Tag: 200-300

Catalytic Enantioselective Cyclization/Cross-Coupling with Alkyl Electrophiles was written by Cong, Huan;Fu, Gregory C.. And the article was included in Journal of the American Chemical Society in 2014.Safety of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

As part of our ongoing effort to expand the scope of cross-coupling reactions of alkyl electrophiles, we have pursued a strategy wherein the nucleophilic coupling partner includes a pendant olefin; after transmetalation by such a substrate, if 灏?migratory insertion proceeds faster than direct cross-coupling, an addnl. carbon-carbon bond and stereocenter can be formed. With the aid of a nickel/diamine catalyst (both components are com. available), we have established the viability of this approach for the catalytic asym. synthesis of 2,3-dihydrobenzofurans and indanes. Furthermore, we have applied this new method to the construction of the dihydrobenzofuran core of fasiglifam, as well as to a cross-coupling with a racemic alkyl electrophile; in the latter process, the chiral catalyst controls two stereocenters, one that is newly generated in a 灏?migratory insertion and one that begins as a mixture of enantiomers. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Safety of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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 reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Safety of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

First Total Synthesis of 锠?Phenyl 铻? Fatty Acids and their Leishmanicidal and Anticancer Properties was written by Carballeira, Nestor M.;Morales-Guzman, Christian;Alvarez-Benedicto, Ester;Torres-Martinez, Zally;Delgado, Yamixa;Griebenow, Kai H.;Tinoco, Arthur D.;Reguera, Rosa M.;Perez-Pertejo, Yolanda;Carbajo-Andres, Ruben;Balana-Fouce, Rafael. And the article was included in Current Topics in Medicinal Chemistry (Sharjah, United Arab Emirates) in 2018.Formula: C10H13BrO This article mentions the following:

The first total synthesis of 锠?Ph 铻? fatty acids (FA), e.g., 10-cyclohexyl-6-decynoic acid, 16-phenylhexadecanoic acid, and (Z)-10-Phenyl-6-decenoic acid, and their cytotoxicity (A549) and leishmanicidal (L. infantum) activities are described. The novel 16-phenyl-6-hexadecynoic acid and the known 16-phenylhexadecanoic acid were synthesized in 7-8 steps with overall yields of 46% and 41%, resp. The syntheses of the unprecedented 10-phenyl-6-decynoic acid, 10-cyclohexyl-6-decynoic acid and 10-(4-methoxyphenyl)-6-decynoic acid was also performed in 3 steps with 73-76% overall yields. The use of lithium acetylide coupling enabled the 4-step synthesis of 10-phenyl-6Z-decenoic acid with a 100% cis-stereochem. The cytotoxicity of these novel FA was determined against A549 cells and L. infantum promastigotes and amastigotes. Among the 锠?phenylated FA, the best cytotoxicity towards A549 was displayed by 16-phenyl-6-hexadecynoic acid, with an IC₅₀ of 18 鍗?1 娓璏. On the other hand, among the C₁₀ acids, 10-cyclohexyl-6-decynoic acid presented the best cytotoxicity (IC₅₀ = 40 鍗?2 娓璏) towards A549. Based on caspase-3/7 studies, neither of the FA induced apoptosis in A549, thus implying other mechanisms of cell death. The antileishmanial studies were performed with the top Leishmania donovani topoisomerase IB (LdTopIB) inhibitors, namely 16-phenyl-6-hexadecynoic acid and 16-phenylhexadecanoic acid (EC₅₀ between 14 and 36 娓璏, resp.), acids that did not stabilize the cleavage complexes between LdTopIB and DNA. Acids 16-phenyl-6-hexadecynoic acid and 16-phenylhexadecanoic acid displayed cytotoxicity towards L. infantum amastigotes (IC₅₀ = 3-6 娓璏) and L. infantum promastigotes (IC₅₀ = 60-70 娓璏), but low toxicity towards murine splenocytes. This results identified 16-phenyl-6-hexadecynoic acid as the optimum 锠?phenylated acid of the series. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Formula: C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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 reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Formula: C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Benzylic Alcohols by C-H Oxidation was written by Tanwar, Lalita;Boergel, Jonas;Ritter, Tobias. And the article was included in Journal of the American Chemical Society in 2019.Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

Selective methylene C-H oxidation for the synthesis of alcs. with a broad scope and functional group tolerance is challenging due to the high proclivity for further oxidation of alcs. to ketones. Here, authors report the selective synthesis of benzylic alcs. employing bis(methanesulfonyl) peroxide as an oxidant. Authors attempt to provide a rationale for the selectivity for monooxygenation, which is distinct from previous work; a proton-coupled electron transfer mechanism (PCET) may account for the difference in reactivity. Authors envision that our method will be useful for applications in the discovery of drugs and agrochems. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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.Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and anticancer activity of chromone-based analogs of lavendustin A was written by Nam, Dong Hyuk;Lee, Ki Yong;Moon, Chang Sang;Lee, Yong Sup. And the article was included in European Journal of Medicinal Chemistry in 2010.Application of 14425-64-0 This article mentions the following:

Lavendustin A and hormothamnione were reported to exhibit cytotoxic effects on tumor cell lines. In the present studies, a series of chromone-based lavendustin analogs were synthesized as a simplified hybrid of hormothamnione and lavendustin A by the reductive-amination of formyl-chromone with various amines followed by aminoalkylation. Most compounds synthesized showed significantly improved potencies compared to the standard compound lavendustin A against most of cancer cell lines tested indicating that the removal of styryl group enhanced cancer cell growth inhibitory activities. Compound I and II showed the most potent inhibitory activities with GI₅₀ values in the range of 6.01-9.92 娓璯/mL on A-549 and HCT-15 cells. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application of 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis, Antioxidant, Anti-Inflammatory, and Antimicrobial Screening of Newer Thiophene-Fused Arylpyrazolyl 1,3,4-Oxadiazoles was written by Mahajan, Pravin;Nikam, Mukesh;Chate, Asha;Nimbalkar, Urja;Patil, Vrushali;Bobade, Anil;Chaudhari, Abhay;Deolankar, Dattatray;Javale, Balasaheb;Gill, Charansingh. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2015.Category: bromides-buliding-blocks This article mentions the following:

A series of newer 1,3,4-oxadiazole derivatives containing a thiophene fused with pyrazole moiety of pharmacol. significance have been synthesized. The compounds were characterized by ¹H NMR, IR, and mass spectral techniques. The compounds were screened for their in vitro antioxidant, anti-inflammatory and antimicrobial activities. Several compounds showed significant antioxidant activity. One compound showed good anti-inflammatory activity. One compound showed activity . against bacterial and fungal strains. The synthesis of the target compounds was achieved using 3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid hydrazide as a starting material. The title compounds thus formed included 3-methyl-1-phenyl-5-(5-phenyl-1,3,4-oxadiazol-2-yl)-1H-thieno[2,3-c]pyrazole. 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. 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. 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Polyamine-Functionalized 2閳?Amino-LNA in Oligonucleotides: Facile Synthesis of New Monomers and High-Affinity Binding towards ssDNA and dsDNA was written by Danielsen, Mathias B.;Christensen, Niels Johan;Joergensen, Per T.;Jensen, Knud J.;Wengel, Jesper;Lou, Chenguang. And the article was included in Chemistry – A European Journal in 2021.Recommanded Product: 954-81-4 This article mentions the following:

Attachment of cationic moieties to oligonucleotides (ONs) promises not only to increase the binding affinity of antisense ONs by reducing charge repulsion between the two neg. charged strands of a duplex, but also to augment their in vivo stability against nucleases. In this study, polyamine functionality was introduced into ONs by means of 2閳?amino-LNA scaffolds. The resulting ONs exhibited efficient binding towards ssDNA, ssRNA and dsDNA targets, and the 2閳?amino-LNA analog carrying a tri-aminated linker showed the most pronounced duplex- and triplex-stabilizing effect. Mol. modeling revealed that favorable conformational and electrostatic effects led to salt-bridge formation between pos. charged polyamine moieties and the Watson-Hoogsteen groove of the dsDNA targets, resulting in the observed triplex stabilization. All the investigated monomers showed increased resistance against 3閳?nucleolytic digestion relative to the non-functionalized controls. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Recommanded Product: 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Recommanded Product: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

One-Pot Preparation of (NH)-Phenanthridinones and Amide-Functionalized [7]Helicene-like Molecules from Biaryl Dicarboxylic Acids was written by Murai, Takuya;Xing, Yongning;Kurokawa, Mayu;Kuribayashi, Toshifumi;Nikaido, Masanori;Elboray, Elghareeb E.;Hamada, Shohei;Kobayashi, Yusuke;Sasamori, Takahiro;Kawabata, Takeo;Furuta, Takumi. And the article was included in Journal of Organic Chemistry in 2022.Electric Literature of C8H6BrFO2 This article mentions the following:

A one-pot transformation of biaryl dicarboxylic acids to (NH)-phenanthridinone derivatives based on a Curtius rearrangement and subsequent basic hydrolysis was developed. This method is also applicable for the preparation of optically active amide-functionalized [7]helicene-like mols. Furthermore, aza[5]helicene derivatives with a phosphate moiety were isolated as a product of the Curtius rearrangement step in the case of substrates that bear chalcogen atoms. The stereostructures of these products, revealed by X-ray diffraction anal., suggested that chalcogen-bonding and pnictogen-bonding interactions might contribute to their stabilization. The configurational stability of the helicene-like mols. and their chiroptical properties were further investigated. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Electric Literature of C8H6BrFO2).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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). In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Electric Literature of C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Photocatalyzed site-selective C(sp³)-H sulfonylation of toluene derivatives and cycloalkanes with inorganic sulfinates was written by Zhang, Shaonan;Cao, Shi;Lin, Yu-Mei;Sha, Liyuan;Lu, Cheng;Gong, Lei. And the article was included in Chinese Journal of Catalysis in 2022.SDS of cas: 57293-19-3 This article mentions the following:

Herein, a convenient and economic approach to site-selective C(sp3)-H sulfonylation via photo-induced HAT catalysis was reported. Employing a conjugated polycyclic quinone as a direct HAT photocatalyst, com. available inorganic sulfinates as the sulfonylation source, copper triflate as an inexpensive oxidant, a variety of toluene derivatives and cycloalkanes were converted into biol. and synthetically interesting sulfone products I [Ar = 4-MeC₆H₄, 4-EtC₆H₄, 4-MeOC₆H₄, etc.; R¹ = H, Me; R² = Me, Et, Ph, etc.; R³ = Ph, Et, i-Pr, etc.], II [R⁴ = cyclopentyl, cyclohexyl, cycloheptyl, etc.] under mild conditions. The mechanistic studies reveal that the reaction sequence involved direct HAT-induced radical formation and a subsequent copper-mediated organometallic process for the C-S bond formation. This method offered an appealing opportunity to furnish high value-added products from abundant hydrocarbon starting materials and inexpensive reagents. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3SDS of cas: 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. 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.SDS of cas: 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-activity relationship study of hypoxia-activated prodrugs for proteoglycan-targeted chemotherapy in chondrosarcoma was written by Ghedira, Donia;Voissiere, Aurelien;Peyrode, Caroline;Kraiem, Jamil;Gerard, Yvain;Maubert, Elise;Vivier, Magali;Miot-Noirault, Elisabeth;Chezal, Jean-Michel;Farhat, Farhat;Weber, Valerie. And the article was included in European Journal of Medicinal Chemistry in 2018.SDS of cas: 954-81-4 This article mentions the following:

Due to an abundant chondrogenic, poorly vascularized and particularly hypoxic extracellular matrix, chondrosarcoma, a malignant cartilaginous tumor, is chemo- and radio-resistant. Surgical resection with wide margins remains the mainstay of treatment. To address the lack of therapy, our strategy aims to increase anticancer drugs targeting and delivery in the tumor, by leveraging specific chondrosarcoma hallmarks: an extensive cartilaginous extracellular matrix, namely the high neg. fixed charge d. and severe chronic hypoxia. A dual targeted therapy for chondrosarcoma was investigated by conjugation of a hypoxia-activated prodrug (HAP) to quaternary ammonium (QA) functions which exhibit a high affinity for polyanionic sites of proteoglycans (PGs), the major components of the chondrosarcoma extracellular matrix. Based on preclin. results, an imidazole prodrug, ICF05016, was identified and provided the basis for a lead optimization study. A series of 27 QA-phosphoramide mustard conjugates, differing by the type of QA function and the length of the alkyl linker, was yielded by a common multi-step sequence involving phosphorylation of a key 2-nitroimidazole alc. Then, a screening was realized by surface plasmon resonance technol. to assess biomol. interactions between QA derivatives and aggrecan, the most abundant PG in chondrosarcoma. Results revealed that affinity depends more on the type of QA function, than on the linker length. Moreover, the presence of a benzyl group enhanced affinity to aggrecan. Twelve compounds were shortlisted and evaluated for antiproliferative activity (i.e., growth inhibiting concentration 50), under normoxic and hypoxic conditions using the human extraskeletal myeloid chondrosarcoma cell line (HEMC-SS). For all prodrugs, hypoxic selectivity was maintained and even increased, compared with the lead. From this study, compound I emerged as the most effective PG-targeted HAPs with a dissociation constant of 2.10 娓璏 in the SPR experiment, a hypoxia cytotoxicity ratio of 24 and an efficient reductive cleavage under chem. and enzymic conditions. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4SDS of cas: 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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鑱砨romine bond is electrophilic in nature. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. SDS of cas: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-Activity Relationships of 9-Substituted-9-Dihydroerythromycin-Based Motilin Agonists: Optimizing for Potency and Safety was written by Shaw, Simon J.;Chen, Yue;Zheng, Hao;Fu, Hong;Burlingame, Mark A.;Marquez, Saul;Li, Yong;Claypool, Mark;Carreras, Christopher W.;Crumb, William;Hardy, Dwight J.;Myles, David C.;Liu, Yaoquan. And the article was included in Journal of Medicinal Chemistry in 2009.Formula: C8H7BrO2 This article mentions the following:

A series of 9-dihydro-9-acetamido-N-desmethyl-N-iso-Pr erythromycin A analogs and related derivatives was generated as motilin agonists. The compounds were optimized for potency while showing both minimal antibacterial activity and hERG inhibition. As the substituent on the amide was increased in lipophilicity the potency and hERG inhibition increased, while polar groups lowered potency, without significantly impacting hERG inhibition. The N-Me acetamide (7a) showed the optimal in vitro profile and was probed further by varying the chain length to the macrocycle as well as changing the macrocycle scaffold. Compound 7a remained the compound with the best in vitro properties. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Formula: C8H7BrO2).

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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Formula: C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary