Category: 16799-05-6

Jiao, Ke-Jin; Liu, Dong; Ma, Hong-Xing; Qiu, Hui; Fang, Ping; Mei, Tian-Sheng published the artcile< Nickel-Catalyzed Electrochemical Reductive Relay Cross-Coupling of Alkyl Halides to Aryl Halides>, HPLC of Formula: 16799-05-6, the main research area is nickel catalyst electrochem reductive relay coupling alkyl halide aryl; arenes; cross-coupling; electrochemistry; nickel; reaction mechanisms.

A highly regioselective Ni-catalyzed electrochem. reductive relay cross-coupling between an aryl halide and an alkyl halide was developed in an undivided cell. Various functional groups are tolerated under these mild reaction conditions, which provides an alternative approach for the synthesis of 1,1-diarylalkanes.

Angewandte Chemie, International Edition published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, HPLC of Formula: 16799-05-6.

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

Li, Yangyang; Li, Yuqiang; Peng, Long; Wu, Dong; Zhu, Lei; Yin, Guoyin published the artcile< Nickel-catalyzed migratory alkyl-alkyl cross-coupling reaction>, Formula: C8H8BrCl, the main research area is alkyl halide migratory cross coupling bond formation nickel catalyst.

A migratory cross-coupling strategy, which can overcome this obstacle to access the desired cross-coupling products ArCH(R)(CH2)nCR1R2R3 (Ar = Ph, 4-fluorophenyl, indol-3-yl, etc.; R = cyclopentyl, cyclohexyl, cycloheptyl, N-benzyl-piperidin-4-yl, 2-methyl-propan-1-yl; R1 = H, D; R2 = H, D; R3 = H; n = 0-3, 5), 1-cyclopentyl-indan, 1-cycloheptyl-indan, (1-cyclopentyl-3-methyl-pentyl)benzene was described. Accordingly, a selective migratory cross-coupling of two alkyl electrophiles (RBr, ArCH(R)(CH2)nCR1R2R3 (R3 = Br or Cl), 2-bromoindan, (5-bromo-1-cyclopentyl-3-methyl-pentyl)benzene) has been accomplished by nickel catalysis. Remarkably, this alkyl-alkyl cross-coupling reaction provides a platform to prepare 2°-2° carbon-carbon bonds from 1° and 2° carbon coupling partners. Preliminary mechanistic studies suggest that chain-walking occurs at both alkyl halides in this reaction, thus a catalytic cycle with the key step involving two alkylnickel(II) species is proposed for this transformation.

Chemical Science published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Formula: C8H8BrCl.

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

Pettersson, Martin; Johnson, Douglas S.; Subramanyam, Chakrapani; Bales, Kelly R.; am Ende, Christopher W.; Fish, Benjamin A.; Green, Michael E.; Kauffman, Gregory W.; Mullins, Patrick B.; Navaratnam, Thayalan; Sakya, Subas M.; Stiff, Cory M.; Tran, Tuan P.; Xie, Longfei; Zhang, Liming; Pustilnik, Leslie R.; Vetelino, Beth C.; Wood, Kathleen M.; Pozdnyakov, Nikolay; Verhoest, Patrick R.; O’Donnell, Christopher J. published the artcile< Design, Synthesis, and Pharmacological Evaluation of a Novel Series of Pyridopyrazine-1,6-dione γ-Secretase Modulators>, Application of C8H8BrCl, the main research area is gamma secretase modulator pyridopyrazinedione design synthesis beta amyloid reduction.

Herein we describe the design and synthesis of a novel series of γ-secretase modulators (GSMs) that incorporates a pyridopiperazine-1,6-dione ring system. To align improved potency with favorable ADME and in vitro safety, we applied prospective physicochem. property-driven design coupled with parallel medicinal chem. techniques to arrive at a novel series containing a conformationally restricted core. Lead compound I exhibited good in vitro potency and ADME, which translated into a favorable in vivo pharmacokinetic profile. Furthermore, robust reduction of brain Aβ42 was observed in guinea pig at 30 mg/kg dosed orally. Through chem. biol. efforts involving the design and synthesis of a clickable photoreactive probe, we demonstrated specific labeling of the presenilin N-terminal fragment (PS1-NTF) within the γ-secretase complex, thus gaining insight into the binding site of this series of GSMs.

Journal of Medicinal Chemistry published new progress about Affinity chromatography (with streptavidin). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Application of C8H8BrCl.

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

Chen, Zhenliang; Chen, Zhiyong; Jiang, Yaozhong; Hu, Wenhao published the artcile< The synthesis of baclofen and GABOB via Rh(II) catalyzed intramolecular C-H insertion of α-diazoacetamides>, Related Products of 16799-05-6, the main research area is amino acid derivative gabapentin baclofen GABOB preparation; diazoacetamide insertion rhodium catalyst gamma lactam hydrolytic ring opening.

The synthesis of gabapentin, baclofen and GABOB is reported via hydrolysis of the corresponding N-tert-Bu γ-lactams, which were obtained from Rh(II) catalyzed intramol. C-H insertion of α-diazoacetamides.

Tetrahedron published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Related Products of 16799-05-6.

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

Arseniyadis, Simeon; Kyler, Keith S.; Watt, David S. published the artcile< Addition and substitution reactions of nitrile-stabilized carbanions>, Recommanded Product: 3-Chlorophenethyl Bromide, the main research area is review Carbanions; review Reactions; review Nitrile Stabilized; review Addition; review Substitution.

A review of the article Addition and substitution reactions of nitrile-stabilized carbanions.

Organic Reactions (Hoboken, NJ, United States) published new progress about Aminoplasts Role: RGT (Reagent), RACT (Reactant or Reagent). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Recommanded Product: 3-Chlorophenethyl Bromide.

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

Chen, Ping; Wang, Kai; Zhang, Boyu; Guo, Wengang; Liu, Yan; Li, Can published the artcile< Water enables an asymmetric cross reaction of α-keto acids with α-keto esters for the synthesis of quaternary isotetronic acids>, Application of C8H8BrCl, the main research area is quaternary isotetronic acid preparation chemoselective enantioselective; keto acid ester tandem cross coupling pyrrolidinyl imidazole catalyst.

A water promoted asym. aldol/lactonization/enolization cascade reaction of α-keto acids R1CH2C(O)C(O)OH (R1 = H, Me) and α-keto esters R2C(O)C(O)OC(CH3)3 [R2 = 4-FC6H4(CH2)2, CH2=CH(CH2)2, C6H5CH2O(CH2)3, etc.] was developed, affording the first general protocol for the construction of chiral quaternary isotetronic acids I with excellent enantioselectivity. Theor. results indicate that intramol. ionized enamine intermediates stabilized by water generate zwitterionic transition states in a lower activation energy and higher face selectivity, resulting in high activity and chemo- and enantioselectivity.

Chemical Communications (Cambridge, United Kingdom) published new progress about Cross-coupling reaction catalysts, stereoselective (regioselective). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Application of C8H8BrCl.

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

Park, Seojeong; Hong, Eunji; Kwak, Soo Yeon; Jun, Kyu-Yeon; Lee, Eung-Seok; Kwon, Youngjoo; Na, Younghwa published the artcile< Synthesis and biological evaluation of C1-O-substituted-3-(3-butylamino-2-hydroxy-propoxy)-xanthen-9-one as topoisomerase IIα catalytic inhibitors>, COA of Formula: C8H8BrCl, the main research area is xanthone preparation topoisomerase IIa catalytic inhibitory anticancer activity; Anticancer agents; C1-alkyl and arylalkyl substituted xanthones; Topoisomerase IIα catalytic inhibitor.

Topoisomerase II poison blocks the transitorily generated DNA double-strand breaks (DSBs) from religation, thereby causes severe DNA damage and gene toxicity. While topoisomerase II catalytic inhibitor does not form cleavable DNA-enzyme complex because its function attributes to inhibition of the catalytic steps of the enzyme such as before generating DNA DSBs or in the last step of the catalytic cycle after religation. It has been reported that the stabilizing effect of etoposide on transient cleavable DNA-topoisomerase IIβ complex attributes to its secondary malignancy. Therefore, topoisomerase IIα has been considered as more attractive target than topoisomerase IIβ for the development of chemotherapeutic agents. In the previous work, we reported compounds as novel topoisomerase IIα catalytic inhibitors targeting for ATP binding site of human topoisomerase IIα ATP-binding domain. As a continuous work, we have designed and synthesized 43 compounds of C1-O-alkyl and arylalkyl substituted compounds with or without methoxy group on ring A. In the topoisomerase IIα inhibitory test, among the tested C1-O-4-chlorophenethyl substituted compounds I (R1 = H, OMe) were more active than others, and compound I (R1 = H) showed strongest topoisomerase IIα inhibitory activity with 94.4% and 23.0% inhibition, resp., at 100 and 20 μM. Compounds I (R1 = H, OMe) have also showed much enhanced cytotoxic activity against T47D cells; IC50 (μM): 0.63 ± 0.01 and 0.19 ± 0.02, resp., which are stronger than reference drugs. Band depletion assay and cleavage complex assay results showed compounds I (R1 = H, OMe) were potential topoisomerase IIα catalytic inhibitor with low DNA damage.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, COA of Formula: C8H8BrCl.

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

Yoshinaga, Hidefumi; Masumoto, Shuji; Koyama, Koji; Kinomura, Naoya; Matsumoto, Yuji; Kato, Taro; Baba, Satoko; Matsumoto, Kenji; Horisawa, Tomoko; Oki, Hitomi; Yabuuchi, Kazuki; Kodo, Toru published the artcile< Discovery of SMP-304, a novel benzylpiperidine derivative with serotonin transporter inhibitory activity and 5-HT1A weak partial agonistic activity showing the antidepressant-like effect>, Formula: C8H8BrCl, the main research area is benzylpiperidine derivative preparation serotonin transporter inhibitot antidepressant; 5-HT(1A) receptor; Antidepressant; Benzylpiperidine; Fast onset; Serotonin transporter.

We report the discovery of a novel benzylpiperidine derivative with serotonin transporter (SERT) inhibitory activity and 5-HT1A receptor weak partial agonistic activity showing the antidepressant-like effect. The 3-methoxyphenyl group and the phenethyl group of compound 1, which has weak SERT binding activity, but potent 5-HT1A binding activity, were optimized, leading to compound 35 with potent and balanced dual SERT and 5-HT1A binding activity, but also potent CYP2D6 inhibitory activity. Replacement of the methoxy group in the left part of compound 35 with a larger alkoxy group, such as ethoxy, isopropoxy or methoxy-ethoxy group ameliorated CYP2D6 inhibition, giving SMP-304 as a candidate. SMP-304 with serotonin uptake inhibitory activity and 5-HT1A weak partial agonistic activity, which could work as a 5-HT1A antagonist, displayed faster onset of antidepressant-like effect than a representative SSRI paroxetine in an animal model.

Bioorganic & Medicinal Chemistry published new progress about 5-HT reuptake inhibitors. 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Formula: C8H8BrCl.

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

Chang, Suae-Chen; Gleicher, Gerald J. published the artcile< Attempt to observe neighboring group participation in hydrogen abstraction from β-(substituted phenyl)-ethyl bromides>, Synthetic Route of 16799-05-6, the main research area is hydrogen abstraction phenethyl bromide; mechanism hydrogen abstraction.

A series of β-(substituted phenyl)-ethyl bromides are reacted with bromotrichloromethane at 70°. Benzylic hydrogen abstraction comprises the only reaction. The exptl. ρ value for this process is -0.83 ± 0.02. A ρ value is calculated to have the range of -0.84 to -0.90. The negligible difference between these two ρ values is indicative of no anchimeric assistance in this reaction by the neighboring bromine atom under the conditions utilized.

Journal of Organic Chemistry published new progress about Abstraction reaction. 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Synthetic Route of 16799-05-6.

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

Bhandari, Krishna B.; West, C. P.; Klein, D.; Subbiah, S.; Surowiec, K. published the artcile< Essential oil composition of ′WW-B.Dahl′ old world bluestem (Bothriochloa bladhii) grown in the Texas High Plains>, Synthetic Route of 16799-05-6, the main research area is Bothriochloa essential oil camphene acorenone naphthalene US.

Bothriochloa spp. include aromatic grasses that produce essential oils. Some of these grasses are reported to repel economically important insects. Leaves, stems, and seedheads of ′WW-B. Dahl′ old world bluestem [Bothriochloa bladhii (Retz) S.T. Blake] were sampled during 3 years. Quant. anal. by GC and GC-MS methods revealed a total of 172 compounds from methylation method, and 105 compounds from steam distillation method. Acorenone-B [spiro[4.5]dec-6-en-8-one, 1,7-dimethyl-4-(1-methylethyl)-] was in greatest concentration in both methods; however, this compound was detected on only one date (12 August) out of three collection dates extracted by steam distillation Twenty-two compounds were detected by simple solvent extraction, in which acorenone-B was in greatest concentration in seedheads and least in stems. Diethylhexyl adipate was in highest concentration in stems and least in seedheads among the oils extracted by simple solvent. Camphene and limonene were present in the samples that contained seedheads. Naphthalene, a known insect deterrent, was detected in oils extracted from all methods and in all plant parts. Old world bluestem grass contained measurable amounts of essential oils that may be associated with previously observed repellency of red imported fire ants (Solenopsis invicta Buren).

Industrial Crops and Products published new progress about Bothriochloa bladhi. 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Synthetic Route of 16799-05-6.

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