Colbert, D. L. et al. published their research in Journal of Immunological Methods in 1991 | CAS: 954-81-4

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Electric Literature of C13H14BrNO2

The effect of fluorescein labels on the affinity of antisera to small haptens was written by Colbert, D. L.;Eremin, S. A.;Landon, J.. And the article was included in Journal of Immunological Methods in 1991.Electric Literature of C13H14BrNO2 This article mentions the following:

Small haptens such as methylamphetamine (MW 149) cannot, on their own, induce an immune response. It is also unlikely that they fill the binding site of any antibody that recognizes them. Under such circumstances any attached label might be expected to enter the area of the binding site and exert an influence on overall binding. To investigate the possible influence of the label on binding, a range of fluorescein-labeled derivatives, differing in bridge length, were prepared Antiserum binding of these labeled derivatives was then compared to that of the unlabeled drug. Evidence is presented which suggests that, with small haptens, the closeness of the fluorescein mol. can markedly influence antibody binding. Significant differences were found in titer, sensitivity, and assay kinetics. These overall effects appear to be brought about by the change in affinity of the antibody for the labeled hapten. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Electric Literature of C13H14BrNO2).

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Electric Literature of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Andronati, S. A. et al. published their research in Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal) in 2003 | CAS: 954-81-4

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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Computed Properties of C13H14BrNO2

Anxiolytic properties of 1-aryl-4-(phthalimidoalkyl)piperazines and their affinity to 5-HT1A serotonin and D2 dopamine receptors was written by Andronati, S. A.;Soboleva, S. G.;Makan, S. Yu.;Sava, V. M.;Kolodeev, G. E.;Voronina, T. A.;Molodavkin, G. M.. And the article was included in Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal) in 2003.Computed Properties of C13H14BrNO2 This article mentions the following:

Phthalimidoalkylpiperazines with variable polymethylene spacer lengths and different aryl fragment structures were synthesized. Their affinity to 5-HT1A serotonin and D2 dopamine receptors in rat brain and anxiolytic properties were studied. The initial ω-5-bromoalkylphthalimides were synthesized by boiling potassium phthalimide with excess dibromoalkane in acetone; bromomethylphthalimide was obtained via reaction of a 48% aqueous hydrobromic acid solution with N-(hydroxymethyl)phthalimide. Radioligand anal. showed that compounds containing one- or two-unit methylene spacer possess virtually no affinity to 5-HT1A serotonin and D2 dopamine central nervous system receptors. Substituting Me group for chlorine in the aromatic fragment leads to a significant decrease in the affinity to both 5-HT1A receptors and D2 dopamine receptors. An increase in length of the polymethylene spacer significantly decreases the binding to D2 dopamine receptors, thus rendering the compounds more selective with respect to 5-HT1A receptors. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Computed Properties of C13H14BrNO2).

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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Computed Properties of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Grachev, M. K. et al. published their research in Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) in 1998 | CAS: 53784-83-1

Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1) 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. 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.Safety of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin

Phosphorylation of per-6-bromo-per-6-deoxy-β-cyclodextrin was written by Grachev, M. K.;Mustafin, I. G.;Nifant’ev, E. E.. And the article was included in Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) in 1998.Safety of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin This article mentions the following:

Phosphorylation of per-6-bromo-per-6-deoxy-β-cyclodextrin with alkylene phosphochloridites was studied with the aim of preparing phosphorus-containing cyclodextrins substituted with polar groups and capable of definite orientation on an organic liquid-water phase boundary. The bromodeoxy derivative of β-cyclodextrin alkylates pyridine with a high yield to give the corresponding pyridinium salts readily soluble in water and polar solvents. Trimethylsilyl derivatives of β-cyclodextrin were obtained, which are highly soluble in organic solvents and are regioselectively phosphorylated with phosphochloridites. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1Safety of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin).

Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1) 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. 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.Safety of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Boekelheide, Kim et al. published their research in Journal of Biological Chemistry in 1980 | CAS: 74440-80-5

4-Amino-3-bromophenol (cas: 74440-80-5) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application of 74440-80-5

The metabolic pathway catalyzed by the tyrosinase of Agaricus bisporus was written by Boekelheide, Kim;Graham, Doyle G.;Mize, Patrick D.;Jeffs, Peter W.. And the article was included in Journal of Biological Chemistry in 1980.Application of 74440-80-5 This article mentions the following:

Ntert-Butyloxycarbonyl-γ-L-glutaminyl-2-bromo-4-hydroxybenzene α-benzyl ester was synthesized as a precursor to γ-L-glutaminyl-4-hydroxybenzene-23H (I23H). With this labeled compound and the previously synthesized I3,53H2, the stoichiometry of ring substitution was determined for the tyrosinase-catalyzed metabolic pathway of A. bisporus (mushroom). In this pathway, I is hydroxylated to γ-L-glutaminyl-3,4-dihydroxybenzene (II) which is oxidized to γ-L-glutaminyl-3,4-benzoquinone (III) and a compound of previously unknown structure, 490. The results indicated that the 490 quinone was derived from III without further ring substitution. A base-catalyzed, nonenzymic reaction of III was observed which yielded a compound with a 490 nm chromophore. γ-Glutamyl transpeptidase cleavage of II led to the release of 4-aminocatechol which air-oxidized to a compound with identical spectral properties to 490. The structure of 490 was thus determined to be 2-hydroxy-4-imino-2,5-cyclohexadiene-1-one (2-hydroxy-4-iminoquinone). The tyrosinase-catalyzed hydroxylation of I was found to be optimal at pH 8.0, whereas the enzymic oxidation of II was optimal at pH 6.0. In the experiment, the researchers used many compounds, for example, 4-Amino-3-bromophenol (cas: 74440-80-5Application of 74440-80-5).

4-Amino-3-bromophenol (cas: 74440-80-5) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application of 74440-80-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rajeshwaran, Ganesan Gobi et al. published their research in Organic Letters in 2011 | CAS: 76437-44-0

1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.COA of Formula: C7H5BrFNO2

Lewis acid-mediated Michaelis-Arbuzov reaction at room temperature: a facile preparation of arylmethyl/heteroarylmethyl phosphonates was written by Rajeshwaran, Ganesan Gobi;Nandakumar, Meganathan;Sureshbabu, Radhakrishnan;Mohanakrishnan, Arasambattu K.. And the article was included in Organic Letters in 2011.COA of Formula: C7H5BrFNO2 This article mentions the following:

A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature Thus, reaction of 2-(bromomethyl)-3-R1-1-phenylsulfonyl-1H-indoles with P(OEt)3 in the presence of 20 mol% of ZnBr2 in CH2Cl2 at room temperature for 3-10 h or 3-R1-1-phenylsulfonyl-1H-indole-2-methanols in the presence of 1.1 equiv of ZnBr2 afforded di-Et 3-R1-1-phenylsulfonyl-1H-indol-2-ylmethylphosphonates (4ag, R1 = SPh, Me, COMe, CO2Et, CN) with 70-85% yields. Chiral benzyl halides or alcs. gave racemic benzylphosphonates, evidencing an SN1 substitution mechanism. Interaction of arylmethyl halides/alcs. with tri-Et phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0COA of Formula: C7H5BrFNO2).

1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.COA of Formula: C7H5BrFNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Takahashi, Shodai et al. published their research in Journal of the American Chemical Society in 2018 | CAS: 100189-84-2

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) 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.Recommanded Product: 100189-84-2

Development of a Series of Practical Fluorescent Chemical Tools To Measure pH Values in Living Samples was written by Takahashi, Shodai;Kagami, Yu;Hanaoka, Kenjiro;Terai, Takuya;Komatsu, Toru;Ueno, Tasuku;Uchiyama, Masanobu;Koyama-Honda, Ikuko;Mizushima, Noboru;Taguchi, Tomohiko;Arai, Hiroyuki;Nagano, Tetsuo;Urano, Yasuteru. And the article was included in Journal of the American Chemical Society in 2018.Recommanded Product: 100189-84-2 This article mentions the following:

In biol. systems, the pH in intracellular organelles or tissues is strictly regulated, and differences of pH are deeply related to key biol. events such as protein degradation, intracellular trafficking, renal failure, and cancer. Ratiometric fluorescence imaging is useful for determination of precise pH values, but existing fluorescence probes have substantial limitations, such as inappropriate pKa for imaging in the physiol. pH range, inadequate photobleaching resistance, and insufficiently long excitation and emission wavelengths. Here we report a versatile scaffold for ratiometric fluorescence pH probes, based on asym. rhodamine. To demonstrate its usefulness for biol. applications, we employed it to develop two probes. (1) SiRpH5 has suitable pKa and water solubility for imaging in acidic intracellular compartments; by using transferrin tagged with SiRpH5, we achieved time-lapse imaging of pH in endocytic compartments during protein trafficking for the first time. (2) Me-pEPPR is a near-IR (NIR) probe; by using dextrin tagged with Me-pEPPR, we were able to image extracellular pH of renal tubules and tumors in situ. These chem. tools should be useful for studying the influence of intra- and extracellular pH on biol. processes, as well as for in vivo imaging. In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2Recommanded Product: 100189-84-2).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) 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.Recommanded Product: 100189-84-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chignen Possi, Kelvine et al. published their research in Journal of Medicinal Chemistry in 2017 | CAS: 83902-02-7

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

Influences of histidine-1 and azaphenylalanine-4 on the affinity, anti-inflammatory, and antiangiogenic activities of azapeptide cluster of differentiation 36 receptor modulators was written by Chignen Possi, Kelvine;Mulumba, Mukandila;Omri, Samy;Garcia-Ramos, Yesica;Tahiri, Houda;Chemtob, Sylvain;Ong, Huy;Lubell, William D.. And the article was included in Journal of Medicinal Chemistry in 2017.Name: 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:

Azapeptide analogs of growth hormone releasing peptide-6 (GHRP-6) exhibit promising affinity, selectivity, and modulator activity on the cluster of differentiation 36 receptor (CD36). For example, [A1, azaF4] and [azaY4]-GHRP-6 were previously shown to bind selectively to CD36 and exhibited resp. significant antiangiogenic and slight angiogenic activities in a microvascular sprouting assay using choroid explants. The influences of the 1- and 4-position residues on the affinity, anti-inflammatory, and antiangiogenic activity of these azapeptides have now been studied in detail by the synthesis and anal. of a set of 25 analogs featuring Ala1 or His1 and a variety of aromatic side chains at the aza-amino acid residue in the 4-position. Although their binding affinities differed only by a factor of 17, the analogs exhibited significant differences in ability to modulate production of nitric oxide (NO) in macrophages and choroidal neovascularization. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Name: 2-(Bromomethyl)-1,3-dimethylbenzene).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Eugene H. et al. published their research in Journal of Medicinal Chemistry in 1987 | CAS: 50592-87-5

1-Bromo-6-methoxyhexane (cas: 50592-87-5) 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 principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 50592-87-5

Modifications of primaquine as antimalarials. 4. 5-Alkoxy derivatives of primaquine was written by Chen, Eugene H.;Tanabe, Keiichi;Saggiomo, Andrew J.;Nodiff, Edward A.. And the article was included in Journal of Medicinal Chemistry in 1987.Product Details of 50592-87-5 This article mentions the following:

32 5-Alkoxyprimaquines, e.g., I, were prepared, in general, by O-alkylation of hydroxynitroquinoline derivatives, e.g., II (R = H, 4-Me, etc.), with the appropriate alkyl halide, reduction of the nitro group with Fe filings in water-AcOH-Bu2O, N-alkylation of the resulting amino group with 4-halo-1-phthalimidopentane, and reaction of that product with hydrazine. The 5-alkoxyprimaquines were evaluated as blood and tissue schizonticides. Although toxicity was not completely eliminated, 4-methyl-5-pentyloxy- and 4-methyl-5-hexyloxyprimaquine were remarkably effective blood and tissue schizonticides. In the experiment, the researchers used many compounds, for example, 1-Bromo-6-methoxyhexane (cas: 50592-87-5Product Details of 50592-87-5).

1-Bromo-6-methoxyhexane (cas: 50592-87-5) 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 principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 50592-87-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

He, Yuli et al. published their research in Journal of the American Chemical Society in 2021 | CAS: 954-81-4

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. 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: 954-81-4

Nickel-Catalyzed Ipso/Ortho Difunctionalization of Aryl Bromides with Alkynes and Alkyl Bromides via a Vinyl-to-Aryl 1,4-Hydride Shift was written by He, Yuli;Borjesson, Marino;Song, Huayue;Xue, Yuhang;Zeng, Daning;Martin, Ruben;Zhu, Shaolin. And the article was included in Journal of the American Chemical Society in 2021.HPLC of Formula: 954-81-4 This article mentions the following:

Polysubstituted arenes are ubiquitous structures in a myriad of medicinal agents and complex mols. Herein, a new catalytic blueprint that merges the modularity of nickel catalysis for bond formation with the ability to enable a rather elusive 1,4-hydride shift at arene sp2 C-H sites, thus allowing access to ipso/ortho-difunctionalized arenes from readily available aryl halides under mild conditions and exquisite selectivity profile is reported. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4HPLC of Formula: 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. 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: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ueberschaar, Nico et al. published their research in Journal of the American Chemical Society in 2013 | CAS: 192810-12-1

Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1) 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. Electric Literature of C8H7BrO3

Synthetic Remodeling of the Chartreusin Pathway to Tune Antiproliferative and Antibacterial Activities was written by Ueberschaar, Nico;Xu, Zhongli;Scherlach, Kirstin;Metsae-Ketelae, Mikko;Bretschneider, Tom;Dahse, Hans-Martin;Goerls, Helmar;Hertweck, Christian. And the article was included in Journal of the American Chemical Society in 2013.Electric Literature of C8H7BrO3 This article mentions the following:

Natural products of the benzonaphthopyranone class, such as chartreusin, elsamicin A, gilvocarcin, and polycarcin, represent potent leads for urgently needed anticancer therapeutics and antibiotics. Since synthetic protocols for altering their architectures are limited, we harnessed enzymic promiscuity to generate a focused library of chartreusin derivatives Pathway engineering of the chartreusin polyketide synthase, mutational synthesis, and mol. modeling were employed to successfully tailor the structure of chartreusin. For the synthesis of the aglycons, improved synthetic avenues to substituted coumarin building blocks were established. Using an engineered mutant, in total 11 new chartreusin analogs (desmethyl, Me, Et, vinyl, ethynyl, bromo, hydroxy, methoxy, and corresponding (1→2) abeo-chartreusins) were generated and fully characterized. Their biol. evaluation revealed an unexpected impact of the ring substituents on antiproliferative and antibacterial activities. Irradiation of vinyl- and ethynyl-substituted derivatives with blue light resulted in an improved antiproliferative potency against a colorectal cancer cell line. In contrast, the replacement of a Me group by hydrogen caused a drastically decreased cytotoxicity but markedly enhanced antimycobacterial activity. Furthermore, muta-synthesis of bromochartreusin led to the first crystal structure of a chartreusin derivative that is not modified in the glycoside residue. Beyond showcasing the possibility of converting diverse, fully synthetic polyphenolic aglycons into the corresponding glycosides in a whole-cell approach, this work identified new chartreusins with fine-tuned properties as promising candidates for further development as therapeutics. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1Electric Literature of C8H7BrO3).

Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1) 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. Electric Literature of C8H7BrO3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary