Tag: 200-300

Rapid Synthesis of Alkoxyamine Hydrochloride Derivatives from Alkyl Bromide and N,N’-Di-tert-butoxycarbonylhydroxylamine [(Boc)₂NOH] was written by Jayasekara, P. Suresh;Jacobson, Kenneth A.. And the article was included in Synthetic Communications in 2014.HPLC of Formula: 57293-19-3 This article mentions the following:

The conventional route to alkoxyamine hydrochloride derivatives is by reaction of alkyl bromides with N-hydroxyphthalimide or N-hydroxysuccinimide followed by addition of hydrazine and HCl. Transformation of an alkyl bromide to the corresponding alkoxyamine hydrochloride can be accomplished more rapidly in good yields without using hazardous hydrazine by reaction of (Boc)₂NOH (N,N’-di-tert-butoxycarbonylhydroxylamine) and alkyl bromide followed by addition of HCl. Alkoxyamine hydrochlorides are powerful reagents in organic synthesis that can be used to synthesize alkoxyimino derivatives after condensation with a ketone or aldehyde. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3HPLC of Formula: 57293-19-3).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Quantitative and Site-Directed Chemical Modification of Hypocrellins toward Direct Drug Delivery and Effective Photodynamic Activity was written by Deng, Hong;Liu, Xin;Xie, Jie;Yin, Rong;Huang, Naiyan;Gu, Ying;Zhao, Jingquan. And the article was included in Journal of Medicinal Chemistry in 2012.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

For photodynamic therapy (PDT) treatment of microvascular diseases, drugs are delivered via blood circulation and the targets are vasculature endothelial cells, for which the contradictory requirements of hydrophilicity and lipophilicity of the drugs have been achieved by liposome preparations Herein, it is demonstrated that the drug delivery and target affinity are achieved by a single chem. compound, hypocrellin B (I)(HB) selected from three novel aminoalkanesulfonic acid HB derivatives I exhibits a much higher PDT activity (IC₅₀ = 22 nM) on human gastric carcinoma BGC823 cells than HB, while it has no cellular toxicity in the dark. On the basis of estimation of the clin. required concentration according to relative PDT activity and clin. criteria, it can be predicted that I is directly deliverable to and PDT effective on target cells. The enhanced red absorption and superhigh photoactivity suggest that 6 is more powerful for PDT of tumors than HB. 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. 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). The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Quality Control of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Indirect synthesis of bromo-substituted aromatic compounds was written by Kakinami, Takaaki;Yoneda, Takehiko;Yonemaru, Satoshi;Okamoto, Tsuyoshi;Kajigaeshi, Shoji. And the article was included in Ube Kogyo Koto Senmon Gakko Kenkyu Hokoku in 1991.Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline This article mentions the following:

The reaction of bromobenzenamine derivatives with NaNO₂/H₂SO₄ in water and 30% phosphinic acid at 0-5° gave the bromo-substituted deamination products in fairly good yields. Bromination of benzeneamine gave 95% 2,4,6-tribromobenzenamine and deamination of the latter gave 97% 1,3,5-tribromobenzene. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline).

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) belongs to organobromine compounds. 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. 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.Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Highly diastereoselective synthesis of tetralin-fused spirooxindoles via Lewis acid-catalyzed C(sp3)-H bond functionalization was written by Machida, Mizuki;Mori, Keiji. And the article was included in Chemistry Letters in 2018.Related Products of 61150-57-0 This article mentions the following:

A highly diastereoselective synthesis of tetralin-fused spirooxindole derivatives was described. Treatment of benzylidene oxindoles with a catalytic amount of Sc(OTf)3 in refluxing hexane afforded the target compounds in good chem. yields with excellent diastereoselectivities (up to >20:1). Detailed investigation of the reaction mechanism revealed that both interconversion of the two diastereomers and their solubility difference in reaction medium were the key to achieving excellent diastereoselectivities. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Related Products of 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. 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. 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.Related Products of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Time-dependent slowly-reversible inhibition of monoamine oxidase A by N-substituted 1,2,3,6-tetrahydropyridines was written by Wichitnithad, Wisut;O’Callaghan, James P.;Miller, Diane B.;Train, Brian C.;Callery, Patrick S.. And the article was included in Bioorganic & Medicinal Chemistry in 2011.Computed Properties of C9H11BrO This article mentions the following:

A novel class of N-substituted tetrahydropyridine derivatives was found to have multiple kinetic mechanisms of monoamine oxidase A inhibition. Eleven structurally similar tetrahydropyridine derivatives were synthesized and evaluated as inhibitors of MAO-A and MAO-B. The most potent MAO-A inhibitor in the series, 2,4-dichlorophenoxypropyl analog 12, displayed time-dependent mixed noncompetitive inhibition. The inhibition was reversed by dialysis, indicating reversible enzyme inhibition. Evidence that the slow-binding inhibition of MAO-A with 12 involves a covalent bond was gained from stabilizing a covalent reversible intermediate product by reduction with sodium borohydride. The reduced enzyme complex was not reversible by dialysis. The results are consistent with slowly reversible, mechanism-based inhibition. Two tetrahydropyridine analogs that selectively inhibited MAO-A were characterized by kinetic mechanisms differing from the kinetic mechanism of 12. As reversible inhibitors of MAO-A, tetrahydropyridine analogs are at low risk of having an adverse effect of tyramine-induced hypertension. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Computed Properties of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Computed Properties of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lateral substituted phenyl biphenylcarboxylates – non-chiral analogues of ferroelectric liquid crystals was written by Cigl, Martin;Jurok, Radek;Hampl, Frantisek;Svoboda, Jiri;Podoliak, Natalia;Novotna, Vladimira. And the article was included in Liquid Crystals in 2020.Safety of Methyl 4-bromo-2-fluorobenzoate This article mentions the following:

In this study mesomorphic properties of non-chiral liquid crystalline mols. and study the effect of lateral halogen (fluoro, chloro) substitution in the mol. core and the length of terminal chains was reported. This study prepared nine homolog series with the mol. core substituted at different positions with respect to the ester linkage group. Addnl., this study modified the length of both terminal alkyl chains (hexyl, octyl, decyl and dodecyl) sym. for both terminal chains. The effects of the lateral substitution and the chain length were analyzed with respect of the possibility to reduce the transition temperatures and tune the properties of presented liquid crystalline mols. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Safety of Methyl 4-bromo-2-fluorobenzoate).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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 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 Methyl 4-bromo-2-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

AMP Deaminase Inhibitors. 3. SAR of 3-(Carboxyarylalkyl)coformycin Aglycon Analogs was written by Kasibhatla, Srinivas Rao;Bookser, Brett C.;Probst, Gary;Appleman, James R.;Erion, Mark D.. And the article was included in Journal of Medicinal Chemistry in 2000.Safety of Methyl 3-bromo-4-fluorobenzoate This article mentions the following:

Since AMP deaminase (AMPDA) represents a potential target for novel anti-ischemic drug therapy, N3-substituted coformycin aglycon analogs with improved AMPDA inhibitory potency are explored. Replacement of the 5-carboxypentyl substituent in the lead AMPDA inhibitor 3-(5-carboxypentyl)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol described in the previous article with various carboxyarylalkyl groups resulted in compounds with 10-100-fold improved AMPDA inhibitory potencies. The optimal N3 substituent had m-carboxyphenyl with a two-carbon alkyl tether. For example, 3-[2-(3-carboxy-5-ethylphenyl)ethyl]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol inhibited human AMPDA with a K_i = 0.06 μM. The compounds within the series also exhibited >1000-fold specificity for AMPDA relative to adenosine deaminase. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6Safety of Methyl 3-bromo-4-fluorobenzoate).

Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6) 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). Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Safety of Methyl 3-bromo-4-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A concise synthesis of 6,7-dihydro-5H-dibenz[c,e]azepin-5-one was written by Goh, Young-Hyoung;Kim, Guncheol;Kim, Bum Tae;Heo, Jung-Nyoung. And the article was included in Heterocycles in 2010.Application of 61150-57-0 This article mentions the following:

A concise and efficient strategy for the synthesis of dibenz[c,e]azepin-5-ones has been developed. The approach relies on a key transformation involving Suzuki-Miyaura coupling of 2-bromobenzyl azides with 2-(methoxycarbonyl)phenylboronic acid, followed by either a stepwise sequence involving Staudinger reaction and lactam formation or one-pot hydrogenation/base-mediated intramol. lactam formation. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Application of 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Application of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Divergent Access to Seven/Five-Membered Rings Based on [1,6]-Hydride Shift/Cyclization Process was written by Hoshino, Daiki;Mori, Keiji. And the article was included in Organic Letters in 2021.Recommanded Product: 61150-57-0 This article mentions the following:

A divergent access to seven/five-membered rings based on a [1,6]-hydride shift/cyclization process from benzylidenemalonate with an o-alkoxymethyl group was achieved. Whereas Yb(OTf)₃ afforded benzoxepines I [R = Me, Ph, 4-MeC₆H₄, 4-ClC₆H₄; R¹ = H, Me; R² = H, Me, MeO, F; R³ = H, Me, MeO, F; R²R³ = CH=CH-CH=CH] selectively and indanes II [R⁴ = H, Me; R⁵ = H, MeO; R⁶ = H, Me, MeO, F] were the main products when Sc(OTf)₃ was employed. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Recommanded Product: 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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.Recommanded Product: 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of 3,4,6-Trisubstituted Piperidine Derivatives as Orally Active, Low hERG Blocking Akt Inhibitors via Conformational Restriction and Structure-Based Design was written by Dong, Xiaowu;Zhan, Wenhu;Zhao, Mengting;Che, Jinxin;Dai, Xiaoyang;Wu, Yizhe;Xu, Lei;Zhou, Yubo;Zhao, Yanmei;Tian, Tian;Cheng, Gang;Jin, Zegao;Li, Jia;Shao, Yanfei;He, Qiaojun;Yang, Bo;Weng, Qinjie;Hu, Yongzhou. And the article was included in Journal of Medicinal Chemistry in 2019.Safety of Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate This article mentions the following:

A series of 3,4-disubstituted piperidine derivatives were obtained based on a conformational restriction strategy and a lead compound, A12, that exhibited potent in vitro and in vivo antitumor efficacies; however, obvious safety issues limited its further development. Thus, systematic exploration of the structure-activity relationship of compound A12, involving the Ph group, hinge-linkage, and piperidine moiety, led to the discovery of the superior 3,4,6-trisubstituted piperidine derivative E22. E22 showed increased potency in Akt1 and cancer cell inhibition, remarkably reduced human ether-a-go-go-related gene blockage, and significantly improved safety profiles. Compound E22 also exhibited good kinase selectivity, had a good pharmacokinetic profile, and displayed very potent in vivo antitumor efficacy, with over 90% tumor growth inhibition in the SKOV3 xenograft model. Further mechanistic studies were conducted to demonstrate that compound E22 could significantly inhibit the phosphorylation of proteins downstream of Akt kinase in cells and tumor tissue from the xenograft model. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3Safety of Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate).

Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Safety of Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary