Month: December 2022

Suslov, Evgenii V. published the artcileNew chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections, Computed Properties of 21286-54-4, the publication is RSC Medicinal Chemistry (2020), 11(10), 1185-1195, database is CAplus and MEDLINE.

Currently, the spectrum of agents against orthopoxviruses, in particular smallpox, is very narrow. Despite the fact that smallpox is well controlled, there is, for many reasons, a real threat of epidemics associated with this or a similar virus. In order to search for new low mol. weight orthopoxvirus inhibitors, a series of amides combining adamantane and monoterpene moieties were synthesized using 1- and 2-adamantanecarboxylic acids as well as myrtenic, citronellic and camphorsulfonic acids as acid components. The produced compounds exhibited high activity against the vaccinia virus (an enveloped virus belonging to the poxvirus family), which was combined with low cytotoxicity. Some compounds had a selectivity index higher than that of the reference drug cidofovir; the highest SI = 1123 was exhibited by 1-adamantanecarboxylic acid amide containing the (-)-10-amino-2-pinene moiety. The produced compounds demonstrated inhibitory activity against other orthopoxviruses: cowpox virus (SI = 30-406) and ectromelia virus (mousepox virus, SI = 39-707).

RSC Medicinal Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C17H29BO2, Computed Properties of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bakkas, S. published the artcileDifference in behavior of the reactive electrophiles diethyl trichloromethylphosphonate and carbon tetrachloride towards triethyl phosphite, Related Products of chlorides-buliding-blocks, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2000), 211-224, database is CAplus.

The reaction of tri-Et phosphite with di-Et trichloromethylphosphonate 2b in the absence of solvents and catalysts yields mainly di-Et (1,1-dichloropropyl)phosphonate and di-Et dichloromethylphosphonate. These main products are accompanied by a variety of byproducts which differ considerably from those obtained in the reaction between tri-Et phosphite and CCl₄. Both reactions would begin by a halophilic substitution of tri-Et phosphite on the pos. halogen. For di-Et trichloromethylphosphonate the formed carbanion would then attack preferentially the C β to P⁺ and the H γ to P⁺ on heterophosphonium cation. In contrast, the less sterically hindered trichloromethyl carbanion formed by the halophilic attack of tri-Et phosphite on CCl₄ would rather attack mainly the pos. P⁺ of this cation. The tetra-Et (dichloromethylene)bisphosphonate previously reported by V. P. Kukhar and E. I. Sagina (1979) to be the main product formed in the thermal reaction between tri-Et phosphite and di-Et trichloromethylphosphonate was not found under the authors’ conditions. Its formation only under photochem. irradiation were observed

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gokanapalli, Anusha published the artcileBenzimidazole bearing Pd-PEPPSI complexes catalyzed direct C2-arylation/heteroarylation of N-substituted benzimidazoles, SDS of cas: 620-20-2, the publication is Applied Organometallic Chemistry (2020), 34(10), e5869, database is CAplus.

A convenient and highly efficient palladium-catalyzed direct C2-arylation/heteroarylation of N-substituted benzimidazole derivatives such as N-benzyl/3-chlorobenzyl/2,4,6-trimethylbenzyl/2,4,6-triisopropylbenzyl/aryl benzimidazoles I (R = H; R¹ = Bn, 4-chlorophenyl, (2,4,6-trimethylphenyl)methyl, etc.) with various aryl/heteroaryl bromides R²Br (R² = Ph, thiophen-3-yl, phenanthren-9-yl, etc.) in the presence of Pd-PEPPSI (palladium-pyridine enhanced pre-catalyst preparation stabilization and initiation) complexes is reported. A series of different sym. and unsym. N,N’-diaralkyl benzimidazole-bearing Pd-PEPPSI complexes II (R = 5-Me, 5,6-dimethyl; R³ = Me, 4-fluorophenyl, (2,4,6-trimethylphenyl)methyl, etc.) was prepared Among all of the prepared complexes, II = (R = 5,6-di-Me, R¹ = R³ = [2,4,6-tris(propan-2-yl)phenyl]methyl) effectively tuned the reaction at a relatively higher rate under mild reaction conditions in an ethanol-water system. In addition, the catalytic process avoids the use of external ligand and additives. Further the reactivity was compared with com. available copper-N-heterocyclic carbene catalyst, but the reaction was less successful. With the optimized reaction conditions, a wide range of 2-aryl/heteroaryl-N-substituted benzimidazoles were synthesized in good to excellent yields via Csp²-H/Csp²-X biaryl cross-coupling.

Applied Organometallic Chemistry published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C7H6Cl2, SDS of cas: 620-20-2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Balaraman, Kaluvu published the artcileOrganocatalytic Decarboxylative Cyanomethylation of Difluoromethyl and Trifluoromethyl Ketones, Computed Properties of 5860-95-7, the publication is Advanced Synthesis & Catalysis (2018), 360(24), 4705-4709, database is CAplus and MEDLINE.

An efficient organocatalytic method for the synthesis of difluoromethyl and trifluoromethyl substituted β-hydroxynitriles RC(OH)(CXF₂)CH₂CN (R = Ph, cyclohexyl, furan-2-yl, etc.; X = H, F) is introduced. The decarboxylative cyanomethylation of fluorinated ketones RC(O)CXF₂ with readily available cyanoacetic acid gives a variety of tertiary alcs. in high yields and without concomitant water elimination. The reaction occurs in the presence of catalytic amounts of triethylamine, and can be upscaled and applied to chlorofluoromethyl ketones and difluoromethyl ketimines.

Advanced Synthesis & Catalysis published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Computed Properties of 5860-95-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Fager, Diana C. published the artcileRegio- and Enantioselective Synthesis of Trifluoromethyl-Substituted Homoallylic α-Tertiary NH₂-Amines by Reactions Facilitated by a Threonine-Based Boron-Containing Catalyst, Product Details of C8H4ClF3O, the publication is Angewandte Chemie, International Edition (2020), 59(28), 11448-11455, database is CAplus and MEDLINE.

A method for catalytic regio- and enantioselective synthesis of trifluoromethyl-substituted and aryl-, heteroaryl-, alkenyl-, and alkynyl-substituted homoallylic α-tertiary NH₂-amines is introduced. Easy-to-synthesize and robust N-silyl ketimines are converted to NH-ketimines in situ, which then react with a Z-allyl boronate. Transformations are promoted by a readily accessible L-threonine-derived aminophenol-based boryl catalyst, affording the desired products in up to 91% yield, >98:2 α:γ selectivity, >98:2 Z:E selectivity, and >99:1 enantiomeric ratio. A com. available aminophenol may be used, and allyl boronates, which may contain an alkyl-, a chloro-, or a bromo-substituted Z-alkene, can either be purchased or prepared by catalytic stereoretentive cross-metathesis. In addition, Z-trisubstituted allyl boronates may be used. Various chemo-, regio-, and diastereoselective transformations of the α-tertiary homoallylic NH₂-amine products highlight the utility of the approach; this includes diastereo- and regioselective epoxide formation/trichloroacetic acid cleavage to generate differentiated diol derivatives

Angewandte Chemie, International Edition published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Product Details of C8H4ClF3O.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Takano, Seiichi published the artcileChiral synthesis of both enantiomers of 1,4-dideoxy-1,4-iminolyxitol and 1,4-dideoxy-1,4-iminoribitol, Synthetic Route of 18791-02-1, the publication is Tetrahedron: Asymmetry (1992), 3(6), 681-4, database is CAplus.

Reaction of 2,3-dibromopropionyl chloride with 4-methoxyphenol and (S)-1-methylbenzylamine yielded a 4:5 mixture of readily separable diastereomeric aziridine esters I (R = C₆H₄OMe-4) in an excellent yield. Thermal intermol. 1,3-dipolar cycloaddition of both diastereomers with vinylene carbonate, furnished four readily separable diastereomeric pyrrolidine esters, resp., which were transformed into both enantiomers of title compounds

Tetrahedron: Asymmetry published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C14H22O2, Synthetic Route of 18791-02-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Hayashi, Koichiro published the artcileChemoselective Synthesis of Folic Acid-Functionalized Magnetite Nanoparticles via Click Chemistry for Magnetic Hyperthermia, HPLC of Formula: 18791-02-1, the publication is Chemistry of Materials (2009), 21(7), 1318-1325, database is CAplus.

Folic acid-functionalized Fe₃O₄ nanoparticles (FA-Fe₃O₄ NPs) were synthesized from iron(III) 3-allylacetylacetonate (IAA) through in situ hydrolysis and ligand modification, by applying the principle of click chem. The γ-carboxylic acid of FA was successfully bound to the ligand of the Fe₃O₄ NPs without the loss of the α-carboxylic acid group of folic acid (FA), which has an affinity for folate receptors (FRs) expressed on tumor cells. The Fe₃O₄ NPs were monodisperse, and their size was controlled by varying the conditions of IAA hydrolysis. The FA-Fe₃O₄ NPs, which had diameters of 8 nm, exhibited superparamagnetic behavior and a relatively high magnetization at room temperature The blocking temperature is 220 K, and the magnetization curve exhibited a remanence of 19 emu/g and a coercivity of 550 Oe at 5 K. The specific absorption rate (SAR) was dependent on the size of the FA-Fe₃O₄ NPs and the strength of the applied magnetic field. The SAR of the 8-nm FA-Fe₃O₄ NPs was 670 W/g in a 230 kHz alternating magnetic field and 100 Oe. The chemoselective surface modification of magnetite particles with FA yielded a novel cancer-targeting system for use in hyperthermia treatment.

Chemistry of Materials published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, HPLC of Formula: 18791-02-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kawanishi, Hiroyuki published the artcileStereoselective synthesis of antifungal sulfoximines, novel triazoles II, Safety of trimethyloxosulphonium chloride, the publication is Heterocycles (1998), 181-190, database is CAplus.

Novel triazole derivatives I (R = H, MeCO, MeNHCO, Me, MeO₂CCH₂) with an N-substituted sulfoximine moiety were synthesized and evaluated for antifungal activity. These compounds showed significantly weaker activity than I (R = H); the N-H moiety of the sulfoximine was extremely important for the activity. A practical and effective stereoselective synthesis of (-)-I (R = H), considered to be the most promising antifungal compound, has been developed. (-)-I (R = H) is prepared in seven steps, including two resolution steps, from the methylthiodifluoropropiophenone II, by epoxidation with Me₃SO⁺ Cl^–, diastereoselective sulfimine formation with chloramine T, addition of 1,2,4-triazole to the epoxide, oxidation of the sulfimine, acid hydrolysis of toluenesulfonyl group of the sulfoximine, and resolution with the novel resolving agent 1-(2,3,4-trichlorophenyl)ethanesulfonic acid [(+)-TCPES] III.

Heterocycles published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Safety of trimethyloxosulphonium chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Harada, Hiroshi published the artcileDevelopment of potent serotonin-3 (5-HT₃) receptor antagonists. I. Structure-activity relationships of 2-alkoxy-4-amino-5-chlorobenzamide derivatives, Related Products of chlorides-buliding-blocks, the publication is Chemical & Pharmaceutical Bulletin (1995), 43(8), 1364-78, database is CAplus and MEDLINE.

A new series of 2-alkoxy-4-amino-5-chlorobenzamide derivatives bearing five- to seven-membered heteroalicyclic rings in the amine moiety was synthesized and evaluated for serotonin-3 (5-HT₃) receptor antagonistic activity by assaying the ability to antagonize the von Bezold-Jarisch reflex in rats. The five- to seven-membered heterocycles comprise pyrrolidine, morpholine, 1,4-thiazine, piperidine, piperazine, 1,4-oxazepine, 1,4-thiazepine, azepine, and 1,4-diazepine rings. Among them, some benzamide derivatives having a 1,4-diazepine ring showed a potent 5-HT₃ receptor antagonistic activity. In particular, 4-amino-5-chloro-N-(1,4-dimethylhexahydro-1H-1,4-diazepin-6-yl)-2-ethoxybenzamide and the 1-benzyl-4-methylhexahydro-1H-1,4-diazepine analog showed potent 5-HT₃ receptor antagonist activity without 5-HT₄ receptor binding affinity.

Chemical & Pharmaceutical Bulletin published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Stadler, Marco published the artcileDesign, Synthesis, and Pharmacological Evaluation of Novel β2/3 Subunit-Selective γ-Aminobutyric Acid Type A (GABA_A) Receptor Modulators, Category: chlorides-buliding-blocks, the publication is Journal of Medicinal Chemistry (2019), 62(1), 317-341, database is CAplus and MEDLINE.

Subunit-selective modulation of γ-aminobutyric acid type A receptors (GABA_AR) is considered to exert fewer side effects compared to unselective clin. used drugs. Here, the β2/3 subunit-selective GABA_AR modulators valerenic acid (VA) and loreclezole (LOR) guided the synthesis of novel subunit-selective ligands with simplified structures. We studied their effects on GABA_ARs expressed in Xenopus laevis oocytes using two-microelectrode voltage clamp technique. Five compounds showed significantly more efficacious modulation of GABA-evoked currents than VA and LOR with retained potency and selectivity. Compound 18 [(E)-2-Cyano-3-(2,4-dichlorophenyl)but-2-enamide] induced the highest maximal modulation of GABA-induced chloride currents (E_max: 3114 ± 242%), while 12 [(Z)-3-(2,4-dichlorophenyl)but-2-enenitrile] displayed the highest potency (EC₅₀: 13 ± 2 μM). Furthermore, in hippocampal neurons 12 facilitated phasic and tonic GABAergic inhibition, and in vivo studies revealed significantly more potent protection against pentylenetetrazole (PTZ)-induced seizures compared to VA and LOR. Collectively, compound 12 constitutes a novel, simplified, and subunit-selective GABA_AR modulator with low-dose anticonvulsant activity.

Journal of Medicinal Chemistry published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C10H10O2, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics