Tag: 200-300

Design, synthesis and characterization of PROTACs targeting the androgen receptor in prostate and lung cancer models was written by Gockel, Lukas M.;Pfeifer, Vladlena;Baltes, Fabian;Bachmaier, Rafael D.;Wagner, Karl G.;Bendas, Gerd;Guetschow, Michael;Sosic, Izidor;Steinebach, Christian. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2022.Computed Properties of C8H6BrFO2 This article mentions the following:

Three subgroups of enzalutamide-based PROTACs was presented in which only the exit vector was modified. By recruiting cereblon, the potent degradation of AR in lung cancer cells was demonstrated. Furthermore, the initial evaluation enabled the design of an optimized PROTAC with a rigid linker that degraded AR with a DC₅₀ value in the nanomolar range. These results provide novel AR-directed PROTACs and a clear rationale for further investigating AR involvement in lung cancer models. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Computed Properties of C8H6BrFO2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Computed Properties of C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of meta,meta-bridged biaryls [7,0-metacyclophanes] via aryl-aryl coupling: factors affecting the cyclization was written by Mohamed, Salah E. N.;Whiting, Donald A.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1983.Synthetic Route of C10H13BrO This article mentions the following:

Isoxazoline I and 3,4-I(MeO)C₆H₃(CH₂)₄CH(OAc)(CH₂)₂C₆H₃(OMe)I-4,3 were prepared; on treatment with (Ph₃P)₄Ni in DMF at 55-65° for 48 h these compounds cyclized to the [7.0]metacyclophanes II and III, resp., in 31 and 49% yield, resp. The analog 3,4-I(MeO)C₆H₃(CH₂)₄SO₂(CH₂)₃C₆H₃(OMe)I-4,3 was also prepared; it failed to cyclize. Steric effects at the coupling site are more important than torsional strain in the products in determination of the product yield. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Synthetic Route of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Energy efficient, clean and solvent-free photochemical benzylic bromination using NBS in concentrated solar radiation (CSR) was written by Deshpande, Saurabh;Gadilohar, Balu;Shinde, Yogesh;Pinjari, Dipak;Pandit, Aniruddha;Shankarling, Ganapati. And the article was included in Solar Energy in 2015.Category: bromides-buliding-blocks This article mentions the following:

An environmentally benign, clean, solvent-free approach for benzylic bromination has been developed using concentrated solar radiation (CSR). The protocol was found to be superior to the conventional photochem. and thermal methods in terms of reaction time and total energy requirement. This method was adapted with concentrated solar radiation in solvent-free conditions without the use of radical initiators and has proved to provide substituted benzyl bromides RCH₂Br (R = 2-MeC₆H₄, 2-FC₆H₄, 3-O₂NC₆H₄, etc.) in good yields. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Category: bromides-buliding-blocks).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Effect of Benzylic Methyl Groups on Kinetic Basicity of Amine Ligand in o-Boron Substituted N,N-Dimethylbenzylamines was written by Toyota, Shinji;Asakura, Mitsuhiro;Futawaka, Tadahiro;Oki, Michinori. And the article was included in Bulletin of the Chemical Society of Japan in 1999.Related Products of 173026-23-8 This article mentions the following:

Rates of the dissociation of the intramol. B-N coordination bond in two series of phenylborane derivatives, the boronate and diethylborane complexes, with -CHMeNMe₂ or -CMe₂NMe₂ group at the o-position were determined by the NMR lineshape anal. or saturation transfer method. The new organoboron compounds were synthesized from the corresponding organolithium compounds with appropriate boron reagents. Comparison of the kinetic data with those of the -CH₂NMe₂ compounds reveals that the barrier height to the dissociation, namely the kinetic basicity of the amine ligand, is increased as the mol. possesses more Me groups at the benzylic position for both of the series of boron compounds The x-ray structure of one of the boronate complexes and the NMR titration measurements of model amines indicate that the basicity of the amine ligand is not affected much by the Me substitution in the coordinated form. Therefore, the substituent effect on the kinetic basicity is mainly ascribed to the destabilization of the transition state by the geminal di-Me groups rather than to any inductive or steric effects at the initial state, especially for the -CMe₂NMe₂ compounds In the experiment, the researchers used many compounds, for example, 2-(2-Bromophenyl)propan-2-amine (cas: 173026-23-8Related Products of 173026-23-8).

2-(2-Bromophenyl)propan-2-amine (cas: 173026-23-8) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Related Products of 173026-23-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-based search for new inhibitors of cholinesterases was written by Bajda, Marek;Wieckowska, Anna;Hebda, Michalina;Guzior, Natalia;Sotriffer, Christoph A.;Malawska, Barbara. And the article was included in International Journal of Molecular Sciences in 2013.Related Products of 954-81-4 This article mentions the following:

Cholinesterases are important biol. targets responsible for regulation of cholinergic transmission, and their inhibitors were used for the treatment of Alzheimer’s disease. To design new cholinesterase inhibitors, of different structure-based design strategies was followed, including the modification of compounds from a previously developed library and a fragment-based design approach. This led to the selection of heterodimeric structures as potential inhibitors. Synthesis and biol. evaluation of selected candidates confirmed that the designed compounds were acetylcholinesterase inhibitors with IC₅₀ values in the mid-nanomolar to low micromolar range, and some of them were also butyrylcholinesterase inhibitors. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Related Products of 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Related Products of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Total synthesis of (±)-aspidostomide B, C, regioisomeric N-methyl aspidostomide D and their derivatives was written by Hussain, Mulla Althafh;Khan, Faiz Ahmed. And the article was included in Tetrahedron Letters in 2019.Reference of 108940-96-1 This article mentions the following:

A full account of the total synthesis of aspidostomide B, C, their analogs and our synthetic efforts towards the synthesis of aspidostomide D, which led to the synthesis of regioisomeric N-Me aspidostomide D, its analogs via epoxide opening strategy is presented. The synthesis of regioisomeric N-Me aspidostomide D involves an efficient, five-step sequence, with 36.3% overall yield, starting from 3,4,5-tribromo-1H-pyrrole-2-carboxylic acid. The key features of this protocol are intramol. cyclization, dehydration, oxidation, and a Lewis acid-mediated regioselective epoxide ring opening by C-3 position of 2,5-dibromo-1H-indole to furnish the title compounds In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Reference of 108940-96-1).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Reference of 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Highly Stereoselective Synthesis of Fused Tetrahydropyrans via Lewis-Acid-Promoted Double C(sp³)-H Bond Functionalization was written by Yokoo, Kazuma;Sakai, Dan;Mori, Keiji. And the article was included in Organic Letters in 2020.Name: 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

We have achieved a sequential hydride-shift-triggered double C(sp³)-H bond functionalization at a position adjacent to an oxygen atom and a benzylic/aliphatic position through the employment of substrates with a dialkyl group in the alkyl chain, which enabled the highly diastereoselective synthesis of fused tetrahydropyrans. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Name: 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Name: 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans was written by Zheng, Hong-Xing;Shan, Xiang-Huan;Qu, Jian-Ping;Kang, Yan-Biao. And the article was included in Organic Letters in 2018.Recommanded Product: 2-Bromo-4-fluorobenzylbromide This article mentions the following:

An intermol. addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermol. alkyl radical addition to a carbonyl group followed by an intramol. alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR anal. The mechanism is investigated by KIE experiments and control experiments This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Recommanded Product: 2-Bromo-4-fluorobenzylbromide).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Recommanded Product: 2-Bromo-4-fluorobenzylbromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and structure-activity relationship of naphtho[1,2-b]furan-2-carboxamide derivatives as melanin concentrating hormone receptor 1 antagonists was written by Lim, Chae Jo;Choi, Jun Young;Lee, Byung Ho;Oh, Kwang-Seok;Yi, Kyu Yang. And the article was included in Chemical & Pharmaceutical Bulletin in 2013.Category: bromides-buliding-blocks This article mentions the following:

Synthesis and structure-activity relationship of naphtho[1,2-b]furan-2-carboxamides I (n = 2-5; R = H, Br, Ph, 4-MeC₆H₄, 3-ClC₆H₄, 2-pyridyl, 3-furyl, 3-thienyl, etc.) containing linked piperidinylphenylacetamide groups as melanin concentrating hormone receptor 1 (MCH-R1) antagonists are described. The structure activity relationship (SAR) study, probing members of this family that contain a variety of aryl and heteroaryl groups at C-5 of I skeleton and having different chain linker lengths, led to the identification of the 5-(4-pyridinyl)-substituted analog I (n = 2; R = pyridin-4-yl) as a highly potent MCH-R1 antagonist with an IC₅₀ value of 3nM. This compound also displayed excellent metabolic stability and did not significantly inhibit cytochrome P 450 (CYP450) enzymes. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Category: bromides-buliding-blocks).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Pd^II-Catalyzed Oxidative Tandem aza-Wacker/Heck Cyclization for the Construction of Fused 5,6-Bicyclic N,O-Heterocycles was written by Ye, Chenghao;Kou, Xuezhen;Xia, Jingzhao;Yang, Guoqiang;Kong, Li;Wei, Quhao;Zhang, Wanbin. And the article was included in Chemistry – An Asian Journal in 2018.SDS of cas: 85118-24-7 This article mentions the following:

A Pd^II-catalyzed oxidative tandem cyclization was developed for the construction of fused 5,6-bicyclic N, O-heterocycles. This reaction was enabled by the combined use of a 3-methylpyridine ligand and pentafluorobenzoic acid additive. A range of heterocyclic products with different substituents could be prepared in moderate to good yields via this methodol. Several transformations, including a scaled-up preparation of product I, were also carried out showing the good applicability of our methodol. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7SDS of cas: 85118-24-7).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.SDS of cas: 85118-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary