Tag: 100-200

Name: (Bromomethyl)cyclopropaneIn 2019 ,《Discovery of 1,2,3-triazole-based fibroblast growth factor receptor modulators》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Sakai, Hiroki; Inoue, Hidekazu; Toba, Tetsuya; Murata, Kenji; Narii, Nobuhiro; Shimmyo, Yoshiari; Igawa, Yoshiyuki; Matsumoto, Takahiro; Takemoto, Naohiro. The article contains the following contents:

To avoid production of a phospholipidosis-inducing metabolite, we replaced the amide structure of SUN13837 (1) with a 1,2,3-triazole. The resulting 1,2,3-triazole analog of 1 (compound 2) displayed greater neuroprotective activity than 1. Structural modification of 2 yielded compound 10, which showed improved neuroprotective activity and negligible mechanism-based inactivation against CYP3A4. In addition, installation of a Me group at the 5-position of 1,2,3-triazole of 10 significantly boosted the neuroprotective activity. These 1,2,3-triazole derivatives displayed reduced phospholipidosis risk, sufficient systemic exposure, and high central nervous system penetration, and therefore may be potentially useful agents for the treatment of neurodegenerative diseases. The results came from multiple reactions, including the reaction of (Bromomethyl)cyclopropane(cas: 7051-34-5Name: (Bromomethyl)cyclopropane)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Name: (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Atropisomerism in diarylamines: structural requirements and mechanisms of conformational interconversion》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Costil, Romain; Sterling, Alistair J.; Duarte, Fernanda; Clayden, Jonathan. Formula: C9H11Br The article mentions the following:

In common with other hindered structures containing two aromatic rings linked by a short tether, diarylamines may exhibit atropisomerism (chirality due to restricted rotation). Previous examples have principally been tertiary amines, especially those with cyclic scaffolds. Little is known of the structural requirement for atropisomerism in structurally simpler secondary and acyclic diarylamines. In this paper we describe a systematic study of a series of acyclic secondary diarylamines, and we quantify the degree of steric hindrance in the ortho positions that is required for atropisomerism to result. Through a detailed exptl. and computational anal., the role of each ortho-substituent on the mechanism and rate of conformational interconversion is rationalized. We also present a simple predictive model for the design of configurationally stable secondary diarylamines. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Formula: C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Formula: C9H11Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Discovery of novel aminopiperidinyl amide CXCR4 modulators through virtual screening and rational drug design》 was published in European Journal of Medicinal Chemistry in 2020. These research results belong to Oum, Yoon Hyeun; Kell, Steven A.; Yoon, Younghyoun; Liang, Zhongxing; Burger, Pieter; Shim, Hyunsuk. Recommanded Product: Methyl 3-bromopropanoate The article mentions the following:

The C-X-C chemokine receptor type 4 (CXCR4) is a potential therapeutic target for HIV infection, metastatic cancer, and inflammatory autoimmune diseases. In this study, we screened the ZINC chem. database for novel CXCR4 modulators through a series of in silico guided processes. After evaluating the screened compounds for their binding affinities to CXCR4 and inhibitory activities against the chemoattractant CXCL12, we identified a hit compound (ZINC 72372983) showing 100 nM affinity and 69% chemotaxis inhibition at the same concentration (100 nM). To increase the potency of our hit compound, we explored the protein-ligand interactions at an at. level using mol. dynamics simulation which enabled us to design and synthesize a novel compound (Z7R) with nanomolar affinity (IC50 = 1.25 nM) and improved chemotaxis inhibition (78.5%). Z7R displays promising anti-inflammatory activity (50%) in a mouse edema model by blocking CXCR4-expressed leukocytes, being supported by our immunohistochem. study. In the experiment, the researchers used many compounds, for example, Methyl 3-bromopropanoate(cas: 3395-91-3Recommanded Product: Methyl 3-bromopropanoate)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents.Recommanded Product: Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Multicomponent Reductive Cross-Coupling of an Inorganic Sulfur Dioxide Surrogate: Straightforward Construction of Diversely Functionalized Sulfones》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Meng, Yingying; Wang, Ming; Jiang, Xuefeng. Related Products of 7051-34-5 The article mentions the following:

Conventionally, sulfones are prepared by oxidation of sulfides with strong oxidants. Now, a multicomponent reductive cross-coupling involving an inorganic salt (sodium metabisulfite) for the straightforward construction of sulfones is disclosed. Both intramol. and intermol. reductive cross-couplings were comprehensively explored, and diverse sulfones were accessible from the corresponding alkyl and aryl halides. Intramol. cyclic sulfones were systematically obtained from five- to twelve-membered rings. Naturally occurring aliphatic systems, such as steroids, saccharides, and amino acids, were highly compatible with the SO2-insertion reductive cross-coupling. Four clin. applied drug mols., which include multiple heteroatoms and functional groups with active hydrogens, were successfully prepared via a late-stage SO2 insertion. Mechanistic studies show that alkyl radicals and sulfonyl radicals were both involved as intermediates in this transformation. In addition to this study using (Bromomethyl)cyclopropane, there are many other studies that have used (Bromomethyl)cyclopropane(cas: 7051-34-5Related Products of 7051-34-5) was used in this study.

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Related Products of 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

SDS of cas: 7051-34-5In 2022 ,《Design, Synthesis, Herbicidal Activity, and Molecular Docking Study of 2-Thioether-5-(Thienyl/Pyridyl)-1,3,4-Oxadiazoles as Potent Transketolase Inhibitors》 was published in Journal of Agricultural and Food Chemistry. The article was written by Wang, Yan-En; Yang, Dongchen; Dai, Longtao; Huo, Jingqian; Chen, Lai; Kang, Zhanhai; Mao, Jianyou; Zhang, Jinlin. The article contains the following contents:

A series of 2-thioether-5-(thienyl/pyridyl)-1,3,4-oxadiazoles I [R = 3-thienyl, 2-pyridyl; R1 = cyclopropylmethyl, 2-pyridyl, 2-pyridylmethyl, (3,5-dimethylisoxazol-4-yl)methy, etc.] were designed and synthesized based on TK as the new target. The preliminary bioassay results indicated that compounds I [R = 2-pyridyl, R1 = 2-pyridylmethyl; R = R1 = 2-pyridyl] displayed the best herbicidal activities against Amaranthus retroflexus (AR) and Digitaria sanguinalis (DS), with the inhibition exceeding 90% at 100-200 mg/L in vitro. Moreover, they also displayed higher postemergence herbicidal activities (90% control) against AR and DS than all of the pos. controls at 45-90 g [active ingredient (ai)]/ha in a greenhouse. Notably, compounds I [R = 2-pyridyl, R1 = 2-pyridylmethyl; R = R1 = 2-pyridyl] showed a broad spectrum of weed control at 90 g ai/ha. More significantly, compound I [R = 2-pyridyl, R1 = 2-pyridylmethyl] exhibited good crop selectivity against maize at 90 g ai/ha. Both fluorescent binding experiments and mol. docking analyses indicated that compounds I [R = 2-pyridyl, R1 = 2-pyridylmethyl; R = R1 = 2-pyridyl] exhibited strong TK inhibitory activities with superior binding affinities than the others. Preliminary mechanism studies suggested that they might exert their TK inhibitory effects by occupying the active cavity of At TK and forming more strong interactions with amino acids in the active site. Taken together, these results suggested that compound I [R = 2-pyridyl, R1 = 2-pyridylmethyl] was a potential herbicide candidate for weed control in maize fields targeting TK. The experimental process involved the reaction of (Bromomethyl)cyclopropane(cas: 7051-34-5SDS of cas: 7051-34-5)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.SDS of cas: 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Recommanded Product: 2623-87-2In 2021 ,《Synthesis and Biological Activity of Novel Antifungal Leads: 3,5-Dichlorobenzyl Ester Derivatives》 was published in Journal of Agricultural and Food Chemistry. The article was written by Du, Shaoqing; Yuan, Qinglong; Hu, Xueping; Fu, Wen; Xu, Qi; Wei, Ziyi; Xu, Jiazheng; Shao, Xusheng; Qian, Xuhong. The article contains the following contents:

Succinate dehydrogenase (SDH) is one of the most important mol. targets for the development of new fungicides. Carboxamide fungicides are a class of SDH inhibitors widely used to inhibit highly destructive plant pathogens. Although cases of resistance have been found in fungal pathogens due to the unrestricted use in recent years, there is still demand for new compounds with improved fungicidal activity. Therefore, a series of ester compounds were designed to investigate potential novel antifungal mols. First, the antifungal activity of different benzyl alc. compounds (A1-A21) was tested, and a highly active fragment (3,5-dichlorobenzyl alc.) was found. Subsequently, various compounds were synthesized by esterification between different acids and 3,5-dichlorobenzyl alc., among which compound (I) exhibited remarkable antifungal activity against Botrytis cinerea and Rhizoctonia solani with EC50 values of 6.60 and 1.61 mg/L, resp., which were comparable to those of com. fungicide boscalid (EC50 = 1.24 and 1.01 mg/L). In vivo testing further demonstrated that compound I was effective in suppressing B. cinerea (200 mg/L, 50.9%). Moreover, SDH inhibition assays, fluorescence quenching anal., and determination of mitochondrial membrane potential revealed that compound I has similar effects to boscalid. Furthermore, the fungicidal activity of target compounds can be maintained by modifying the amide bond to an ester bond. These results will provide basis for the development of novel fungicides. In the experiment, the researchers used many compounds, for example, 4-Bromobutanoic acid(cas: 2623-87-2Recommanded Product: 2623-87-2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Recommanded Product: 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of Methyl 3-bromopropanoateIn 2018 ,《Structure-activity relationships for inhibitors of Pseudomonas aeruginosa exoenzyme S ADP-ribosyltransferase activity》 appeared in European Journal of Medicinal Chemistry. The author of the article were Saleeb, Michael; Sundin, Charlotta; Aglar, Oeznur; Pinto, Ana Filipa; Ebrahimi, Mahsa; Forsberg, Aake; Schuler, Herwig; Elofsson, Mikael. The article conveys some information:

During infection, the Gram-neg. opportunistic pathogen Pseudomonas aeruginosa employs its type III secretion system to translocate the toxin exoenzyme S (ExoS) into the eukaryotic host cell cytoplasm. ExoS is an essential in vivo virulence factor that enables P. aeruginosa to avoid phagocytosis and eventually kill the host cell. ExoS elicits its pathogenicity mainly via ADP-ribosyltransferase (ADPRT) activity. The authors recently identified a new class of ExoS ADPRT inhibitors with in vitro IC50 of around 20 μM in an enzymic assay using a recombinant ExoS ADPRT domain. Herein, the authors report structure-activity relationships of this compound class by comparing a total of 51 compounds based on a thieno [2,3-d]pyrimidin-4(3H)-one and 4-oxo-3,4-dihydroquinazoline scaffolds. Improved inhibitors with in vitro IC50 values of 6 μM were identified. Importantly, the authors demonstrated that the most potent inhibitors block ADPRT activity of native full-length ExoS secreted by viable P. aeruginosa with an IC50 value of 1.3 μM in an enzymic assay. This compound class holds promise as starting point for development of novel antibacterial agents. The experimental process involved the reaction of Methyl 3-bromopropanoate(cas: 3395-91-3Reference of Methyl 3-bromopropanoate)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. 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.Reference of Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Primer, David N.; Yong, Kelvin; Ramirez, Antonio; Kreilein, Matthew; Ferretti, Antonio C.; Ruda, Antonio M.; Fleary-Roberts, Nadia; Moseley, Jonathan D.; Forsyth, Sian M.; Evans, Graham R.; Traverse, John F. published an article in Organic Process Research & Development. The title of the article was 《Development of a Process to a 4-Arylated 2-Methylisoquinolin-1(2H)-one for the Treatment of Solid Tumors: Lessons in Ortho-Bromination, Selective Solubility, Pd Deactivation, and Form Control》.Quality Control of (Bromomethyl)cyclopropane The author mentioned the following in the article:

Presented an optimized, scalable synthesis of bromodomain and extra-terminal (BET) inhibitor BMS-986378 (CC-90010). The original route and process 1A was 7 steps with 33.8% yield and featured numerous problematic solvents, process safety concerns, difficult to scale unit operations and challenging to control impurities. Reaction optimization to remove or mitigate these challenges resulted in first scale-up route and process, 2A. Subsequent challenges encountered on scale-up of route and process 2A warranted the creation and implementation of an enhanced process, which eliminated dichloromethane from a phenol bromination, improved catalyst performance in the penultimate cross-coupling and finally developed a concomitant solvent charging process for form control in the final API crystallization The resulting scale-up route and process, 2B, were demonstrated on a >50 kg scale and afforded the final product in 49% yield over 7 steps in >99.9% assay and area purity, meeting all ICH requirements for quality. In the experiment, the researchers used many compounds, for example, (Bromomethyl)cyclopropane(cas: 7051-34-5Quality Control of (Bromomethyl)cyclopropane)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Quality Control of (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Peng-Fei; Shu, Wei published an article in 2022. The article was titled 《Orthogonal Access to α-/β-Branched/Linear Aliphatic Amines by Catalyst-Tuned Regiodivergent Hydroalkylations》, and you may find the article in Angewandte Chemie, International Edition.HPLC of Formula: 7051-34-5 The information in the text is summarized as follows:

Herein, a catalyst-controlled synthesis of α-branched e.g., N-(1-phenylpentan-3-yl)benzamide, β-branched e.g., N-(2-methyl-4-phenylbutyl)benzamide and linear aliphatic amines e.g., N-(5-phenylpentyl)benzamide from Ni/Co-catalyzed regio- and site-selective hydroalkylations of alkenyl amines e.g., N-(prop-2-en-1-yl)benzamide with alkyl halides RX (R = butan-2-yl, Bn, 2-phenylethyl, 2-(1,3-dioxolan-2-yl)ethyl, etc.; X = I, Br) is developed. This catalytic protocol features the reliable prediction and control of the coupling position of alkylation to provide orthogonal access to α-branched, β-branched and linear alkyl amines from identical starting materials. This platform unlocks orthogonal reactivity and selectivity of nickel hydride and cobalt hydride chem. to catalytically repurpose three types of alkyl amines under mild conditions. In the part of experimental materials, we found many familiar compounds, such as (Bromomethyl)cyclopropane(cas: 7051-34-5HPLC of Formula: 7051-34-5)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.HPLC of Formula: 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Abdul-Amir, R. M.; Al-Hassan, N. M. Abdu; Ghadban, H. published their research in Journal of Physics: Conference Series in 2021. The article was titled 《Synthesis of some new heterocyclic compounds derived from p-chlorobenzoylchloride and investigation of biological effectiveness》.Formula: C7H5BrO The article contains the following contents:

1,3-Oxazole-5-one blends I [R = 2-Cl, 3-O2N, 2-Br] were set up by cyclization of compound {[(4-chlorophenyl)carbonyl]amino}acetic acid with aromatic aldehyde auxiliaries. The starting compound {[(4-chlorophenyl)carbonyl]amino}acetic acid was expeditiously procured by the reaction of 4-chlorobenzoylchloride with aminoacetic acid. Blends I were changed over into a grouping of subordinates by the reaction with ethylenediamine to masterminded II [R1 = 2-Cl, 3-O2N, 2-Br; R2 = H2N] which then on reaction with aromatic aldehyde subsidiaries form organized II [R1 = 2-Cl, 3-O2N, 2-Br; R2 = (2-chlorophenyl)methyleneamino, (3-nitrophenyl)methyleneamino, (2-bromophenyl)methyleneamino]. Each new compound was depicted by proton at. attractive reverberation (1H-NMR), Fourier changes IR spectroscopy (FTIR) and UV spectroscopy. In addition to this study using o-Bromobenzaldehyde, there are many other studies that have used o-Bromobenzaldehyde(cas: 6630-33-7Formula: C7H5BrO) was used in this study.

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Formula: C7H5BrOSynthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary