Month: December 2022

Yamamoto, Yukio published the artcilePulse radiolysis of trans-stilbene in tetrahydrofuran. Spectral shift and decay kinetics of the radical anions in the presence of quaternary ammonium salts, Synthetic Route of 101079-29-2, the publication is Journal of Physical Chemistry (1986), 90(9), 1921-4, database is CAplus.

Pulse radiolysis of trans-stilbene (St) in THF solution was carried out in the presence of quaternary ammonium salts, such as Bu₄NPF₆, Bu₄NI, Bu₄NBPh₄, CeMe₃NPF₆, PhMe₃NPF₆, and BzMe₃NPF₆ (Ce, cetyl). The absorption peak of the radical anions, St^–¡¤, was shifted to shorter wavelengths in the presence of the salts. The magnitude of the shift depended on the substituent groups of the quaternary ammonium cations. It is suggested that St^–¡¤ forms contact ion pairs with the quaternary ammonium cations. The decay rate of St^–¡¤ decreases with increasing salt concentration and becomes steady. The rate constants for the neutralization reaction of St^–¡¤ with the solvent counterions, THF(H⁺), were determined in the absence and presence of Bu₄NPF₆; in the latter case, the reaction occurs between the ion pairs St^–¡¤/Bu₄N⁺ and THF(H⁺)/PF₆^–. The results for other aromatic compounds such as biphenyl, anthracene, and pyrene are also presented. Comparison was made with the effect of NaBPh₄.

Journal of Physical Chemistry published new progress about 101079-29-2. 101079-29-2 belongs to catalysis-chemistry, auxiliary class Surfactants, name is N-hexadecyltrimethylammoniumhexafluorophosphate, and the molecular formula is C21H24O8, Synthetic Route of 101079-29-2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Li, Nian published the artcileA highly selective decarboxylative deuteration of carboxylic acids, Related Products of catalysis-chemistry, the publication is Chemical Science (2021), 12(15), 5505-5510, database is CAplus and MEDLINE.

A mild and practical method for precise deuteration of aliphatic carboxylic acids by synergistic photoredox and HAT catalysis was reported. The reaction delivered excellent D-incorporation (up to 99%) at predicted sites even in substrates bearing reactive C-H bonds or versatile functional groups. The use of a recirculation reactor with a peristaltic pump supports a scalable preparative ability (up to 50 mmol) under very mild reaction conditions. The practical and precise deuteration of readily available complex carboxylic acids made this protocol promising for the preparation of deuterium-labeled compounds

Chemical Science published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhou, Ming published the artcileDesign, synthesis and biological evaluation of indeno[1,2-d]thiazole derivatives as potent histone deacetylase inhibitors, Product Details of C3H8N2S, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(11), 3200-3203, database is CAplus and MEDLINE.

Novel indeno[1,2-d]thiazole hydroxamic acids were designed, synthesized, and evaluated for histone deacetylases (HDACs) inhibition and antiproliferative activities on tumor cell lines. Most of the tested compounds exhibited HDAC inhibition and antiproliferative activity against both MCF7 and HCT116 cells with GI₅₀ values in the sub-micromolar range. Among them, compound I showed good inhibitory activity against pan-HDAC with IC₅₀ value of 0.14 ¦ÌM and significant growth inhibition on MCF7 and HCT116 cells with GI₅₀ values of 0.869 and 0.535 ¦ÌM, resp.

Bioorganic & Medicinal Chemistry Letters published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C12H9N3O4, Product Details of C3H8N2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Sigfridsson, Kalle published the artcilePreformulation investigation and challenges; salt formation, salt disproportionation and hepatic recirculation, Name: N1,N2-Dibenzylethane-1,2-diamine, the publication is European Journal of Pharmaceutical Sciences (2017), 262-272, database is CAplus and MEDLINE.

A compound, which is a selective peroxisome proliferator activated receptor (PPAR) agonist, was investigated. The aim of the presented studies was to evaluate the potential of the further development of the compound Fundamental physicochem. properties and stability of the compound were characterized in solution by liquid chromatog. and NMR and in solid-state by various techniques. The drug itself is a lipophilic acid with tendency to form aggregates in solution The neutral form was only obtained in amorphous form with a glass-transition temperature of approx. 0¡ãC. The intrinsic solubility at room temperature was determined to 0.03 mg/mL. Chem. stability studies of the compound in aqueous solutions showed good stability for at least two weeks at room temperature, except at pH 1, where a slight degradation was already observed after one day. The chem. stability in the amorphous solid-state was investigated during a period of three months. At 25¡ãC/60% relative humidity (RH) and 40¡ãC/75% RH no significant degradation was observed At 80¡ãC, however, some degradation was observed after four weeks and approx. 3% after three months. In an accelerated photostability study, degradation of approx. 4% was observed Attempts to identify a crystalline form of the neutral compound were unsuccessful, however, salt formation with tert-butylamine, resulted in crystalline material. Results from stability tests of the presented crystalline salt form indicated improved chem. stability at conditions whereas the amorphous neutral form degraded.

European Journal of Pharmaceutical Sciences published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C17H29BO2, Name: N1,N2-Dibenzylethane-1,2-diamine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Fedorova, Olga published the artcileAutomated SPE-based synthesis of 16¦Á-[¹⁸F]fluoroestradiol without HPLC purification step, Recommanded Product: Tetrabutylammonium hydrogencarbonate, the publication is Applied Radiation and Isotopes (2018), 57-63, database is CAplus and MEDLINE.

A [¹⁸F]fluoroestradiol ([¹⁸F]FES) is well-established PET radiotracer for diagnosing and monitoring treatment of estrogen-pos. breast cancer. The radiotracer is produced via one-pot two steps synthesis using cyclic sulfate precursor and is usually purified by semi-preparative HPLC. Here we suggested simple SPE purification procedure using OASIS WAX 3cc and Sep-Pak QMA light cartridges that afforded [¹⁸F]FES in typically 15% RCY (corrected for decay) within 45 min formulated in 5% EtOH/saline. All purity parameters were well within specifications recommended in the Investigator¡äs Brochure for [¹⁸F]Fluoroestradiol.

Applied Radiation and Isotopes published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, Recommanded Product: Tetrabutylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tomita, Masao published the artcileSyntheses of biscoclaurine alkaloids. III. Synthesis of dl-3,4′-bis(2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydro-1-isoquinolylmethyl)diphenyl ether, Recommanded Product: 2-(3-(Benzyloxy)phenyl)acetic acid, the publication is Yakugaku Zasshi (1959), 1019-22, database is CAplus.

cf. C.A. 53, 5315a. Vanillin was methylated with alk. Me₂SO₄ to veratraldehyde, which was condensed with MeNO₂ in MeOH and MeNH₂ to give 3,4-(MeO)₂C₆H₃CH:CHNO₂, which was electrolytically reduced in 15:12:45 AcOH-HCl-MeOH to 3,4-(MeO)₂C₆H₃CH₂CH₂NH₂ (I); oxalate m. 178¡ã. 3-PhCH₂OC₆H₄ CH₂CO₂H (II), m. 124-6¡ã, was prepared through the route of 3-O₂NC₆H₄CHO, m. 56-8¡ã, 3-HOC₆H₄CHO, m. 103-4¡ã, 2-phenyl-4-(3-benzyloxybenzylidene)-2-oxazolin-5-one, m. 129-31¡ã, to II. I (from 5.5 g. of its oxalate) in Et₂O and 50 ml. 10% KOH treated dropwise with 3-PhCH₂OC₆H₄CH₂COCl (from 5 g. II in CHCl₃ and SOCl₂), stirred 1 hr., the Et₂O layer and CHCl₃ extract of the aqueous layer concentrated, washed with dilute HCl and H₂O and the product recrystallized (MeOH) gave 6 g. 3-PhCH₂OC₆H₄CH₂CONHCH₂CH₂C₆H₃(OMe)₂-3,4 (III), needles, m. 97-100¡ã. III (3 g.) in 45 ml. PhMe and 6 ml. POCl₃ refluxed 1.5 hrs., and the product treated as usual gave 2.8 g. 1-(3-benzyloxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-HCl (IV), prisms, m. 203-5¡ã (decomposition); the free base, needles, m. 84-6¡ã; picrate, columns, m. 207-9¡ã (MeOH). The free base (from 250 mg. IV) in MeOH and 1 ml. MeI refluxed 2 hrs., the product concentrated, the residue in MeOH at 0¡ã treated dropwise with 500 mg. NaBH₄ in MeOH, heated 1 hr. at 50¡ã, the solution concentrated, the residue in H₂O made alk. and extracted with Et₂O gave 1-(3-benzyloxybenzyl)-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (V), oil, which yielded 220 g. picrate, columns, m. 164-5¡ã (decomposition). V (870 mg.) in 40 ml. 20% HCl refluxed 30 min., the product washed with Et₂O, made alk. with NaHCO₃, extracted with CHCl₃, stirred with 10% NaOH, the NaOH layer treated with NH₄Cl and NH₄OH, and extracted with CHCl₃ yielded 57% 1-(3-HOC₆H₄CH₂) analog (VI) of V, columns, m. 136-7.5¡ã; picrate, columns, m. 180-3¡ã (decomposition). VI (100 mg.) in MeOH and CH₂N₂ (from 1 g. nitrosomethylurea) in Et₂O kept 2 days at room temperature, the solution concentrated, the residue in dilute HCl made alk. with NaOH and the product extracted with Et₂O gave 80 mg. 1-(3-MeOC₆H₄CH₂) analog (VII) of V, oil; VII.HCl.0.5H₂O, needles, m. 198-201¡ã; VII.HI, needles, m. 227-30¡ã (decomposition). K (60 mg.) in 6 ml. MeOH heated with 450 mg. dl-VI and the MeOH removed gave the K salt of dl-VI, which treated with dl-1-(4-bromobenzyl)-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (from 1050 mg. of its picrate, m. 183-3.5¡ã) in Et₂O, the Et₂O removed, the residue with 75 mg. Cu and 60 mg. Cu(OAc)₂ heated 30 min. at 180-5¡ã, 25 min. at 185-95¡ã, and 10 min. at 105-200¡ã, cooled, the product extracted with Et₂O, the phenolic base removed by washing with 2% KOH, and the nonphenolic base refined by chromatographic method yielded 160 mg. dl-3,4′-bis(2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydro-1-isoquinolylmethyl)diphenyl ether (VIII), oil; VIII.2(CO₂H)₂.H₂O, needles, m. 185-8¡ã (decomposition) (MeOH-Me₂CO); styphnate, VIII.2(C₆H₃O₈N₃), prisms, m. 143-6¡ã (decomposition) (Me₂CO-EtOH).

Yakugaku Zasshi published new progress about 1860-58-8. 1860-58-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(3-(Benzyloxy)phenyl)acetic acid, and the molecular formula is C9H8BNO2, Recommanded Product: 2-(3-(Benzyloxy)phenyl)acetic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Guan, Zong published the artcileOrganic Synthesis with N-Heterocyclic Carbenes of Indazole: Synthesis of Benzo(thio)imidates, Benzo[d][1,3]thiazines and Quinazoline-4-thiones, Computed Properties of 22693-41-0, the publication is European Journal of Organic Chemistry (2015), 2015(21), 4710-4719, database is CAplus.

The N-heterocyclic carbenes of indazole, generated by deprotonation of indazolium salts, proved to be versatile starting materials for organic synthesis. They undergo ring-opening reactions to generate ketenimines which readily add thiols thus affording the first examples of 2-anilinobenzothioimidates. Water converts the ring-opened intermediates into functionalized 2-anilinobenzamides which can be thionated with Lawesson’s reagent and subsequently cyclized with formaldehyde and propionaldehyde, resp., to give benzo[d][1,3]thiazines and quinazoline-4-thiones. The outcome of the cyclization depends upon the thiobenzamide substitution pattern.

European Journal of Organic Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Computed Properties of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Henriet, Theo published the artcileTriethylenetetramine Dihydrochloride: Interactions and Conformations in Two Anhydrous Structures and a Hydrate, Recommanded Product: N1,N1′-(Ethane-1,2-diyl)bis(ethane-1,2-diamine) dihydrochloride, the publication is Crystal Growth & Design (2015), 15(1), 348-357, database is CAplus.

Triethylenetetramine is a polyamine type chelating ligand for Cu(II), which is currently used, mainly in its dihydrochloride form, as an alternative to D-penicillamine against Wilson’s disease. Because knowledge about the solid-state behavior of pharmaceuticals is a prerequisite for the development of an effective dosage form, the crystal structures of two triethylenetetramine dihydrochloride polymorphs were determined, and the IR spectra and thermal expansion were studied. No suitable crystals could be obtained of the two anhydrous forms, for which the structures were solved from x-ray powder diffraction. Form I is monoclinic, space group P2₁/n with a 11.0475(4), b 4.87475(16), c 11.1178(4) ?, and ¦Â 106.9826(13)¡ã with Z = 2. Form II is also monoclinic, space group P2₁/c with a 10.6734(6), b 12.3613(6), c 9.8479(7) ?, and ¦Â 115.985(3)¡ã with Z = 4. A recurring structural element is a ionic interaction between two chloride ions and two ammonium groups each organized in a diamond pattern present in the dihydrate (the salt is hygroscopic) and anhydrous form I. The mol. conformations are different in both anhydrous forms and in the dihydrate. Comparison of the thermal expansions demonstrates that form I has the smallest thermal expansion and thus possesses the strongest intermol. interactions.

Crystal Growth & Design published new progress about 38260-01-4. 38260-01-4 belongs to catalysis-chemistry, auxiliary class Chelating Agents, name is N1,N1′-(Ethane-1,2-diyl)bis(ethane-1,2-diamine) dihydrochloride, and the molecular formula is C6H20Cl2N4, Recommanded Product: N1,N1′-(Ethane-1,2-diyl)bis(ethane-1,2-diamine) dihydrochloride.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Grosso, John A. published the artcileSynthesis of 2-(alkylamino)-5,6- and -6,7-dihydroxy-3,4-dihydroquinazolines and evaluation as potential dopamine agonists, Application In Synthesis of 6972-05-0, the publication is Journal of Medicinal Chemistry (1982), 25(6), 703-8, database is CAplus and MEDLINE.

Based upon the known dopaminergic properties of 2-aminodihydroxy-1,2,3,4-tetrahydronaphthalenes, heterocyclic congeners were prepared Several 2-(alkylamino)-5,6-dihydroxy-3,4-dihydroquinazolines were synthesized and tested for a dopamine-like vasodilatory action in the canine renal artery. The 6,7-disubstituted series had a weak antagonist effect against dopamine. Neither 5,6- nor 6,7-dihydroxy substitution gave dopamine agonists. Measured pK_a values confirmed the expectation that the dihydroquinazolines were more basic than dopamine, one possible reason for the lack of dopamine-like action.

Journal of Medicinal Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Application In Synthesis of 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Gavat, Odile published the artcile3D supramolecular self-assembly of [60]fullerene hexaadducts decorated with triarylamine molecules, COA of Formula: C12H9N3O4, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(55), 7657-7660, database is CAplus and MEDLINE.

A clickable fullerene hexa-adduct scaffold has been functionalized with twelve triarylamine subunits. The light-triggered self-assembly of this mol. unit leads to 3D honeycomb-like structures with inner pores of around 10 nm diameter Multiple grafting of triarylamine subunits onto a hard-core C₆₀ unit increases the dimensionality of the self-assembly process by reticulating the 1D nanowires typically obtained from the supramol. polymerization of triarylamine monomers.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1821-27-8. 1821-27-8 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Amine,Benzene, name is Bis(4-nitrophenyl)amine, and the molecular formula is C12H9N3O4, COA of Formula: C12H9N3O4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia