Tag: 200-300

In 2022,Yamatsugu, Kenzo; Katoh, Hiroto; Yamashita, Takefumi; Takahashi, Kazuki; Aki, Sho; Tatsumi, Toshifumi; Kaneko, Yudai; Kawamura, Takeshi; Miura, Mai; Ishii, Masazumi; Ohkubo, Kei; Osawa, Tsuyoshi; Kodama, Tatsuhiko; Ishikawa, Shumpei; Kanai, Motomu; Sugiyama, Akira published an article in Protein Expression and Purification. The title of the article was 《Antibody mimetic drug conjugate manufactured by high-yield Escherichia coli expression and non-covalent binding system》.Safety of Benzyl 2-bromoacetate The author mentioned the following in the article:

Antibody-drug conjugates (ADCs) are a major therapeutic tool for the treatment of advanced cancer. Malignant cells in advanced cancer often display multiple genetic mutations and become resistant to monotherapy. Therefore, a therapeutic regimen that simultaneously targets multiple mols. with multiple payloads is desirable. However, the development of ADCs is hampered by issues in biopharmaceutical manufacturing and the complexity of the conjugation process of low-mol.-weight payloads to biologicals. Here, we report antibody mimetic-drug conjugates (AMDCs) developed by exploiting the non-covalent binding property of payloads based on high-affinity binding of mutated streptavidin and modified iminobiotin. Miniprotein antibodies were fused to a low immunogenic streptavidin variant, which was then expressed in Escherichia coli inclusion bodies, solubilized, and refolded into functional tetramers. The AMDC developed against human epidermal growth factor receptor 2 (HER2) effectively killed cultured cancer cells using bis-iminobiotin conjugated to photo-activating silicon phthalocyanine. The HER2-targeting AMDC was also effective in vivo against a mouse KPL-4 xenograft model. This AMDC platform provides rapid, stable, and high-yield therapeutics against multiple targets. In the part of experimental materials, we found many familiar compounds, such as Benzyl 2-bromoacetate(cas: 5437-45-6Safety of Benzyl 2-bromoacetate)

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is an aromatic chemical, usually appearing as a clear liquid with a moderate sweet-jasmine fragrance. This compound appears as a component of some of our fragrance blends.Safety of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Shcherbakov, Dmitriy; Baev, Dmitriy; Kalinin, Mikhail; Dalinger, Alexander; Chirkova, Varvara; Belenkaya, Svetlana; Khvostov, Aleksei; Krut’ko, Dmitry; Medved’ko, Aleksei; Volosnikova, Ekaterina; Sharlaeva, Elena; Shanshin, Daniil; Tolstikova, Tatyana; Yarovaya, Olga; Maksyutov, Rinat; Salakhutdinov, Nariman; Vatsadze, Sergey published an article in ACS Medicinal Chemistry Letters. The title of the article was 《Design and Evaluation of Bispidine-Based SARS-CoV-2 Main Protease Inhibitors》.Safety of Benzyl 2-bromoacetate The author mentioned the following in the article:

For the first time, derivatives of 3,7-diazabicyclo[3.3.1]nonane (bispidine) were proposed as potential inhibitors of the SARS-CoV-2 main viral protease (3-chymotrypsin-like, 3CLpro). Based on the created pharmacophore model of the active site of the protease, a group of compounds were modeled and tested for activity against 3CLpro. The 3CLpro activity was measured using the fluorogenic substrate Dabcyl-VNSTLQSGLRK(FAM)MA; the efficiency of the proposed approach was confirmed by comparison with literature data for ebselen and disulfiram. The results of the experiments performed with bispidine compounds showed that 14 compounds exhibited activity in the concentration range 1-10μM, and 3 samples exhibited submicromolar activity. The structure-activity relationship studies showed that the mols. containing a carbonyl group in the ninth position of the bicycle exhibited the maximum activity. Based on the exptl. and theor. results obtained, further directions for the development of this topic were proposed.Benzyl 2-bromoacetate(cas: 5437-45-6Safety of Benzyl 2-bromoacetate) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is a synthetic chemical produced for industry from benzyl alcohol and acetic acid, but is also naturally present in the essential oils of many plants, including jasmine and ylang ylang.Safety of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,European Journal of Medicinal Chemistry included an article by Pan, Liangkun; Zheng, Qiang; Chen, Yu; Yang, Rui; Yang, Yanyan; Li, Zhongjun; Meng, Xiangbao. Safety of Methyl 3-(bromomethyl)benzoate. The article was titled 《Design, synthesis and biological evaluation of novel naphthoquinone derivatives as IDO1 inhibitors》. The information in the text is summarized as follows:

Indoleamine 2,3-dioxygenase 1 mediated kynurenine pathway of tryptophan degradation is identified as an appealing and novel target in immunotherapy for the treatment of cancer. In this study, a novel series of naphthoquinone derivatives were synthesized, characterized and evaluated for their inhibitory activities against IDO1, and their structure-activity relationship was investigated. Among them, five compounds, e.g., I,displayed potent IDO1 inhibitory activities with IC50 values ranging between 18 and 61 nM, which are more potent than INCB024360 undergoing clin. trial III evaluation. In addition, three compounds, e.g. II, decreased the kynurenine levels in rat plasma by 30%-50%. Compounds exhibiting excellent IDO1 inhibitory activities were also evaluated for their inhibitory activities against tryptophan 2,3-dioxygenase (TDO). Of which, compound II (IDO1 IC50 = 120 nM) showed promising TDO inhibition (IC50 72 nM) and was identified as an IDO1/TDO dual inhibitor. In addition to this study using Methyl 3-(bromomethyl)benzoate, there are many other studies that have used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Safety of Methyl 3-(bromomethyl)benzoate) was used in this study.

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Safety of Methyl 3-(bromomethyl)benzoate Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Zhao, Huai-Bo; Hou, Zhong-Wei; Liu, Zhan-Jiang; Zhou, Ze-Feng; Song, Jinshuai; Xu, Hai-Chao published 《Amidinyl Radical Formation through Anodic N-H Bond Cleavage and Its Application in Aromatic C-H Bond Functionalization》.Angewandte Chemie, International Edition published the findings.Computed Properties of C6H5Br2N The information in the text is summarized as follows:

We report herein an atom-economical and sustainable approach to access amidinyl radical intermediates through the anodic cleavage of N-H bonds. The resulting nitrogen-centered radicals undergo cyclizations with (hetero)arenes, followed by rearomatization, to afford functionalized tetracyclic benzimidazoles, e.g., I (X-rays crystal structure shown), in a highly straightforward and efficient manner. This metal- and reagent-free C-H/N-H cross-coupling reaction exhibits a broad substrate scope and proceeds with high chemoselectivity. The experimental part of the paper was very detailed, including the reaction process of 3,5-Dibromoaniline(cas: 626-40-4Computed Properties of C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Computed Properties of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2013,Vankadari, Srinivas Rao; Mandala, Devender; Pochampalli, Jalapathi; Tigulla, Parthasarathy; Valeru, Anil; Thampu, Rajakomuraiah published 《Synthesis, evaluation of antimicrobial activity, and molecular modeling of novel 2-((4-(2H-benzo[d] [1,2,3] triazol-2-yl)piperidin-1-yl)methyl)-5-substituted phenyl-1,3,4-oxadiazoles》.Medicinal Chemistry Research published the findings.COA of Formula: C8H7BrO2 The information in the text is summarized as follows:

A new series of 2-((4-(2H-benzo[d][1,2,3]triazol-2-yl)piperidin-1-yl)methyl)-5-substituted-phenyl-1,3,4-oxadiazoles I [Ar = Ph, 2-Br-Ph, 3-MeOPh, 3-NO2Ph, etc.] were synthesized by cyclization of 4-((benzotriazol-2-yl)-piperidin-1-yl)-acetic acid hydrazide with various substituted aromatic carboxylic acids in the presence of POCl3. The structures were characterized by spectral data. The representative examples were screened in vitro antibacterial activity and antifungal activity. The compounds showed significant antibacterial activity and showed moderate antifungal activity as that of standards, resp. The data were further compared with structure-based investigations using docking studies with the crystal structure of oxidoreductase (1XDQ) protein organism: Escherichia coli for antibacterial activity and oxidoreductase (3QLS) protein, organism: Candida albicans for antifungal activity. The score values estimated by genetic algorithm were found to have a good correlation with the exptl. inhibitory potencies. The experimental part of the paper was very detailed, including the reaction process of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2COA of Formula: C8H7BrO2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. COA of Formula: C8H7BrO2Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Synthesis of Alkenylboronates from N-Tosylhydrazones through Palladium-Catalyzed Carbene Migratory Insertion》 was written by Ping, Yifan; Wang, Rui; Wang, Qianyue; Chang, Taiwei; Huo, Jingfeng; Lei, Ming; Wang, Jianbo. Formula: C7H5BrO2This research focused ontosylhydrazone palladium catalyzed borylation carbene migratory insertion; mol structure calculation palladium catalyzed borylation tosylhydrazone NBO. The article conveys some information:

The palladium-catalyzed oxidative borylation reaction of N-tosylhydrazones has been developed. The reaction features mild conditions, broad substrate scope, and good functional group tolerance. It thus represents a highly efficient and practical method for the synthesis of di-, tri-, and tetrasubstituted alkenylboronates from readily available N-tosylhydrazones. One-pot Suzuki coupling and other transformations highlight the synthetic utility of the approach. DFT calculations have revealed that palladium-carbene formation and subsequent boryl migratory insertion are the key steps in the catalytic cycle. The high stereoselectivity observed in the formation of trisubstituted alkenylboronates has been explained by distortion-interaction anal. and NBO anal. In the part of experimental materials, we found many familiar compounds, such as 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Formula: C7H5BrO2)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Formula: C7H5BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Direct Trifluoromethoxylation without OCF3-Carrier through In Situ Generation of Fluorophosgene》 was written by Saiter, Jeremy; Guerin, Thomas; Donnard, Morgan; Panossian, Armen; Hanquet, Gilles; Leroux, Frederic R.. Quality Control of Benzyl 2-bromoacetateThis research focused ontrifluoromethoxy compound preparation; fluorophosgene aryl halide trifluoromethoxylation. The article conveys some information:

The method represented the preparation of a range of trifluoromethoxylated structures R-OCF3 [R = undecanyl, (CH2)2Ph, 4-BrC6H4CH2, etc.] with no use of an intermediate trifluoromethoxylating reagent, but in situ construction and use of the F3CO anion as a salt, avoiding the presence of a useless side-product resulting from activation of an OCF3 carrier. The results came from multiple reactions, including the reaction of Benzyl 2-bromoacetate(cas: 5437-45-6Quality Control of Benzyl 2-bromoacetate)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Quality Control of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Decarboxylative C(sp3)-O Cross-Coupling》 was published in Angewandte Chemie, International Edition in 2018. These research results belong to Mao, Runze; Balon, Jonathan; Hu, Xile. Application of 30752-31-9 The article mentions the following:

Alkyl aryl ethers are an important class of compounds in medicinal and agricultural chem. Catalytic C(sp3)-O cross-coupling of alkyl electrophiles with phenols is an unexplored disconnection strategy to the synthesis of alkyl aryl ethers, with the potential to overcome some of the major limitations of existing methods such as C(sp2)-O cross-coupling and SN2 reactions. Reported here is a tandem photoredox and copper catalysis to achieve decarboxylative C(sp3)-O coupling of alkyl N-hydroxyphthalimide (NHPI) esters with phenols under mild reaction conditions. This method was used to synthesize a diverse set of alkyl aryl ethers using readily available alkyl carboxylic acids, including many natural products and drug mols. Complementarity in scope and functional-group tolerance to existing methods was demonstrated. In the experimental materials used by the author, we found 1-Bromo-4-(cyclohexyloxy)benzene(cas: 30752-31-9Application of 30752-31-9)

1-Bromo-4-(cyclohexyloxy)benzene(cas: 30752-31-9) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Application of 30752-31-9 The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of C7H5BrO2In 2019 ,《Design and synthesis of new norfloxacin-1,3,4-oxadiazole hybrids as antibacterial agents against methicillin-resistant Staphylococcus aureus (MRSA)》 was published in European Journal of Pharmaceutical Sciences. The article was written by Guo, Yong; Xu, Ting; Bao, Chongnan; Liu, Zhiyan; Fan, Jiangping; Yang, Ruige; Qin, Shangshang. The article contains the following contents:

Toward the search of new antibacterial agents to control methicillin-resistant Staphylococcus aureus (MRSA), aclass of new norfloxacin-1,3,4-oxadiazole hybrids were designed and synthesized. Antibacterial activities againstdrug-sensitive bacteria S. aureus and clin. drug resistant isolates of MRSA were evaluated. Compound 5k exhibited excellent antibacterial activities against S. aureus (MIC: 2μg/mL) and MRSA1-3 (MIC: 0.25-1μg/mL). The time-kill kinetics demonstrated that compound 5k had an advantage over commonly used antibiotics vancomycin in killing S. aureus and MRSA. Moreover, compound 5k could inhibit the bacteria and destroy their membranes in a short time and showed very low cytotoxicity to NRK-52E cells. Some interesting structureactivity relationships (SARs) were also discussed. These results indicated that these norfloxacin-1,3,4-oxadiazole hybrids could be further developed into new antibacterial agents against MRSA. After reading the article, we found that the author used 4-Bromobenzoic acid(cas: 586-76-5Synthetic Route of C7H5BrO2)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography. It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.Synthetic Route of C7H5BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Quality Control of 3-Bromo-2-methylbenzoic acidIn 2009 ,《O-Spiro C-aryl glucosides as novel sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Xu, Baihua; Lv, Binhua; Feng, Yan; Xu, Ge; Du, Jiyan; Welihinda, Ajith; Sheng, Zelin; Seed, Brian; Chen, Yuanwei. The article contains the following contents:

Two series of O-spiro C-aryl glucosides were synthesized and tested for inhibition of hSGLT1 and hSGLT2. 6′-O-Spiro C-aryl glucosides exhibited potent in vitro hSGLT2 inhibitory activity but 2′-O-spiro C-aryl glucosides showed no in vitro hSGLT2 inhibitory activity at a screening concentration of 1 μM. After reading the article, we found that the author used 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Quality Control of 3-Bromo-2-methylbenzoic acid)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Quality Control of 3-Bromo-2-methylbenzoic acid The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary