Category: bromides-buliding-blocks

Picard, Franck published the artcileSynthesis and Evaluation of 2′-Substituted 4-(4′-Carboxy- or 4′-carboxymethylbenzylidene)-N-acylpiperidines: Highly Potent and in Vivo Active Steroid 5α-Reductase Type 2 Inhibitors, Formula: C7H5Br2F, the publication is Journal of Medicinal Chemistry (2002), 45(16), 3406-3417, database is CAplus and MEDLINE.

Sixteen N-acylpiperidines I (R¹ = Ph₂CH, Ph₂CHCH₂, dicyclohexylmethyl, 1-adamantyl; R² = H, F, MeO; R³ = H, HO₂C; R⁴ = H, HO₂C, HO₂CCH₂) and II (R⁵ = Ph₂CH, Ph₂N, Me₃CO, 1-adamantyl), bearing carboxylic acid moieties, were synthesized and evaluated for inhibition of rat and human steroid 5α-reductase isoenzymes types 1 and 2. In the dicyclohexylacetyl series (R¹ = dicyclohexylmethyl), fluorination in the 2-position of the benzene nucleus, exchange of the carboxy group by a carboxymethyl moiety, and combination of both structural modifications led to highly active inhibitors of the human type 2 isoenzyme [IC₅₀ values: I [R² = F, R³ = H, R⁴ = HO₂C; (III)], 11 nM; I (R² = R³ = H, R⁴ = HO₂CCH₂), 6 nM; I (R² = F, R³ = H, R⁴ = HO₂CCH₂), 7 nM; finasteride, 5 nM]. In vivo all compounds tested markedly reduced the prostate weights in castrated testosterone-treated rats. Oral activity was shown for compound I (R¹ = dicyclohexylmethyl, R² = R³ = H, R⁴ = HO₂C). From the finding that III is active in the rat, although it is a rather poor inhibitor of the rat enzyme and is a strong inhibitor of the human enzyme, it is concluded that it should be highly potent in men.

Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Formula: C7H5Br2F.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

King, James Frederick published the artcileReductive elimination of 1,2-dibromides with sodium borohydrides, Quality Control of 594-81-0, the publication is Canadian Journal of Chemistry (1968), 46(5), 805-8, database is CAplus.

Sodium trimethoxyborohydride or a 1:3 mixture of NaBH4 and sodium tetramethylborate reacts with a number of vicinal dibromides to form the corresponding olefin. Variable (sometimes good) yields were obtained when the Br atoms were on secondary or tertiary carbons, but little or no olefin was detected when one Br was primary.

Canadian Journal of Chemistry published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Quality Control of 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Goeker, Hakan published the artcileSynthesis and potent antifungal activity against Candida species of some novel 1H-benzimidazoles, Safety of 4-Bromo-N-butyl-2-nitroaniline, the publication is Journal of Heterocyclic Chemistry (2009), 46(5), 936-948, database is CAplus.

A series of 47 novel N¹-alkylated-2-aryl-5(6)-substituted-1H-benzimidazoles and their three novel indole analogs were synthesized and evaluated for in vitro antifungal activities against Candida species by the tube dilution method. The results showed that I and II, having pyridine at the position C-2, of benzimidazoles exhibited the greatest activity with MIC values of 6.25-3.12 μg/mL. Indole analogs III (R¹ = H, R² = Br; R¹ = Pr, R² = Br, CN) have no inhibitory activity.

Journal of Heterocyclic Chemistry published new progress about 1036461-93-4. 1036461-93-4 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is 4-Bromo-N-butyl-2-nitroaniline, and the molecular formula is C10H13BrN2O2, Safety of 4-Bromo-N-butyl-2-nitroaniline.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Koide, Tsutomu published the artcilePhase transition of the solid phase of 2,2-dibromo-3,3-dimethylbutane and 2,3-dibromo-2,3-dimethylbutane, Formula: C6H12Br2, the publication is Nippon Kagaku Kaishi (1973), 214-19, database is CAplus.

The phase transition temperature of Br2MeC-CMe3 (I) was -59° by DTA. High values of the dielec. constant were observed in the high temperature solid Phase, although in the low tem. phase it was low. The ir spectra showed no remarkable change at temperatures both above and below the phase transition. An x-ray study showed that the crystal structure at room temperature was a body centered cubic lattice with A 7.71 Å and Z = 2. From comparisons between symmetries of the mol. and the crystal, it was concluded that the mol. axis should run parallel to each of the 4 body-diagonals of the unit cell with equal statistical weight and that the C-C axis at the same time acquired at least a statistical symmetry of 3. Reinvestigation of the mol. from BrMe2C-CMe2Br (II) was done by the spectroscopic method. Only the transformed mol. existed in the solid phase II (-89 ∼ 90°) and in CCl4 solution Mechanism of the phase transtions for these 2 crystals was studied from an entropy anal., for I, the statistical orientation of the mol. mentioned above and the intramol rotation should occur at the transition point. At the lower transition point (-89°) of II, the mol. should have the orientational freedom which satisfied a statistical symmetry 4 about the Br… Br mol. axis.

Nippon Kagaku Kaishi published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Formula: C6H12Br2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Liao, Lihao published the artcileCatalytic Access to Functionalized Allylic gem-Difluorides via Fluorinative Meyer-Schuster-Like Rearrangement, Safety of 7-Bromohept-1-yne, the publication is Angewandte Chemie, International Edition (2020), 59(27), 11010-11019, database is CAplus and MEDLINE.

An unprecedented approach for efficient synthesis of functionalized allylic gem-difluorides via catalytic fluorinative Meyer-Schuster-like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low-cost B-F reagents and electrophilic reagents by sulfide catalysis [e.g., I → II (88%) in presence of PhSPh as Lewis basic catalyst, tetrafluoroboric acid di-Et ether complex and NIS]. A series of iodinated, brominated, and trifluoromethylthiolated allylic gem-difluorides that were difficult to access by other methods were facilely produced with a wide range of functional groups. Importantly, the obtained iodinated products could be incorporated into different drugs and natural products, and could be expediently converted into many other valuable gem-difluoroalkyl mols. as well. Mechanistic studies revealed that this reaction went through a regioselective fluorination of alkynes followed by a formal 1,3-fluorine migration under the assistance of the B-F reagents to give the desired products.

Angewandte Chemie, International Edition published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H11Br, Safety of 7-Bromohept-1-yne.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Kan, S. B. Jennifer published the artcileA cascade palladium-mediated cross-coupling/electrocyclization approach to the construction of fused bi- and tricyclic rings, Related Products of bromides-buliding-blocks, the publication is Organic Letters (2008), 10(11), 2323-2326, database is CAplus and MEDLINE.

A versatile palladium-catalyzed cyclization/cross-coupling/electrocyclization strategy for the synthesis of fused bi- and tricyclic ring systems is described. Excellent yields of the polycyclic products are obtained with a range of tethering ring sizes and functionality, including an unprecedented 5,6,4,5-fused tetracycle. The reaction mechanism features two unusual palladium-mediated isomerizations prior to electrocyclization.

Organic Letters published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Culver, Evan W. published the artcilePoly(thieno[3,4-b]pyrazine-alt-2,1,3-benzothiadiazole)s: A New Design Paradigm in Low Band Gap Polymers, HPLC of Formula: 52431-30-8, the publication is ACS Macro Letters (2018), 7(10), 1215-1219, database is CAplus and MEDLINE.

A new design paradigm for the production of low band gap polymers is reported, in which an ambipolar unit exhibiting both donor and acceptor properties is combined with a conventional acceptor. As initial examples of this approach, the synthesis of two alternating copolymers of thieno[3,4-b]pyrazine and 2,1,3-benzothiadiazole via direct arylation polymerization is reported to give soluble, processable materials with band gaps of 0.97 and 1.05 eV. Although direct arylation polymerization has been previously used to synthesize donor-acceptor materials with band gaps below 1.5 eV, this represents only the second material generated by this polymerization method with a band gap below 1.0 eV.

ACS Macro Letters published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, HPLC of Formula: 52431-30-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Nakayama, Yoshiki published the artcileKeto-Difluoromethylation of Aromatic Alkenes by Photoredox Catalysis: Step-Economical Synthesis of α-CF₂H-Substituted Ketones in Flow, SDS of cas: 111865-47-5, the publication is ACS Catalysis (2019), 9(7), 6555-6563, database is CAplus.

A step-economical method for synthesis of α-CF₂H-substituted ketones from readily available alkene feedstocks was developed. Radical difluoromethylation of aromatic alkenes combining DMSO oxidation and photoredox catalysis is a key to the successful transformation. Electrochem. anal., laser flash photolysis (LFP), and d. functional theory (DFT) calculations reveal that N-tosyl-S-difluoromethyl-S-phenylsulfoximine serves as the best CF₂H radical source among analogous sulfone-based CF₂H reagents. The present photocatalytic keto-difluoromethylation was applied to flow synthesis and easily scaled up to gram-scale synthesis within a reasonable reaction time. Furthermore, potentials of the α-CF₂H-substituted ketones for useful synthetic intermediates are shown; e.g., synthesis of the CF₂H-containing α-hydroxyamide with the same carbon skeleton as that of the anticonvulsant active CF₃-analog, is disclosed. Addnl., mechanistic studies are also discussed.

ACS Catalysis published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, SDS of cas: 111865-47-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Bauer, Daniel published the artcileFunctionalisable acyclic cucurbiturils, Computed Properties of 55788-44-8, the publication is Organic Chemistry Frontiers (2019), 6(10), 1555-1560, database is CAplus.

Synthetic strategies were described to prepare acyclic cucurbituril derivatives with two different types of appended functional groups, one that mediates water solubility and another one that allows further functionalization. The synthesis started with the coupling of a 1,4-disubstituted naphthalene derivative containing one 2-chloroethoxy and one 3-sulfonatopropoxy group to a suitable tetrameric glycoluril-derived precursor. This reaction afforded two regioisomers, differing in the relative orientation of the peripheral substituents, which could be separated in a straightforward fashion and structurally characterized. Both isomers were then converted into the corresponding diazides and diamines that served to append further residues by, resp., copper(I)-catalyzed azide-alkyne cycloaddition or amide formation. Binding studies showed that the functionalized dianionic acyclic cucurbiturils thus obtained possess a notable cation affinity in water, albeit a lower one than an analog with four peripheral neg. charged substituents. This work constitutes the basis for the development of water-soluble acyclic cucurbiturils whose applications could potentially go beyond the use as receptors.

Organic Chemistry Frontiers published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C3H6BrNaO3S, Computed Properties of 55788-44-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chapman, Robert D. published the artcileSelective syntheses of mono- and bis(2-fluoro-2,2-dinitroethoxy)alkanes. Scope of the utility of triflate intermediates, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane, the publication is Journal of Organic Chemistry (1988), 53(16), 3771-5, database is CAplus.

Displacement of the bromide in BrCH₂CHMeOCH₂CF(NO₂)₂ (I) cannot be effected by AgO₃SCF₃ because of the electroneg. vicinal alkoxide’s deactivating inductive effect on the primary bromine; however substituents in the secondary position are more labile with respect to nucleophile displacement. The scope of the utility of nucleophilic substitutions using homologous α,ψ-dibromoalkanes, Br(CH₂)_nCHMeBr (n = 1,2,3) and a vicinal dibromoalkane, MeCHBrCHBrMe, is reported. This approach produced a variety of new fluorodinitroethyl ethers, including the novel (O₂N)₂CFCH₂OCH₂CHMeOCH₂CF(NO₂)₂, which possesses two electroneg. alkoxy substituents in a vicinal arrangement, from the fortuitous intermediate (O₂N)₂CFCH₂OCH₂CHBrMe (II) by way of anchimeric assistance in the reaction of BrCH₂CHBrMe, also yielding I, the regioisomer of II. Typically, α,ψ- and α,ω-dibromoalkanes are distinctly stepwise in their 2 possible S_N1Ag⁺ displacements of bromide by AgO₃SCF₃, a characteristic which allows selective incorporation of relatively nonnucleophilic alkoxy substituents via displacements of triflate intermediates.

Journal of Organic Chemistry published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary