Month: February 2023

The Skraup reaction of 3,4-dihaloanilines was written by Blatchly, Richard A.;Greeley, Michael A.;Markgraf, J. Hodge. And the article was included in Heterocycles in 1989.SDS of cas: 615-55-4 This article mentions the following:

Six 3,4-dihaloanilines I (R = Br, Cl, F; R¹ = Br, Cl, F, iodo) were converted by the sulfo-mix variation of the Skraup reaction to mixtures of 5,6- and 6,7-dihaloquinolines, II and III resp. Inductive effects were the dominant influence on the course of cyclization: the more highly electron-withdrawing the substituents of I, the greater was the proportion of III. Steric effects were absent. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4SDS of cas: 615-55-4).

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. 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.SDS of cas: 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of spiro amide SHR902275: A potent, selective, and efficacious RAF inhibitor targeting RAS mutant cancers was written by Zhao, Peng;Zhuang, Linghang;Wang, Xiangzhu;Huang, Song;Wu, Heping;Zhou, Yu;Yan, Yuna;Zhang, Fan;Shen, Ru;Li, Jing;Liu, Suxing;Zhang, Rumin;Dong, Ping;Mao, Yuchang;Fan, Yuanmin;He, Chunyong;Sun, Jiakang;Zhang, Lei;Hu, Qiyue;Wan, Hong;Feng, Jun;Bai, Chang;He, Feng;Tao, Weikang. And the article was included in European Journal of Medicinal Chemistry in 2022.Formula: C7H7BrFN This article mentions the following:

The RAS-RAF-MEK-ERK signaling pathway plays a key role to regulate multiple cellular functions. Acquired resistance to the first-generation RAF inhibitors that only targeted the bRAF^V600E mutation prompted the need for a new generation of RAF inhibitors to target cancers bearing mutant RAS and wild type RAF activity by inhibition of paradoxical activation. Starting from the company’s previously reported RAF inhibitor 1 (I), extensive drug potency and drug-like properties optimizations led to the discovery of mol. 33 (SHR902275, II) with greatly improved in vitro potency and solubility Mol. 33 exhibited good DMPK (Drug Metabolism and Pharmacokinetics) properties, excellent permeability, and outstanding mouse/rat oral PK. It was further evaluated in an in vivo RAS mutant Calu6 xenograft mouse model and demonstrated dose dependent efficacy. To achieve high exposure in a toxicity study, pro-drug 48 (III) was also explored. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-fluoro-4-methylaniline (cas: 945244-29-1Formula: C7H7BrFN).

5-Bromo-2-fluoro-4-methylaniline (cas: 945244-29-1) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Formula: C7H7BrFN

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Meta-substituent effects on benzyl free-radical stability was written by Fisher, Thomas H.;Dershem, Stephen M.;Prewitt, M. Lynn. And the article was included in Journal of Organic Chemistry in 1990.COA of Formula: C7H7BrN2O2 This article mentions the following:

A series of 5-substituted 3-cyanotoluenes was synthesized, and the relative rates of N-bromosuccinimide bromination were determined in benzene at 80 鎺矯. The resulting 锜?sub>F^{閳?/sup> values for meta Me, H, Br, NO₂, and CN were found to be 0.03, 0.00, -0.03, -0.04, and -0.10, resp. Of these meta substituents, all but Me were found to be destabilizing to the intermediate benzyl free radical. These meta substituent results are consistent with reported 锜?sub>浼?/sub>閳?/sup> and 锜?sub>c閳?/sup> values and cast doubt upon reports that assume meta substituents have no influence on free-radical stability. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7COA of Formula: C7H7BrN2O2).}

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) 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.COA of Formula: C7H7BrN2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enhanced Reactivity for Aromatic Bromination via Halogen Bonding with Lactic Acid Derivatives was written by Baker, Sarah I.;Yaghoubi, Mahshid;Bidwell, Samantha L.;Pierce, Savannah L.;Hratchian, Hrant P.;Baxter, Ryan D.. And the article was included in Journal of Organic Chemistry in 2022.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione This article mentions the following:

Herein, a new method for regioselective aromatic bromination using lactic acid derivatives as halogen bond acceptors with N-bromosuccinimide (NBS) is reported. Several structural analogs of lactic acid affected the efficiency of aromatic brominations, presumably via Lewis acid/base halogen-bonding interactions. Rate comparisons of aromatic brominations demonstrated the reactivity enhancement available via catalytic additives capable of halogen bonding. Computational results demonstrated that Lewis basic additives interact with NBS to increase the electropos. character of bromine prior to electrophilic transfer. An optimized procedure using catalytic mandelic acid under aqueous conditions at room temperature has been developed to promote aromatic bromination on a variety of arene substrates with complete regioselectivity. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Application In Synthesis of 1-Bromopyrrolidine-2,5-dione).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. 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.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Photoswitching of Local (Anti)Aromaticity in Biphenylene-Based Diarylethene Molecular Switches was written by Kalapos, Peter Pal;Mayer, Peter J.;Gazdag, Tamas;Demeter, Attila;Oruganti, Baswanth;Durbeej, Bo;London, Gabor. And the article was included in Journal of Organic Chemistry in 2022.Recommanded Product: 1-Bromopyrrolidine-2,5-dione This article mentions the following:

Photoinduced tuning of (anti)aromaticity and associated mol. properties is currently in the focus of attention for both tailoring photochem. reactivity and designing new materials. Here, we report on the synthesis and spectroscopic characterization of diarylethene-based mol. switches embedded in a biphenylene structure composed of rings with different levels of local (anti)aromaticity. We show that it is possible to modulate and control the (anti)aromatic character of each ring through reversible photoswitching of the aryl units of the system between open and closed forms. Remarkably, it is shown that the irreversible formation of an annulated bis(dihydro-thiopyran) side-product that hampers the photoswitching can be efficiently suppressed when the aryl core formed by thienyl groups in one switch is replaced by thiazolyl groups in another. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Recommanded Product: 1-Bromopyrrolidine-2,5-dione).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Recommanded Product: 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and antimalarial activity of chain substituted pivaloyloxymethyl ester analogues of Fosmidomycin and FR900098 was written by Kurz, Thomas;Schlueter, Katrin;Kaula, Uwe;Bergmann, Baerbel;Walter, Rolf D.;Geffken, Detlef. And the article was included in Bioorganic & Medicinal Chemistry in 2006.Safety of 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:

Fosmidomycin is a promising antimalarial drug candidate with a unique chem. structure and a novel mode of action. Chain substituted pivaloyloxymethyl ester derivatives of Fosmidomycin and its acetyl analog FR900098 have been synthesized and their in vitro antimalarial activity vs. the Chloroquine sensitive strain 3D7 of Plasmodium falciparum has been determined In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Safety of 2-(Bromomethyl)-1,3-dimethylbenzene).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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). 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.Safety of 2-(Bromomethyl)-1,3-dimethylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Optimization of Phenyl-Substituted Benzimidazole Carboxamide Poly(ADP-Ribose) Polymerase Inhibitors: Identification of (S)-2-(2-Fluoro-4-(pyrrolidin-2-yl)phenyl)-1H-benzimidazole-4-carboxamide (A-966492), a Highly Potent and Efficacious Inhibitor was written by Penning, Thomas D.;Zhu, Gui-Dong;Gong, Jianchun;Thomas, Sheela;Gandhi, Viraj B.;Liu, Xuesong;Shi, Yan;Klinghofer, Vered;Johnson, Eric F.;Park, Chang H.;Fry, Elizabeth H.;Donawho, Cherrie K.;Frost, David J.;Buchanan, Fritz G.;Bukofzer, Gail T.;Rodriguez, Luis E.;Bontcheva-Diaz, Velitchka;Bouska, Jennifer J.;Osterling, Donald J.;Olson, Amanda M.;Marsh, Kennan C.;Luo, Yan;Giranda, Vincent L.. And the article was included in Journal of Medicinal Chemistry in 2010.Product Details of 179232-29-2 This article mentions the following:

We have developed a series of phenylpyrrolidine- and phenylpiperidine-substituted benzimidazole carboxamide poly(ADP-ribose) polymerase (PARP) inhibitors with excellent PARP enzyme potency as well as single-digit nanomolar cellular potency. These efforts led to the identification of (S)-2-(2-fluoro-4-(pyrrolidin-2-yl)phenyl)-1H-benzimidazole-4-carboxamide (22b, A-966492) (I). Compound 22b displayed excellent potency against the PARP-1 enzyme with a K_i of 1 nM and an EC₅₀ of 1 nM in a whole cell assay. In addition, 22b is orally bioavailable across multiple species, crosses the blood-brain barrier, and appears to distribute into tumor tissue. It also demonstrated good in vivo efficacy in a B16F10 s.c. murine melanoma model in combination with temozolomide and in an MX-1 breast cancer xenograft model both as a single agent and in combination with carboplatin. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Product Details of 179232-29-2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 179232-29-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chemo-proteomics exploration of HDAC degradability by small molecule degraders was written by Xiong, Yuan;Donovan, Katherine A.;Eleuteri, Nicholas A.;Kirmani, Nadia;Yue, Hong;Razov, Anthony;Krupnick, Noah M.;Nowak, Radoslaw P.;Fischer, Eric S.. And the article was included in Cell Chemical Biology in 2021.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

Targeted protein degradation refers to the use of small mols. that recruit a ubiquitin ligase to a target protein for ubiquitination and subsequent proteasome-dependent degradation While degraders have been developed for many targets, key questions regarding degrader development and the consequences of acute pharmacol. degradation remain, specifically for targets that exist in obligate multi-protein complexes. Here, we synthesize a pan-histone deacetylase (HDAC) degrader library for the chemo-proteomic exploration of acute degradation of a key class of chromatin-modifying enzymes. Using chemo-proteomics, we not only map the degradability of the zinc-dependent HDAC family identifying leads for targeting HDACs 1-8 and 10 but also explore important aspects of degrading epigenetic enzymes. We discover cell line-driven target specificity and that HDAC degradation often results in collateral loss of HDAC-containing repressive complexes. These findings potentially offer a new mechanism toward controlling chromatin structure, and our resource will facilitate accelerated degrader design and development for HDACs. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Quality Control of N-(5-Bromopentyl)phthalimide).

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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Quality Control of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Orally active C-6 heteroaryl- and heterocyclyl-substituted imidazo[1,2-a]pyridine acid pump antagonists (APAs) was written by Bailey, Nick;Bamford, Mark J.;Brissy, Delphine;Brookfield, Joanna;Demont, Emmanuel;Elliott, Richard;Garton, Neil;Farre-Gutierrez, Irene;Hayhow, Thomas;Hutley, Gail;Naylor, Antoinette;Panchal, Terry A.;Seow, Hui-Xian;Spalding, David;Takle, Andrew K.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Category: bromides-buliding-blocks This article mentions the following:

Acid pump antagonists (APAs) such as the imidazo[1,2-a]pyridine AZD-0865 I have proven efficacious at low oral doses in acid related gastric disorders. Herein some of the broader SAR in this class of mol. are described and detail the discovery of an imidazo[1,2-a]pyridine II which has excellent efficacy in animal models of gastric acid secretion following oral administration, as well as a good overall developability profile. The discovery strategy focuses on use of heteroaryl and heterocyclic substituents at the C-6 position and optimization of developability characteristics through modulation of global physico-chem. properties. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Category: bromides-buliding-blocks).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

An Intermolecular Hydroarylation of Highly Deactivated Styrenes Catalyzed by Re₂O₇/HReO₄ in Hexafluoroisopropanol was written by Hu, Liqun;Liu, Yibing;Fang, Xiong;zheng, Yuzhu;Liao, Rong-zhen;Li, Man;Xie, Youwei. And the article was included in ACS Catalysis in 2022.Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde This article mentions the following:

Here, authors describe an activation mode for unactivated alkenes on the basis of a synergy between Re₂O₇/HReO₄ and hexafluoroisopropanol (HFIP). Highly electron-deficient styrenes have been activated to effect a challenging intermol. hydroarylation with different arenes to give a variety of diarylalkanes in high efficiency. This method is characterized by mild reaction condition, broad substrate scope, high chem. yields, and minimal waste generation. The potential synthetic application of this methodol. was exemplified by the efficient synthesis of a retinoic acid receptor (RAR) agonist. DFT calculations and deuterium-labeling experiments were conducted to elucidate the reaction mechanism, and both confirmed the critical role of HFIP, which significantly reduced the energetical barriers for several key steps of this transformation via a network of hydrogen bonding to perrhenate anion with two equivalent of HFIP. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. 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.Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary