH in 350 ml. H2O was refluxed for 12 hrs. and acidified, giving trans-4-chloro-4-cyclohexene-1,2-dicarboxylic acid (IV) m. 115-17° (H2O) in 89.8% yield. IV (10 g.) was oxidized with KMnO4 as described above, giving the dianhydride of dl-butane-1,2,3,4-tetracarboxylic acid m. 172-3°. A solution of 21 g. IV, 8 g. NaOH and 70 ml. H2O was hydrogenated in an autoclave in the presence of 35 g. Ni on Cr2O3 at 100° and 100 atm. The solution was filtered and acidified giving trans-cyclohexane-1,2-dicarboxylic acid (V) m. 220° (Me2O) in 78.2% yield. I (60 g.) and 23.5 g. NaOH in 200 ml. H2O was hydrogenated as described above giving cis-cyclohexane-1,2-dicarboxylic acid (VI), m. 192°, in 92.1% yield. A mixture of 8 g. VI and 20 ml. concentrated HCl was heated in a sealed tube at 180° for 8-10 hrs. and V, m. 220-1°, was obtained in 88.8% yield.

The article 《Stereoisomeric biologically active compounds. I. Some conversions of cis-4-chloro-4-cyclohexene-1,2-dicarboxylic acid》 also mentions many details about this compound(610-09-3)Recommanded Product: 610-09-3, you can pay attention to it, because details determine success or failure

Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 442903-28-8, is researched, SMILESS is ClC1=C(C(=O)OC)C(=CC=N1)Cl, Molecular C7H5Cl2NO2Journal, Article, Research Support, Non-U.S. Gov’t, Journal of Organic Chemistry called Palladium-Catalyzed C-4 Selective Coupling of 2,4-Dichloropyridines and Synthesis of Pyridine-Based Dyes for Live-Cell Imaging, Author is Yang, Min; Chen, Jing; He, Chen; Hu, Xin; Ding, Yechun; Kuang, Ying; Liu, Jinbiao; Huang, Qitong, the main research direction is palladium catalyst coupling dichloropyridine boronic ester toxicity cell imaging; pyridine dye palladium catalyst coupling dichloropyridine boronic ester.Synthetic Route of C7H5Cl2NO2.

An alternative process of Pd-catalyzed C-4 selective coupling of 2,4-dichloropyridines with boronic esters was developed, which afforded 24 examples of C-4 coupled pyridines in moderate to good yields. After further arylation, 21 examples of C-2, C-4 diarylated pyridines with a significant photophys. property were obtained, which were applied as pyridine-based dyes into live-cell imaging with good biocompatibility and low toxicity.

The article 《Palladium-Catalyzed C-4 Selective Coupling of 2,4-Dichloropyridines and Synthesis of Pyridine-Based Dyes for Live-Cell Imaging》 also mentions many details about this compound(442903-28-8)Synthetic Route of C7H5Cl2NO2, you can pay attention to it, because details determine success or failure

Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The configuration of polymethylenedicarboxylic acids. I. The dissociation constants of the cyclohexanedicarboxylic acids》. Authors are Kuhn, Richard; Wassermann, Albert.The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Category: benzisoxazole. Through the article, more information about this compound (cas:610-09-3) is conveyed.

The 1st and 2nd dissociation constants for the cyclohexanedicarboxylic acids in water and in 50% MeOH are given as follows (-log K, -log K2 and K1/K2, resp.): In H2O: o-cis, 4.34 (19°), 6.76 (19°), 267; o-trans, 4.18 (18°), 5.93 (19°), 56; m-cis, 4.10 (16°), 5.46 (16°), 23; m-trans, 4.31 (19°), 5.73 (19°), 26; p-cis, 4.44 (20°), 5.79 (19°), 22; p-trans, 4.18 (16°), 5.42 (19°), 17. In 50% MeOH: o-cis, 5.26 (18°), 8.20 (18°), 885; o-trans, 5.38 (18°), 7.31 (18°), 85; m-cis, 5.25 (17°), 6.83 (17°), 38; m-trans, 5.48 (19°), 7.40 (19°), 83; p-cis, 5.59 (19°), 7.15 (19°), 36; p-trans, 5.32 (18°), 6.81 18°), 30. The configurations of the various isomeric forms of the hexahydrophthalic acids are graphically presented.

The article 《The configuration of polymethylenedicarboxylic acids. I. The dissociation constants of the cyclohexanedicarboxylic acids》 also mentions many details about this compound(610-09-3)Category: benzisoxazole, you can pay attention to it, because details determine success or failure

Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Furoic hydrazide(SMILESS: O=C(C1=CC=CO1)NN,cas:3326-71-4) is researched.Application In Synthesis of cis-Cyclohexane-1,2-dicarboxylic acid. The article 《Novel Copper(II) Complex with a 4-Acylpyrazolone Derivative and Coligand Induce Apoptosis in Liver Cancer Cells》 in relation to this compound, is published in ACS Medicinal Chemistry Letters. Let’s take a look at the latest research on this compound (cas:3326-71-4).

A novel pyrazolone-based copper complex [CuL(phen)(CH3OH)][CuL(phen)]·CH3CH2OH·CH3OH (P-FAH-Cu-phen) was synthesized and characterized. The asym. structural unit of P-FAH-Cu-phen was composed of two independent complex units [CuL(phen)(CH3OH)] and [CuL(phen)]:Cu12+ center with six coordination mode and Cu22+ center with five coordination mode. The growth of BEL-<7404≥ cells and H22 cells was significantly inhibited by P-FAH-Cu-phen with IC50 values of 1.175μg/mL and 1.097μg/mL, resp., which were much lower than IC50 of cisplatin for BEL-<7404≥ cells (23.32μg/mL) and H22 cells (27.5μg/mL). P-FAH-Cu-phen induced cell cycle arrest at G2/M and apoptosis in BEL-<7404≥ cells through mitochondria- and endoplasmic reticulum stress-associated pathways. Moreover, P-FAH-Cu-phen significantly suppressed the migration of BEL-<7404≥ cells and the tumor growth in H22 tumor mouse model without severe side effects and improved the survival of tumor mice. The results suggested that P-FAH-Cu-phen might be a potential drug candidate for the treatment of live cancer. The article 《Novel Copper(II) Complex with a 4-Acylpyrazolone Derivative and Coligand Induce Apoptosis in Liver Cancer Cells》 also mentions many details about this compound(3326-71-4)Related Products of 3326-71-4, you can pay attention to it, because details determine success or failure

Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics