Category: 16799-05-6

Peng, Long; Li, Yuqiang; Li, Yangyang; Wang, Wang; Pang, Hailiang; Yin, Guoyin published the artcile< Ligand-Controlled Nickel-Catalyzed Reductive Relay Cross-Coupling of Alkyl Bromides and Aryl Bromides>, Recommanded Product: 3-Chlorophenethyl Bromide, the main research area is regioselective synthesis arylalkane; ligand controlled nickel catalyzed reductive relay cross coupling; alkyl bromide reductive relay cross coupling aryl bromide.

1,1-Diarylalkanes are important structural frameworks which are widespread in biol. active mols. Herein, we report a reductive relay cross-coupling of alkyl bromides with aryl bromides by nickel catalysis with a simple nitrogen-containing ligand. This method selectively affords 1,1-diarylalkane derivatives with good to excellent yields and regioselectivity.

ACS Catalysis published new progress about Alkylarenes Role: SPN (Synthetic Preparation), PREP (Preparation) (1,1-diarylalkanes). 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

Mete, Antonio; Bowers, Keith; Chevalier, Eric; Donald, David K.; Edwards, Helen; Escott, Katherine J.; Ford, Rhonan; Grime, Ken; Millichip, Ian; Teobald, Barry; Russell, Vince published the artcile< The discovery of AZD9164, a novel muscarinic M3 antagonist>, Application of C8H8BrCl, the main research area is muscarinic M3 antagonist preparation AZD9164 COPD.

The optimization of a new series of muscarinic M3 antagonists is described, leading to the identification of AZD9164 which was progressed into the clinic for evaluation of its potential as a treatment for COPD.

Bioorganic & Medicinal Chemistry Letters published new progress about Chronic obstructive pulmonary disease. 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

Bott, R. W.; Eaborn, C.; Leyshon, K. published the artcile< Organosilicon compounds. XXVII. The reaction between trichlorosilane and 4-chlorophenylbut-1-enes>, Application of C8H8BrCl, the main research area is .

Cl3SiH react, with 4-m- and 4-p-chlorophenylbut-1-ene in the presence of chloroplatinic acid to give benzylsilicon compounds, ClC6H4CH(SiCl3)(CH2)2Me, in addition to the expected straight-chain compounds, ClC6H4(CH2)4SiCl3.

Journal of the Chemical Society published new progress about 16799-05-6. 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

Shapiro, Robert H.; Jenkins, Thomas F. published the artcile< Evidence for anchimeric assistance in the expulsion of bromine from ring-substituted β-phenylethyl bromides: when is a simple cleavage a rearrangement>, Formula: C8H8BrCl, the main research area is phenethyl bromides Br expulsion; anchimeric assistance Br expulsion; dibromination phenacyl bromides.

Using the principles of the quasi-equilibrium theory, substituent effects, deuterium labeling, and comparison of compound behavior, evidence is given for aryl participation in the expulsion of Br from the mol. ion of β-phenylethyl bromide and eleven of its ring-substituted derivatives This reaction shows a kinetic behavior which is typical of rearrangements, its activation energy is lower than that of similar reactions where participation is partially or completely precluded and substituent effects are not only consistent with a participation process, but are also consistent with those predicted from solution chemistry.

Organic Mass Spectrometry published new progress about Electron beams. 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

Fleming, Fraser F.; Wei, Guoqing; Steward, Omar W. published the artcile< Cyclic Nitriles: Stereodivergent Addition-Alkylation-Cyclization to cis- and trans-Abietanes>, Electric Literature of 16799-05-6, the main research area is stereoselective synthesis abietane diterpene addition alkylation cyclization cyclic nitrile; Friedel Crafts cyclization stereoselective synthesis abietane diterpene.

Diverse cyclic hydroxy nitriles are readily synthesized through sequential 1,2-1,4-Grignard addition-methylations to 3-oxo-1-cyclohexene-1-carbonitrile. Acid-catalyzed intramol. cyclizations of the cyclic hydroxy nitriles reveal fundamental stereoselectivity trends in Friedel-Crafts cyclizations to cis- and trans-abietanes, e.g. I and II. In contrast to previous assumptions, comparative cationic cyclizations with electron-rich and electron-poor aromatic nucleophiles exhibit similar preferences for cyclization to cis-abietanes. Optimizing the cyclizations for trans-abietanes has identified ZrCl4 as an exceptional Lewis acid which, for cyclizations of iminolactones, favors trans-abietanes as the only observable diastereomer. The sequential oxonitrile addition-Friedel-Crafts cyclization strategy provides a rapid, stereodivergent synthesis of cis- or trans-abietanes, demonstrates the dramatic influence of ZrCl4 in promoting cationic cyclizations, and in contrast to previous assumptions suggests that the cyclization stereoselectivity is not correlated with the electronic nature of the aromatic nucleus.

Journal of Organic Chemistry published new progress about Abietanes Role: SPN (Synthetic Preparation), PREP (Preparation). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Electric Literature of 16799-05-6.

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

Jiao, Ke-Jin; Ma, Cong; Liu, Dong; Qiu, Hui; Cheng, Bin; Mei, Tian-Sheng published the artcile< Nickel-catalyzed electrochemical reductive relay cross-coupling of alkyl halides with alkyl carboxylic acids>, Application of C8H8BrCl, the main research area is alkyl acid bromoalkane nickel regioselective electrochem reductive cross coupling; dialkyl ketone preparation.

A highly regioselective Ni-catalyzed electrochem. (undivided cell) reductive relay cross-coupling between alkyl carboxylic acids and alkyl bromides was developed. This strategy allowed the direct acylation of benzylic C(sp3)-H bonds in good yields from com. available alkyl carboxylic acids, thus provided an alternative strategy for the synthesis of dialkyl ketones. Various functional groups were tolerated under mild reaction conditions.

Organic Chemistry Frontiers published new progress about Acylation catalysts (regioselective, electrochem.). 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

Galley, Guido; Beurier, Angelica; Decoret, Guillaume; Goergler, Annick; Hutter, Roman; Mohr, Susanne; Pahler, Axel; Schmid, Philipp; Turck, Dietrich; Unger, Robert; Zbinden, Katrin Groebke; Hoener, Marius C.; Norcross, Roger D. published the artcile< Discovery and Characterization of 2-Aminooxazolines as Highly Potent, Selective, and Orally Active TAAR1 Agonists>, Application of C8H8BrCl, the main research area is aminooxazoline TAAR agonist; 2-aminooxazoline; SAR; TAAR1 agonist; schizophrenia.

2-Aminooxazolines were discovered as a novel structural class of TAAR1 ligands. Starting from a known adrenergic compound, structural modifications were made to obtain highly potent and selective TAAR1 ligands such as (I) (RO5166017), (II) (RO5256390), RO5203648, and RO5263397. These compounds exhibit drug-like physicochem. properties, have good oral bioavailability, and display in vivo activity in a variety of animal models relevant for psychiatric diseases and addiction.

ACS Medicinal Chemistry Letters published new progress about Antipsychotics. 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

Galli, Marzia; Fletcher, Catherine J.; del Pozo, Marc; Goldup, Stephen M. published the artcile< Scalable anti-Markovnikov hydrobromination of aliphatic and aromatic olefins>, Name: 3-Chlorophenethyl Bromide, the main research area is alkene hydrogen bromide regioselective hydrobromination; alkyl bromide preparation.

To improve access to a key synthetic intermediate a direct hydrobromination-Negishi route was targeted. Unsurprisingly, the anti-Markovnikov addition of HBr to estragole in the presence of AIBN proved successful. However, even in the absence of an added initiator, anti-Markovnikov addition was observed Re-examination of early reports revealed that selective Markovnikov addition, often simply termed “”normal”” addition, was not always observed with HBr unless air was excluded, leading to the rediscovery of a reproducible and scalable initiator-free protocol.

Organic & Biomolecular Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Name: 3-Chlorophenethyl Bromide.

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

Kong, Haiyan; Meng, Xianshe; Hou, Rui; Yang, Xiaoxiao; Han, Jihong; Xie, Zhouling; Duan, Yajun; Liao, Chenzhong published the artcile< Novel 1-(prop-2-yn-1-ylamino)-2,3-dihydro-1H-indene-4-thiol derivatives as potent selective human monoamine oxidase B inhibitors: Design, SAR development, and biological evaluation>, Formula: C8H8BrCl, the main research area is propynylamino dihydro indene thiol preparation hMAO B inhibitor; antiParkinson agent structure activity relationship; Fragment-based drug design; HMAO-B; Isoform selectivity; Structure activity relationship.

Successes have been achieved in developing human monoamine oxidase B (hMAO-B) inhibitors as anti-Parkinson’s disease (PD) drugs. However, low efficiency and unwanted side effects of the marketed hMAO-B inhibitors hamper their medical applications, therefore, novel potent selective hMAO-B inhibitors are still of great interest. Herein we report 1-(prop-2-yn-1-ylamino)-2,3-dihydro-1H-indene-4-thiol derivatives as hMAO-B inhibitors, which were designed by employing a fragment-based drug design strategy to link rasagiline to hydrophobic fragments. Among the synthesized 31 compounds, I and II demonstrated very encouraging hMAO-B inhibitory activities and selectivity over hMAO-A, better than rasagiline and safinamide. In vitro studies indicated that K8 and K24 are nontoxic to nervous tissue cells and they have considerable effects against ROS formation and potential neuroprotective activity. Further mice behavioral tests demonstrated these two compounds have good therapeutic effects on MPTP-induced PD model mice. All these experiment results suggest that compounds K8 and K24 can be promising candidates for further research for treatment of PD.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiparkinsonian agents. 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

Genzer, Jerome D.; Huttrer, Charles P.; Van Wessem, G. C. published the artcile< Phenoxy- and benzyloxyalkyl thiocyanates>, HPLC of Formula: 16799-05-6, the main research area is .

A series of phenoxy- and benzyloxyalkyl thiocyanates was prepared for pharmacol. evaluation as fungicides against pathogenic fungi associated with dermatophytosis. Procedure 1: o-iso-PrC6H4OH (136 g.), then 250 g. Br(CH2)3Br, were added to 23 g. Na in 450 cc. absolute EtOH at a moderate rate, and the mixture refluxed 5 hrs., cooled, filtered, and fractionated. Procedure 2: p-MeC6H4O(CH2)4Cl was prepared from p-cresol, Cl(CH2)4Cl, and aqueous NaOH (Marvel and Tannenbaum, C.A. 23, 2162). Procedure 3: 139 g. p-O2NC6H4OH in 250 cc. absolute EtOH and 250 g. Br(CH2)3Br were added to 23 g. Na in 300 cc. absolute EtOH and the mixture refluxed 5 hrs. Procedure 4: 2 g. of the ester was heated with a slight excess of alc. KOH about 5 min. at 50°, the mixture poured into a large excess of cold water, and the solution acidified with 1:1 HCl. Procedure 5: 10 cc. xylene, then 20 g. o-ClC6H4CH2Cl in 9 cc. xylene were added (dropwise) to 1.6 g. Na in 18.6 g. (CH2OH)2, and the mixture refluxed 15 min., filtered, and fractionated. Procedure 6: 4.8 g. SOCl2 in 3.4 cc. CHCl3 was added to 7 g. o-ClC6H4CH2OCH2CH2OH in 4.5 g. cold Me2NPh (temperature kept at 20-30°), the mixture refluxed 30 min., cooled, poured into 50 cc. dilute HCl, the upper layer extracted twice with CHCl3, and the combined extracts fractionated. Procedure 7: 36 g. p-O2NC6H4OCH2CH2CH2Br and 15 g. KSCN in 80 cc. absolute EtOH were refluxed 6 hrs.; 7a: pure or crude bromide could be used; 7b: after the mixture was refluxed 9 hrs., 10 g. KI was added and the mixture refluxed 7 hrs. Procedure 8: 150 cc. alc., 52.7 g. Cl compound, 29.9 g. KSCN, and 1 g. powd. Cu were refluxed 24 hrs. Table I; Phenoxyalkyl halides, RC6H4(CH2)nX; R, n, X, B.p./mm., nD20, M.p., Yield (%), Procedure; , 4, Cl, 150°/0.2, 1.5215, , 21, 1; , 5, Cl, 116°/1.3, 1.5144, , 16, 1; o-Br, 2, Br, 116°/0.2, , , 63, 2; p-Br, 2, Br, , , 57°, 44, 2; o-Cl, 2, Br, 136°/5, 1.569, , 40, 2; m-Cl, 2, Br, 85°/0.1, 1.5680, , 23, 2; p-Cl, 2, Br, 108°/1, , 68°, 26, 2; o-Me, 2, Br, 100°/0.6, 1.5479, , 52, 2; m-Me, 2, Br, 80°/1.1, 1.5472, , 54, 2; p-Me, 2, Br, 110°/1, , 49°, 33, 2; p-Br, 3, Br, 150°/0.7, 1.5792, 50°, 53, 2; o-Cl, 3, Br, 120°/0.5, 1.5590, , 44, 2; m-Cl, 3, Br, 108°/1, 1.5580, , 31, 2; p-Cl, 3, Br, , , 37°, poor, 2; m-Me, 3, Br, 120°/2, 1.5422, , 10, 2; p-Br, 4, Cl, 128°/0.03, 1.5548, , 38, 2; o-Cl, 4, Cl, 130°/2, 1.5350, , 59, 2; m-Cl, 4, Cl, 114°/0.4, 1.5345, , 48, 2; o-Me, 4, Cl, 114°/1.5, 1.5189, , 26, 1; m-Me, 4, Cl, 93°/0.1, 1.5199, , 45, 1; p-Me, 4, Cl, 97°/0.2, 1.5180, , 20, 3; p-NO2, 3, Br, 155°/0.1, , , 35, 3; p-OMe, 2, Br, 95-104°/0.3, , , 14, 1; o-Me2CH, 2, Br, 80°/0.4, 1.5329, , 19, 2; o-Me2CH, 3, Br, 84°/0.1, , , 35, 1; 3,4-Me2C:, 2, Br, 90°/0.3, , , 21, 2; o-MeO2C 3, Br, 150-5°/1.4, , , 37, 1; p-MeO2C; 3, Br, 164°/1.5, , , 29, 1; o-MeO2C, 3, Cl, 140°/1.2, , , 37, 1; p-MeO2C, 3, Cl, 163°/3.2, , , 40, 1; o-HO2C, 3, Br, , , 71°, 100(from ester), 4; p-HO2C, 3, Br, , , 161°, 100, 4; o-HO2C, 3, Cl, , , 75°, 100, 4; p-HO2C, 3, Cl, , , 156-7°, 100, 4; Benzyloxyalkanols, RC6H4CH2OCH2O(CH2)nOH; , 2, 95°/0.25, 1.5209, 81, 5; , 3, 114°/0.9, 1.5184, 60, 5; , 5, 140°/0.4, 1.5099, 35, 5; o-Cl, 2, 84°/0.3, 1.5348, 84, 5; o-Cl, 3, 94°/0.5, 1.5245, 28, 5; o-Cl, 5, 139°/0.5, 1.5202, 54, 5; Benzyloxyalkyl chlorides, RC6H4CH2O(CH2)nCl; , 2, 75°/0.2, 1.5181, 77, 6a; , 3, 88°/0.5, 1.5113, 65, 6; , 4, 75°/0.7, 1.5109, 13, b; , 5, 86°/0.1, 1.5079, 75, 6; o-Cl, 2, 72°/0.1, 1.5339, 77, 6;o-Cl, 3, 120°/0.1, 1.5268, 48, 6; o-Cl, 5, 144°/1.6, 1.5193, 7, 6; Thenyloxy analog, b0.1 69-70°. Prepared from PhCH2OH, Na, and Cl(CH2)4Cl by refluxing 30 min., and distilling; Phenoxyalkyl thiocyanates, RC6H4O(CH2)nSCN; , 2, 152°/0.4, 1.5599, 81, 7; , 3, 125°/0.4, 1.5518, 83, 7; , 4, 155°/0.1, 1.5480, 38-9°, 37, 7b; p-Br, 2, , , 62-3°, 51, 7; o-Cl, 2, 180°/3.0, , 37-9°, 83, 7; m-Cl, 2, 126°/0.1, , , 33, 7; p-Cl, 2, 137°/0.1, 1.5710, 17, 7; o-Me, 2, 132°/0.3, , 60, 7; m-Me, 2, 158°/4.0, 1.5534, 63, 7; p-Me, 2, 130°/0.5, 1.5530, 66, 7; p-Br, 3, , , 48-9°, 53, 7,7a; o-Cl, 3, 165°/1.3, 1.5644, , 52, 7; m-Cl, 3, 164°/1.2, 1.5624, , 96, 7; p-Cl, 3, 50°/0.5, , , 40, 7; m-Me, 3, 138°/0.6, 1.5471, 42, 7; p-Br, 4, 180°/0.5, 1.5410, 66, 7b; m-Cl, 4, 186°/1.9, 1.5543, 55, 7b; o-Me, 4, 138°/0.1, 1.5533, 15, 7b; p-Me, 4, 193°/5.0, 1.5410, 27, 7b; o-HO2C, 3, , , 69-70°, 35, 7; p-HO2C, 3, , , 159°, 35, 7; p-O2N, 3, , , 53-4°, 44, 7; p-MeO, 2, 141°/0.4, , , 43, 7; o-Me2CH, 2, 123°/0.3, 1.5402, , 47, 7,7a; 3,4-Me2C:, 2, 130°/0.3, , , 51, 7; o-Me2CH, 3, 140°/0.1, 1.5363, , 60, 7,7a; o-Br, 2, 162°/1.7, , 1.5920, 51, 7; o-Cl, 4, 164°/0.5, 1.5544, , 40, 8; Benzyloxyalkyl thiocyanates, RC6H4CH2O(CH2)nSCN; , 3, 124°/0.1, 1.5348, 13, 8; , 5, 161°/0.6, 1.5292, 47, 8; o-Cl, 2, 160°/1.5, 1.5528, 16, 8; o-Cl, 3, 152°/0.8, 1.5506, 18, 8;

Journal of the American Chemical Society published new progress about Tinea pedis. 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