Category: 305798-02-1

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 305798-02-1, is researched, SMILESS is BrCC1=CC2=CC=C(Br)C=C2C=C1, Molecular C11H8Br2Journal, Article, Beilstein Journal of Organic Chemistry called Synthesis and fluorosolvatochromism of 3-arylnaphtho[1,2-b]quinolizinium derivatives, Author is Pithan, Phil M.; Decker, David; Sardo, Manlio Sutero; Viola, Giampietro; Ihmels, Heiko, the main research direction is naphthoquinolizinium aryl preparation fluorosolvatochromism; boronic acid aryl bromo naphthoquinolizinium bromide preparation Suzuki Miyaura; fluorescence; heterocycles; quinolizinium; solvatochromism.Application In Synthesis of 2-Bromo-6-(bromomethyl)naphthalene.

Cationic biaryl derivatives I (R = C6H5, naphth-1-yl, anthracen-9-yl, etc.) were synthesized by Suzuki-Miyaura coupling of 3-bromonaphtho[1,2-b]quinolizinium bromide with arylboronic acids RB(OH)2. The resulting cationic biaryl derivatives I exhibit pronounced fluorosolvatochromic properties. First photophys. studies in different solvents showed that the emission energy of the biaryl derivatives I decreases with increasing solvent polarity. This red-shifted emission in polar solvents is explained by a charge shift (CS) in the excited state and subsequent solvent relaxation. Furthermore, the polarity of protic polar and aprotic polar solvents affects the emission energy to different extent, which indicates a major influence of hydrogen bonding on the stabilization of the ground and excited states.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Bromo-6-(bromomethyl)naphthalene( cas:305798-02-1 ) is researched.SDS of cas: 305798-02-1.Ye, Wenchao; Zhang, Laijun; Ni, Chuanfa; Rong, Jian; Hu, Jinbo published the article 《Stereoselective [3+2] cycloaddition of N-tert-butanesulfinyl imines to arynes facilitated by a removable PhSO2CF2 group: synthesis and transformation of cyclic sulfoximines》 about this compound( cas:305798-02-1 ) in Chemical Communications (Cambridge, United Kingdom). Keywords: stereoselective cycloaddition butanesulfinyl imine aryne removable difluorophenylsulfonylmethyl; difluorinated cyclic sulfoximine preparation; preparation difluorinated cyclic sulfinamide. Let’s learn more about this compound (cas:305798-02-1).

An unprecedented [3+2] cycloaddition between N-tert-butanesulfinyl imines and arynes provides a stereoselective method for the synthesis of cyclic sulfoximines. Not only does the difluoro(phenylsulfonyl)methyl group play an important role in facilitating the cycloaddition reaction, it can also be removed or substituted through the transformation of the difluorinated cyclic sulfoximines, e.g. I, to cyclic sulfinamides, e.g. II.

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1,3-Benzodioxole – Wikipedia,
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Computed Properties of C11H8Br2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Bromo-6-(bromomethyl)naphthalene, is researched, Molecular C11H8Br2, CAS is 305798-02-1, about Investigation of the structural requirements for N-methyl-D-aspartate receptor positive and negative allosteric modulators based on 2-naphthoic acid. Author is Irvine, Mark W.; Fang, Guangyu; Sapkota, Kiran; Burnell, Erica S.; Volianskis, Arturas; Costa, Blaise M.; Culley, Georgia; Collingridge, Graham L.; Monaghan, Daniel T.; Jane, David E..

The N-methyl-D-aspartate receptor (NMDAR), a ligand-gated ion channel activated by L-glutamate and glycine, plays a major role in the synaptic plasticity underlying learning and memory. NMDARs are involved in neurodegenerative disorders such as Alzheimer’s and Parkinson’s disease and NMDAR hypofunction is implicated in schizophrenia. Herein we describe structure-activity relationship (SAR) studies on 2-naphthoic acid derivatives to investigate structural requirements for pos. and neg. allosteric modulation of NMDARs. These studies identified compounds such as UBP684 (14b), which act as pan potentiators by enhancing NMDAR currents in diheteromeric NMDAR tetramers containing GluN1 and GluN2A-D subunits. 14B and derivatives thereof are useful tools to study synaptic function and have potential as leads for the development of drugs to treat schizophrenia and disorders that lead to a loss of cognitive function. In addition, SAR studies have identified a series of styryl substituted compounds with partial NAM activity and a preference for inhibition of GluN2D vs. the other GluN2 subunits. In particular, the 3-and 2-nitrostyryl derivatives UBP783 (79i) and UBP792 (79h) had IC50s of 1.4 μM and 2.9 μM, resp., for inhibition of GluN2D but showed only 70-80% maximal inhibition. GluN2D has been shown to play a role in excessive pain transmission due to nerve injury and potentially in neurodegenerative disorders. Partial GluN2D inhibitors may be leads for the development of drugs to treat these disorders without the adverse effects observed with full NMDAR antagonists.

In some applications, this compound(305798-02-1)Computed Properties of C11H8Br2 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Related Products of 305798-02-1. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Bromo-6-(bromomethyl)naphthalene, is researched, Molecular C11H8Br2, CAS is 305798-02-1, about Stereoselective [3+2] cycloaddition of N-tert-butanesulfinyl imines to arynes facilitated by a removable PhSO2CF2 group: synthesis and transformation of cyclic sulfoximines. Author is Ye, Wenchao; Zhang, Laijun; Ni, Chuanfa; Rong, Jian; Hu, Jinbo.

An unprecedented [3+2] cycloaddition between N-tert-butanesulfinyl imines and arynes provides a stereoselective method for the synthesis of cyclic sulfoximines. Not only does the difluoro(phenylsulfonyl)methyl group play an important role in facilitating the cycloaddition reaction, it can also be removed or substituted through the transformation of the difluorinated cyclic sulfoximines, e.g. I, to cyclic sulfinamides, e.g. II.

In some applications, this compound(305798-02-1)Related Products of 305798-02-1 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Formula: C11H8Br2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Bromo-6-(bromomethyl)naphthalene, is researched, Molecular C11H8Br2, CAS is 305798-02-1, about Investigation of the structural requirements for N-methyl-D-aspartate receptor positive and negative allosteric modulators based on 2-naphthoic acid. Author is Irvine, Mark W.; Fang, Guangyu; Sapkota, Kiran; Burnell, Erica S.; Volianskis, Arturas; Costa, Blaise M.; Culley, Georgia; Collingridge, Graham L.; Monaghan, Daniel T.; Jane, David E..

The N-methyl-D-aspartate receptor (NMDAR), a ligand-gated ion channel activated by L-glutamate and glycine, plays a major role in the synaptic plasticity underlying learning and memory. NMDARs are involved in neurodegenerative disorders such as Alzheimer’s and Parkinson’s disease and NMDAR hypofunction is implicated in schizophrenia. Herein we describe structure-activity relationship (SAR) studies on 2-naphthoic acid derivatives to investigate structural requirements for pos. and neg. allosteric modulation of NMDARs. These studies identified compounds such as UBP684 (14b), which act as pan potentiators by enhancing NMDAR currents in diheteromeric NMDAR tetramers containing GluN1 and GluN2A-D subunits. 14B and derivatives thereof are useful tools to study synaptic function and have potential as leads for the development of drugs to treat schizophrenia and disorders that lead to a loss of cognitive function. In addition, SAR studies have identified a series of styryl substituted compounds with partial NAM activity and a preference for inhibition of GluN2D vs. the other GluN2 subunits. In particular, the 3-and 2-nitrostyryl derivatives UBP783 (79i) and UBP792 (79h) had IC50s of 1.4 μM and 2.9 μM, resp., for inhibition of GluN2D but showed only 70-80% maximal inhibition. GluN2D has been shown to play a role in excessive pain transmission due to nerve injury and potentially in neurodegenerative disorders. Partial GluN2D inhibitors may be leads for the development of drugs to treat these disorders without the adverse effects observed with full NMDAR antagonists.

This literature about this compound(305798-02-1)Formula: C11H8Br2has given us a lot of inspiration, and I hope that the research on this compound(2-Bromo-6-(bromomethyl)naphthalene) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Biosynthesis of penicillins. VI. N-2-Hydroxyethyl amides of some polycyclic and heterocyclic acetic acids as precursors》. Authors are Jones, Reuben G.; Soper, Quentin F.; Behrens, Otto K.; Corse, Joseph W..The article about the compound:2-Bromo-6-(bromomethyl)naphthalenecas:305798-02-1,SMILESS:BrCC1=CC2=CC=C(Br)C=C2C=C1).Name: 2-Bromo-6-(bromomethyl)naphthalene. Through the article, more information about this compound (cas:305798-02-1) is conveyed.

2,6-MeC10H6NH2 (78 g.) in 80 mL. concentrated HCl and 200 mL. H2O at 0°, treated at 5° with 35 g. NaNO2 in 50 mL. H2O and, after 0.5 h., with 130 g. ice-cold 42% HBF4, gives 90% of the 2-diazonium fluoroborate, decomposition of which yields 69% 2-methyl-6-fluoronaphthalene (I), m. 77°. I (40 g.) at 210°, treated (15 min.) with 40 g. Br (with illumination with a 100-w. lamp), gives 82% 2-(bromomethyl)-6-fluoronaphthalene (II), b2 125-30°, m. 53°. II (48 g.), added to a refluxing solution of 30 g. KCN in 60 mL. H2O and 200 mL. EtOH, the EtOH removed after refluxing 4 h., 500 mL. H2O added, the solution extracted with ether, and the residue from the ether boiled 5 h. with 40 g. KOH in 40 mL. H2O and 200 mL. EtOH, gives 74% 6-fluoro-2-naphthaleneacetic acid, m. 138-9° (Me ester, b2 163-6°, m. 48-9°). 2,6-MeC10H6NH2 (63 g.) in 100 mL. H2O and 700 g. 48% HBr, treated (3-4 h.) at 5° with 45 g. NaNO2 in 75 mL. H2O and the diazonium solution poured (10 min.) into 170 g. CuBr in 800 mL. 48% HBr at 70-80°, gives 40% 6-bromo-2-methylnaphthalene (III), m. 142° III yields 80% 6-bromo-2-(bromomethyl)naphthalene, m. 124-5° this gives 69% 6-bromo-2-naphthaleneacetic acid, m. 175-6° (Me ester, b2 187-93°, m. 67-9°). 3,2-ClC10H6CHO (32.5 g.), 35 g. hippuric acid, 14.5 g. anhydrous AcONa, and 50 mL. Ac2O, heated on the steam bath 1 h., give 75% 2-phenyl-4-(3-chloro-2-naphthylmethylene)-5(4H)-oxazolone (IV), bright yellow, m. 192° 40 g. IV in 200 mL. 10% NaOH, refluxed 9 h., the mixture diluted to 1500 mL. with H2O, washed with ether, the aqueous solution treated with 20 mL. 12.5 N NaOH and 15 mL. 30% H2O2, allowed to stand overnight, the filtrate acidified with HCl, extracted with ether-C6H6, and the residue esterified, gives 37% Me 3-chloro-2-naphthaleneacetate, b2 163-5°, m. 49-50° the free acid m. 193-4°. 6,2-MeOC10H6Ac (100 g.), 25.5 g. S, and 87 g. morpholine, heated 18 h. at 140°, part of the morpholine removed in vacuo, 250 mL. AcOH and 350 mL. concentrated HCl added, and the mixture refluxed 24 h., give 67% 6-methoxy-2-naphthaleneacetic acid, m. 203-5° (Me ester, b1 192-3°, m. 86°, 73%). 5,6,7,8-Tetrahydro-2-acetonaphthone (50 g.), 13 g. S, and 40 mL. morpholine, refluxed overnight, 400 mL. concentrated HCl and 300 mL. H2O added, and the mixture again refluxed overnight, followed by esterification with EtOH and H2SO4, give Et 5,6,7,8-tetrahydro-2-naphthaleneacetate, b0.5 140-3°. 2-Acetylphenanthrene (13.2 g.), 3.2 g. S, and 10.5 g. morpholine, heated 15 h. at 160°, the mixture treated with 150 mL. AcOH and 36% HCl, and refluxed 24 h., give 81% 2-phenanthreneacetic acid, m. 187-8° the 3-isomer m. 174-5°, 84% (Me ester, b1.5 203-5°, 89%). 8-(Bromomethyl)quinoline (120 g.) in 250 mL. warm EtOH, added (0.5 h.) to 50 g. KCN in 100 mL. warm H2O and the mixture refluxed 1.5 h., gives 78% 8-(cyanomethyl)quinoline, m. 86-7°; hydrolysis with aqueous alc. KOH and esterification give 91% Et 8-quinolineacetate, b3 158-60°. Et 3-quinolinecarboxylate (70 g.), 62 g. AcOEt, and EtONa (12 g. Na and 0.52 mol absolute EtOH) in 100 cc. dry C6H6, refluxed 20 h., the cooled solution poured onto ice, diluted to 5 l. with H2O, treated with 50 mL. 12 N NaOH, washed with two 300 mL. portions of ether, and the aqueous solution neutralized with dilute H2SO4 and extracted with two 500-mL. portions of ether, give 75% Et 3-quinolylformylacetate, m. 84° 27 g. of the keto ester in 125 g. 25% H2SO4, heated 30 min. at 100°, gives 95% 3-acetylquinoline (V). V (7 g.), 5 g. S, 50 mL. (NH4)2S, and 25 mL. H2O, heated 20 h. at 145-50°, the residue extracted with two 300-mL. portions boiling 5% HCl, the solution refluxed 3 h., and the crude acid esterified, give 19% Et 3-quinolineacetate, b2.5 140-2°. pH2NC6H4CH2CO2H (46 g.), 10.5 g. FeSO4, 115 g. C3H5(OH)3, 23 g. PhNO2, and 53 mL. concentrated H2SO4, boiled 5 h., give 37 g. crude acid which, esterified with EtOH and HCl, gives 39% Et 6-quinolineacetate, b3 160° the free acid (VI) m. 218-20°. Et 6-quinolinecarboxylate and AcOEt, condensed with EtONa, give 87% Et 6-quinolineacetate, hydrolysis of which with 25% H2SO4 at 100° gives 90% 6-acetylquinoline, m. 76° the Willgerodt reaction gives 87.5% VI. 3,4 O2N(H2N)C6H3CO2H (108 g.) in 350 mL. concentrated HCl, treated with 125 g. Sn in portions (temperature below 90°), gives 87% (3,4-diaminophenyl)acetic acid-2HCl (VII), m. 222-4° (decomposition); Et ester-2HCl (VIII), m. 185-7° (decomposition); 3 g. VII and 20 mL. 98-100% HCO2H, heated several hrs., give 100% 5-benzimidazoleacetic acid-HCl, m. 240-2° the Et ester m. 65-6°, 75%. VIII (14 g.) in 200 mL. ice H2O, treated with excess COCl2, gives 95% Et 2-hydroxy-5-benzimidazoleacetate, m. 208-9°. NCCH2CO2Et (113 g.) and 15 g. (HOCH2CH2)3N in 100 mL. absolute EtOH, treated with a slow stream of H2S, the mixture poured after 5 days into ice-H2O, and 38 g. of the resulting oil and 23.1 g. ClCH2Ac in 300 cc. anhydrous ether kept 4 days, give 20.6 g. Et 4-methyl-2-thiazoleacetate, b17 136-9°. Thiaxanthydrol (42 g.), 30 g. CH2(CO2H)2, and 80 mL. C5H5N, heated 2 h. at 60-70° and 2 h. at 90-5° and the liquid poured into 600 mL. 2 N HCl, give 90% 9-thiaxantheneacetic acid, m. 167-8° (Me ester, b2 182-4°). The Ag salt of 2-benzylimidazole (53 g.) and 50 g. BrCH2CO2Et in 200 mL. xylene, refluxed 48 h., give 25.4% of the Et ester, m. 70-70.5°, of 2-benzyl-1-imidazoleacetic acid, m. 173-4°. Me 1-acenaphtheneacetate, b4 176-8°. N-2-Thienylacetyl-DL-valine m. 110-12°. Amides were prepared by heating the Me or Et ester of the various acids with a slight excess of HOCH2CH2NH2 at 100-150° for several hrs.; R in RCH2CONHCH2CH2OH is given, together with S (see part V). 2-C10H7 m. 125-7°, S 1.3; 1-bromo-2-naphthalene m. 155-6°, S 0.5; 6-fluoro-2-naphthalene m. 145-6°, S 1.2; 3-chloro-2-naphthalene m. 150-1°, S 0.3; 6-bromo-2-naphthalene m. 167-8°, S 0.9; 5,6,7,8-tetrahydro-2-naphthalene m. 88-90°, S 0.9; 1-nitro-2-naphthalene m. 154-5°, S 0.9; 6-methoxy-2-naphthalene m. 160°, S 1.1; 1-acenaphthene m. 160°, S 1.1; 9-fluorene m. 127-8°, S 0.7; 2-phenanthrene m. 135-7°, S 0.5; 3-isomer m. 133-5°, S 0.5; 1-pyrrole m. 85-7°, S 0.9; 2-thiophene m. 66-7°, S 1.8; 2-furan oil, S 0.4; 2,6-dihydroxy-5-pyrimidine m. 271-2°, S 1; 2-methyl-4-hydroxy-5-pyrimidine m. 184°, S 0.9; 3,4-methylenedioxyphenyl m. 99-100°, S 1; 2-methyl-4-thiazole m. 93-4°, S 0.85; 4-methyl-2-thiazole m. 80-2°, S 0.9; 2-pyridine m. 93-4°, S 1; 3-isomer m. 94° S 1; 6-methyl-2-pyridine m. 49-50°, S 1; 2-benzyl-1-imidazole m. 177-9°, S 1; 3-quinoline m. 151-2°, S 1; 6-isomer m. 135°, S 1; 8-isomer m. 92-3°, S 1; 2-benzimidazole m. 185-90°, S 1; 5-isomer m. 160-2°, S 1; 2-hydroxy-5-benzimidazole m. 245-6°, S 1; 7-hydroxy-4-coumarin m. 114-16°, S 1; 9-xanthene m. 157-8°, S 0.8; 9-thiaxanthene m. 148-9°, S 0.7; 5-hydantoin m. 160-2°, S 0.9. Only a few of these compounds appeared to be utilized readily by the mold for the formation of new penicillins. Several of the compounds appeared to effect some increase in penicillin yield or to change the differential assay value of the crude penicillin produced in their presence.

This literature about this compound(305798-02-1)Name: 2-Bromo-6-(bromomethyl)naphthalenehas given us a lot of inspiration, and I hope that the research on this compound(2-Bromo-6-(bromomethyl)naphthalene) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Bromo-6-(bromomethyl)naphthalene( cas:305798-02-1 ) is researched.HPLC of Formula: 305798-02-1.Zore, Matej; Gilbert-Girard, Shella; Reigada, Ines; Patel, Jayendra Z.; Savijoki, Kirsi; Fallarero, Adyary; Yli-Kauhaluoma, Jari published the article 《Synthesis and Biological Evaluation of Fingolimod Derivatives as Antibacterial Agents》 about this compound( cas:305798-02-1 ) in ACS Omega. Keywords: fingolimod preparation antibacterial anticancer human. Let’s learn more about this compound (cas:305798-02-1).

To study if the antibacterial activity of fingolimod could be further improved and to explore in-depth structure-activity relationships, 28 novel fingolimod derivatives I [R1 = 4-PhCH2C6H4, 4-OBnC6H4, 5-octyl-2-pyridyl, etc.; n = 1, 2], II [R2 = octyl, decyl] and III [R3 = H, octyl, decyl; R4 = H, octyl; Z = CH, N; m = 1, 2] were synthesized and evaluated their efficacy against Staphylococcus aureus grown in planktonic/single cell and biofilms. The most effective derivatives were tested on preformed S. aureus biofilms and against Gram-neg. bacteria Acinetobacter baumannii and Pseudomonas aeruginosa, using fingolimod as the reference compound Seven derivatives were more effective against S. aureus, while five other derivatives showed improved activity against P. aeruginosa and/or A. baumannii, with no apparent change in cytotoxicity on human cells. The most interesting derivatives, compounds I [R1 = 3-octylphenyl, n = 2] and II [R2 = decyl], displayed a broader spectrum of antibacterial activity, possibly exerted by the change of the para-hydrocarbon chain to a meta position for compound I [R1 = 3-octylphenyl, n = 2] and by an addnl. hydroxyl group for compound II [R2 = decyl].

There is still a lot of research devoted to this compound(SMILES：BrCC1=CC2=CC=C(Br)C=C2C=C1)HPLC of Formula: 305798-02-1, and with the development of science, more effects of this compound(305798-02-1) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Bromo-6-(bromomethyl)naphthalene, is researched, Molecular C11H8Br2, CAS is 305798-02-1, about Utilization of Donor-Acceptor Interactions for the Catalytic Acceleration of Nucleophilic Additions to Aromatic Carbonyl Compounds.Reference of 2-Bromo-6-(bromomethyl)naphthalene.

A conceptually new method for the catalytic electrophilic activation of aromatic carbonyl substrates, by utilizing donor-acceptor interactions between an electron-deficient macrocyclic boronic ester host ([2+2]BTH-F) and an aromatic carbonyl guest substrate, was realized. In the presence of a catalytic amount of [2+2]BTH-F, dramatic acceleration of the nucleophilic addition of a ketene silyl acetal towards either electron-rich aromatic aldehydes or ketones was achieved. Several control experiments confirmed that inclusion of the aromatic substrates within [2+2]BTH-F, through efficient donor-acceptor interactions, is essential for the acceleration of the reaction.

If you want to learn more about this compound(2-Bromo-6-(bromomethyl)naphthalene)Reference of 2-Bromo-6-(bromomethyl)naphthalene, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(305798-02-1).

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem