Month: November 2022

Bhuyan, Bhaskar J. published the artcileSynthesis, characterization and antioxidant activity of angiotensin converting enzyme inhibitors, Formula: C4H7BrO2, the publication is Organic & Biomolecular Chemistry (2011), 9(5), 1356-1365, database is CAplus and MEDLINE.

Angiotensin converting enzyme (ACE) catalyzes the conversion of angiotensin I (Ang I) to angiotensin II (Ang II). ACE also cleaves the terminal dipeptide of vasodilating hormone bradykinin (a nonapeptide) to inactivate this hormone. Therefore, inhibition of ACE is generally used as one of the methods for the treatment of hypertension. Oxidative stress’ is another disease state caused by an imbalance in the production of oxidants and antioxidants. A number of studies suggest that hypertension and oxidative stress are interdependent. Therefore, ACE inhibitors having antioxidant property are considered beneficial for the treatment of hypertension. As selenium compounds are known to exhibit better antioxidant behavior than their sulfur analogs, we have synthesized a number of selenium analogs of captopril, an ACE inhibitor used as an antihypertensive drug. The selenium analogs of captopril not only inhibit ACE activity but also effectively scavenge peroxynitrite, a strong oxidant found in vivo.

Organic & Biomolecular Chemistry published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, Formula: C4H7BrO2.

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

Choi, Isaac published the artcileRecyclable Ruthenium Catalyst for Distal meta-C-H Activation, HPLC of Formula: 401-55-8, the publication is Chemistry – A European Journal (2020), 26(66), 15290-15297, database is CAplus and MEDLINE.

The unprecedented hybrid-ruthenium catalysis for distal meta-C-H activation was disclosed. The hybrid-ruthenium catalyst was recyclable, as was proven by various heterogeneity tests, and fully characterized with various microscopic and spectroscopic techniques, highlighting the phys. and chem. stability. Thereby, the hybrid-ruthenium catalysis proved broadly applicable for meta-C-H alkylations of among others purine-based nucleosides and natural product conjugates. Addnl., its versatility was further reflected by meta-C-H activations through visible-light irradiation, as well as para-selective C-H activations.

Chemistry – A European Journal published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, HPLC of Formula: 401-55-8.

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

Ruasse, Marie Francoise published the artcileSolvation and steric effects on electrophilic reactivity of ethylenic compounds. 1. Stereochemistry and bromination of congested adamantylidenealkanes, Category: bromides-buliding-blocks, the publication is Journal of Organic Chemistry (1990), 55(8), 2298-303, database is CAplus.

Rate constants for bromine addition to I (R, R¹ given: H, H; H, Me; H, Et; H, Me₂CH; H, Me₃C; H, neopentyl; Me, Me; Et, Et; Me, Me₂CH; Me₂CH, Me₂CH) were determined in MeOH and in AcOA. The data indicate that solvent effect is markedly smaller than that on linear alkenes, which suggests that greater steric retardation in I can be attributed to mechanistic changes: inhibition of nucleophilic solvent assistance in the ionization step and/or return resulting from a slow product-forming step.

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, Category: bromides-buliding-blocks.

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

Garlock, Edward A. Jr. published the artcileAnthracene series. I. Methyl ketones and carbinolamines derived from 1,2,3,4-tetrahydroanthracene, HPLC of Formula: 52358-73-3, the publication is Journal of the American Chemical Society (1945), 2255-9, database is CAplus and MEDLINE.

Anthracene (I) (89 g.), 5 g. Cu chromite, and 300 cc. decalin, shaken with H at 2300 lb. and 250° for 24 min., give 43% of the 1,2,3,4-tetrahydro derivative (II); reduction at 1500 lb. and 130° gives 25% of II. Reduction of I at 2300 lb. and 150° for 5 min. gives 95% of the 9,10-dihydro derivative AcCl (20.5 cc.) and 60 g. AlCl₃ in 190 cc. PhNO₂ at -3° to -7°, treated slowly with 45.5 g. of II in 145 cc. PhNO₂, with stirring at 5° for 20 h., the resulting oil distilled at 0.1 mm. (160-70°), and crystallized from 200 cc. ligroin, give 17.6 g. of 6-acetyl-1,2,3,4-tetrahydroanthracene (III), m. 101-2°, and, from the mother liquor, 13.5 g. of the 5-isomer (IV), n_D²⁵ 1.6333 (isolated as the semicarbazone, m. 209-11°). III yields a semicarbazone, m. 251.5-2.5°; an oxime, m. 165.5-7°; and a picrate, light yellow, m. 118-20°. III (4.4 g.) in 25 cc. AcOH, treated with 5 g. CrO₃ in 3 cc. H₂O and 22 cc. AcOH at 50°, warmed to 60° for 10 min. and allowed to stand at room temperature for 1 h., gives 2.2 g. of 6-acetyl-1,2,3,4-tetrahydro-9,10-anthraquinone, yellow, m. 169-70°. III (8.96 g.) in 260 cc. EtOH at 5°, treated dropwise with 2.1 cc. Br, gives 8 g. of the 6-(ω-bromoacetyl)derivative (V), light yellow, m. 113.5-15°. III (1.1 g.), reduced with 6.5 cc. of 3 N (iso-PrO)₃Al in iso-PrOH for 15 min., gives 0.9 g. of the 6-(1-hydroxyethyl) derivative, m. 87.5-8.5°. III (2.2 g.), 10 g. amalgamated Zn, 20 cc. AcOH, 20 cc. concentrated HCl, and 8 cc. PhMe, refluxed 24 h. (three 6-cc. portions of concentrated HCl added during this period), give 1.9 g. of 6-ethyl-1,2,3,4-tetrahydroanthracene, m. 38-9.5° (picrate, bright red, m. 100-1°, very unstable). III (3.3 g.), refluxed with alk. NaOCl for 2 h., gives 2.8 g. of 1,2,3,4-tetrahydro-6-anthracenecarboxylic acid, m. 264-6°; Et ester (VI), m. 113°. Dehydrogenation of III gives 2-acetylanthracene and of VI gives Et 2-anthroate. V (6.06 g.) in 50 cc. absolute ether, treated with 6.38 g. Am₂NH, shaken for 3 h., and reduced with 30 cc. 3 N (iso-PrO)₃Al in iso-PrOH, gives 3.5 g. of 6-(2-diamylamino-1-hydroxyethyl)-1,2,3,4-tetrahydroanthracene-HCl, m. 114.5-16°; the diheptylamino homolog m. 114.5-16.5°; the dinonylamino homolog m. 112-16°. IV forms an oxime, m. 120.5-2.5°, and a picrate, light yellow, m. 115-16°. Oxidation of IV with CrO₃ in AcOH gives 5-acetyl-1,2,3,4-tetrahydro-9,10-anthraquinone, light yellow, m. 122-4°. Reduction of IV with (iso-PrO)₃Al in iso-PrOH gives 5-(1-hydroxyethyl)-1,2,3,4-tetrahydroanthracene, m. 73.5-6.5°. Oxidation of IV with NaOCl gives 1,2,3,4-tetrahydro-5-anthracenecarboxylic acid, m. 190-6°; Et ester, m. 64-70°. Dehydrogenation of IV gives 1-acetylanthracene. In the reaction of I and AcCl in C₂H₂Cl₄, the formation of III is almost entirely suppressed and the oily ketone (IV) is formed in approx. the same yield as in the PhNO₂ experiment

Journal of the American Chemical Society published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, HPLC of Formula: 52358-73-3.

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

Okuda, Yasuhiro published the artcileIntramolecular cyclization mediated by silylmetalation of acetylenes with dimethylphenylsilylmethylmagnesium (PhMe₂SiMgMe)/cuprous iodide and radical nature of the reagent, Computed Properties of 81216-14-0, the publication is Tetrahedron Letters (1984), 25(23), 2483-6, database is CAplus.

HCC(CH₂)₃XR (X = bond, CH₂, CHMe, CHBu,CH₂CH₂; R = O₃SC₆H₄Me-4, O₃SMe, Br) underwent CuI-catalyzed reaction with Me₂SiPhMgMe to give 25-91% methylenylcycloalkanes I. However, the same treatment of HCCCH₂CHR¹O₃SMe (R¹ = H, Me) gave 30-45% methylenecyclopropanes II and 10-41% silylcyclobutenes III.

Tetrahedron Letters 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, Computed Properties of 81216-14-0.

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

Kajigaeshi, Shoji published the artcileHalogenation using quaternary ammonium polyhalides. Part 22. Selective bromination of aromatic ethers with benzyltrimethylammonium tribromide, Recommanded Product: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1990), 897-9, database is CAplus.

The reaction of aromatic ethers with a stoichiometric amount of benzyltrimethylammonium tribromide in CH₂Cl₂-MeOH or HOAc-ZnCl₂ under mild conditions gave, selectively, mono-, di-, or tribromo aromatic ethers in quant. yield.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) 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, Recommanded Product: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

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

Yasuhara, Akio published the artcileTemperature-programmed retention indexes of 221 halogenated organic compounds with 1-bromoalkanes as references, Computed Properties of 594-81-0, the publication is Journal of Chromatography (1985), 35-48, database is CAplus.

Retention indexes (I‘) of 221 halogenated aliphatic and alicyclic compounds were measured on the 1-bromoalkane scale by temperature-programmed gas chromatog. using a fused-silica capillary column coated with Me silicone. An LFER was observed between the retention indexes of the solutes and their b.p. There is an LFER between b.p. and C atom number in a homologous series. Consequently, there is also an LFER between I‘ and b.p. and mol. refraction. Regularities were observed between I‘ and the mol. structure.

Journal of Chromatography 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 C38H24F4O4P2, Computed Properties of 594-81-0.

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

Mizushima, Sanichiro published the artcileNature of the potential hindering internal rotation, Name: 2,3-Dibromo-2,3-dimethylbutane, the publication is Nippon Kagaku Kaishi (1921-47) (1952), 621-3, database is CAplus.

The exptl. results on the infrared absorption, Raman effect, dipole moment, electron diffraction, etc., of ethylene chloride and related compounds are reviewed and the nature of the hindering potential is discussed. The mol. configuration of rotational isomers of XH₂CCH₂Y-type mols. is independent of the elec. properties of X and Y. Hence the most important factor affecting the hindering potential is something other than electrostatic force. Steric repulsion due to exchange integral between atoms not directly bound together is supposed to be the most important. The internal rotation in Cl₃SiSiCl₃ is almost free, whereas the hindering barrier in Cl₃CCCl₃ amounts to 10-15 kcal./mole. This fact suggests that the force hindering internal rotation is very sensitive to at. distance. This also favors the view that steric repulsion rather than electrostatic force plays the major role. Since Br and CH₃ have nearly the same van der Waals radii, the energy difference between trans and gauche forms of Br(CH₃)₂CC(CH₃)₂Br indicate that electrostatic contribution must not be neglected. Hydrogen-bond formation is important in ClH₂CCH₂OH, since in this mol. the trans form is less stable than the gauche form. The case of ClOCCOCl with trans configuration as the most stable position reveals importance of resonance giving to the CC bond some double-bond character. Intermol. forces in liquid and solid can affect the equilibrium of rotational isomers but not the mol. configurations determined mainly by steric effect.

Nippon Kagaku Kaishi (1921-47) 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, Name: 2,3-Dibromo-2,3-dimethylbutane.

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

Kajigaeshi, Shoji published the artcileOxidation using quaternary ammonium polyhalides. IX. Oxidation of hindered phenols with benzyltrimethylammonium tribromide, Category: bromides-buliding-blocks, the publication is Bulletin of the Chemical Society of Japan (1991), 64(3), 1060-2, database is CAplus.

Oxidation of hindered phenols, such as 2,6-di-tert-butyl-4-methylphenol, 3,5-di-tert-butyl-4-hydroxybenzyl alc., and 2,6-di-tert-butylphenol, with benzyltrimethylammonium tribromide were carried out in CH₂Cl₂ in the presence of water, tert-Bu alc., or aqueous NaOH at room temperature Sequential reaction processes were provided by the obtained products.

Bulletin of the Chemical Society of Japan 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, Category: bromides-buliding-blocks.

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

Kajigaeshi, Shoji published the artcileOxidation using quaternary ammonium polyhalides. VIII. Oxidation of 1,4-benzenediols with benzyltrimethylammonium tribromide, Name: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Bulletin of the Chemical Society of Japan (1991), 64(1), 336-8, database is CAplus.

The reaction of 1,4-benzenediols with 1.1 equivalent of benzyltrimethylammonium tribromide in dichloromethane in the presence of aqueous sodium acetate at room temperature gave 2,5-cyclohexadiene-1,4-diones in good yields. On the other hand, the reaction of 1,4-benzenediols with a large excess of the reagent in aqueous acetic acid at 40-60° gave polybromo-substituted 2,5-cyclohexadiene-1,4-diones in good yields.

Bulletin of the Chemical Society of Japan 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, Name: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

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