Tag: M.W=100-150

Yoshida, Keisuke published the artcileAmine-Free O -Sulfonylation by a Combination of 4-Methylpyridine N -Oxide Catalyst with 4Å Molecular Sieves, Recommanded Product: Pentane-1,5-diol, the publication is Synlett, database is CAplus.

An amine-free sulfonylation of various alcs. was developed that uses 4-methylpyridine N-oxide in the presence of 4Å mol. sieves at room temperature This mild method gave various sulfonylated products in high yields, and can be applied to base-sensitive substrates.

Synlett published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C6H5NO, Recommanded Product: Pentane-1,5-diol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Buta, Andriy published the artcileNovel Potent Orthosteric Antagonist of ASIC1a Prevents NMDAR-Dependent LTP Induction, Name: 3-(Methylamino)phenol, the publication is Journal of Medicinal Chemistry (2015), 58(11), 4449-4461, database is CAplus and MEDLINE.

Acid sensing ion channels 1a (ASIC1a) are of crucial importance in numerous physiol. and pathol. processes in the brain. Here we demonstrate that novel 2-oxo-2H-chromene-3-carboxamidine derivative 5b, designed with mol. modeling approach, inhibits ASIC1a currents with an apparent IC₅₀ of 27 nM when measured at pH 6.7. Acidification to 5.0 decreases the inhibition efficacy by up to 3 orders of magnitude. The 5b mol. not only shifts pH dependence of ASIC1a activation but also inhibits its maximal evoked response. These findings suggest that compound 5b binds to pH sensor of ASIC1a acting as orthosteric noncompetitive antagonist. At 100 nM, compound 5b completely inhibits induction of long-term potentiation (LTP) in CA3-CA1 but not in MF-CA3 synapses. These findings support the knockout data indicating the crucial modulatory role of ASIC1a channels in the NMDAR-dependent LTP and introduce a novel type of ASIC1a antagonists.

Journal of Medicinal Chemistry published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C7H9NO, Name: 3-(Methylamino)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chang, Wei-chen published the artcileReaction of HppE with Substrate Analogues: Evidence for Carbon-Phosphorus Bond Cleavage by a Carbocation Rearrangement, Recommanded Product: 3,3,3-Trifluoropropan-1-ol, the publication is Journal of the American Chemical Society (2013), 135(22), 8153-8156, database is CAplus and MEDLINE.

(S)-2-Hydroxypropylphosphonic acid ((S)-2-HPP) epoxidase (HppE) is an unusual mononuclear non-heme iron enzyme that catalyzes the oxidative epoxidation of (S)-2-HPP in the biosynthesis of the antibiotic fosfomycin. Recently, HppE has been shown to accept (R)-1-hydroxypropylphosphonic acid as a substrate and convert it to an aldehyde product in a reaction involving a biol. unprecedented 1,2-phosphono migration. In this study, a series of substrate analogs were designed, synthesized, and used as mechanistic probes to study this novel enzymic transformation. The resulting data, together with insights obtained from d. functional theory calculations, are consistent with a mechanism of HppE-catalyzed phosphono group migration that involves the formation of a carbocation intermediate. As such, this reaction represents a new paradigm for biol. C-P bond cleavage.

Journal of the American Chemical Society published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Recommanded Product: 3,3,3-Trifluoropropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Goncalves, Leticia C. P. published the artcileBoosting photobioredox catalysis by morpholine electron donors under aerobic conditions, Recommanded Product: 2-Morpholinoethanol, the publication is Catalysis Science & Technology (2019), 9(10), 2682-2688, database is CAplus.

Light-driven reduction of flavins, e.g. FAD or FMN, by sacrificial electron donors emerged as a convenient method to promote biocatalytic transformations. However, flavin activation has been restricted to oxygen-free conditions to prevent enzyme deactivation caused by reactive oxygen species (ROS). Herein, we show that the photoreduction of FMN by morpholines, including 3-(N-morpholino)propanesulfonic acid (MOPS), lessens the deactivation of the enoate reductase XenB from Pseudomonas sp. during the stereoselective asym. enzymic reduction of a model α,β-unsaturated diketone under aerobic conditions, leading to a 91% GC-yield and a stereoselectivity greater than 94%. The kinetic stability of the thermolabile XenB was increased by more than 20-fold in MOPS buffer compared to that in Tris-HCl buffer, and a pronounced pos. effect on the transition midpoint temperature was observed The reactive form of the FMN photocatalyst is stabilized by the formation of a ³[FMN^–̇-MOPS⁺̇] ensemble, which reduces the formation of hydrogen peroxide and other ROS in the presence of oxygen. These results contribute to broaden the application of photobiocatalytic transformations using flavin-dependent reductases.

Catalysis Science & Technology published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Recommanded Product: 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Cohen, Yair published the artcileDirected Regioselective Carbometallation of 1,2-Dialkyl-Substituted Cyclopropenes, Computed Properties of 4410-99-5, the publication is Angewandte Chemie, International Edition (2021), 60(50), 26368-26372, database is CAplus and MEDLINE.

A regio- and diastereoselective copper-catalyzed carbomagnesiation of 1,2-dialkylated cyclopropenes I (R = H, Me; R¹ = Me, Et; R² = OH, Ph, OBn, etc.; R³ = Me, Ph, CH₂CH(CH₃)₂, etc.; n = 1-5) is reported. The regioselectivity is controlled by a subtle tethered Lewis basic moiety. The chelating moieties allow the differentiation between two electronically tantamount organometallic intermediates. Further functionalization grants access to polysubstituted stereodefined cyclopropanes II (R⁴ = H, allyl) and III bearing up to five alkyl groups.

Angewandte Chemie, International Edition published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, Computed Properties of 4410-99-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Arustamyan, Zh. S. published the artcileSynthesis and Anticonvulsant Activity of Amino Amides and Amino Esters Based on 1-(2,3-Dihydro-1,4-benzodioxin-6-yl)-cyclopentane-1-carboxylic Acid, Name: 2-Morpholinoethanol, the publication is Russian Journal of Organic Chemistry (2019), 55(6), 796-799, database is CAplus.

Alk. hydrolysis of 1-(2,3-dihydro-1,4-benzodioxin-6-yl)cyclopentane-1-carbonitrile gave the corresponding caroxylic acid which was converted to the carbonyl chloride. The latter reacted with N,N-di-alkylalkane-α,ω-diamines H₂N(CH₂)_nNR¹R² [R¹ = R² = Et, Me; R¹R² = -(CH₂)₅-, -(CH₂)₂O(CH₂)₂-; n = 2, 3] and (dialkylamino)alkanols HOCH(R³)CH₂NR⁴R⁵ [R³ = H, Me; R⁴ = R⁵ = Et, Me; R⁴R⁵ = -(CH₂)₄-, -(CH₂)₂O(CH₂)₂-, -(CH₂)₅-] to afford new amino amides I [R = NH(CH₂)_nNR¹R²] and amino esters I [R = OCH(R³)CH₂NR⁴R⁵] which were isolated as hydrochlorides. Anticonvulsant activity of the synthesized compounds was studied.

Russian Journal of Organic Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Name: 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Swierczewski, Michal published the artcileDeposition of Extended Ordered Ultrathin Films of Au₃₈(SC₂H₄Ph)₂₄ Nanocluster using Langmuir-Blodgett Technique, Recommanded Product: 2-Phenylethanethiol, the publication is Small (2021), 17(27), 2005954, database is CAplus and MEDLINE.

Langmuir-Blodgett technique is utilized to deposit ultrathin films of Au₃₈(SC₂H₄Ph)₂₄ nanocluster onto solid surfaces such as mica and silicon. The morphologies of the films transferred at various surface pressures within the mono/bi/trilayer regime are studied by at. force microscopy (AFM). The time spent on the water surface before the deposition has a decisive effect on the final ordering of nanoclusters within the network and is studied by fast AFM, X-ray reflectivity, and grazing-incidence wide-angle X-ray scattering.

Small published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C11H8O3, Recommanded Product: 2-Phenylethanethiol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Foister, Shane published the artcileShape selective recognition of T·A base pairs by hairpin polyamides containing N-terminal 3-methoxy (and 3-chloro) thiophene residues, COA of Formula: C4H4OS, the publication is Bioorganic & Medicinal Chemistry (2003), 11(20), 4333-4340, database is CAplus and MEDLINE.

Hairpin polyamides selectively recognize predetermined DNA sequences with affinities comparable to naturally occurring proteins. Internal side-by-side pairs of unsym. aromatic rings within the minor groove of DNA distinguish each of the four Watson-Crick base pairs. In contrast, N-terminal ring pairs exhibit less specificity, with the exception of Im/Py targeting G·C base pairs. In an effort to explore the sequence specificity of new ring pairs, a series of hairpin polyamides containing 3-substituted-thiophene-2-carboxamide residues at the N-terminus was synthesized. An N-terminal 3-methoxy (or 3-chloro) thiophene residue paired opposite Py displayed 6- (and 3-) fold selectivity for T·A relative to A·T base pair, while disfavoring G·C base pairs by >200-fold. Our data suggests shape selective recognition with projection of the 3-thiophene substituent (methoxy or chloro) to the floor of the minor groove.

Bioorganic & Medicinal Chemistry published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, COA of Formula: C4H4OS.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chatterjee, Sayanti published the artcileHydroxylamine-Derived Reagent as a Dual Oxidant and Amino Group Donor for the Iron-Catalyzed Preparation of Unprotected Sulfinamides from Thiols, Computed Properties of 4410-99-5, the publication is Angewandte Chemie, International Edition (2021), 60(2), 758-765, database is CAplus and MEDLINE.

An iron catalyzed reaction for the selective transformation of thiols (-SH) to sulfinamides (-SONH₂) by a direct transfer of -O and free -NH₂ groups has been developed. The reaction operates under mild conditions using a bench stable hydroxylamine derived reagent, exhibits broad functional group tolerance, is scalable and proceeds without the use of any precious metal catalyst or addnl. oxidant. This novel, practical reaction leads to the formation of two distinct new bonds (S=O and S-N) in a single step to chemoselectively form valuable, unprotected sulfinamide products. Preliminary mechanistic studies implicate the role of the alc. solvent as an oxygen atom donor.

Angewandte Chemie, International Edition published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, Computed Properties of 4410-99-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Jain, Isha published the artcileIndium(III)-Catalyzed Synthesis of Primary Carbamates and N-Substituted Ureas, Related Products of alcohols-buliding-blocks, the publication is Synlett (2022), 33(1), 93-97, database is CAplus.

An indium triflate-catalyzed synthesis of primary carbamates RXC(O)NH₂ [R = i-Bu, Bn, Ph, etc.; X= O, N] from alcs. and urea as an ecofriendly carbonyl source was developed. Various linear, branched, and cyclic alcs. were converted into the corresponding carbamates in good to excellent yields. This method also provided access to N-substituted ureas by carbamoylation of amines. All the products were obtained by simple filtration or crystallization, without the need for chromatog. purification Mechanistic investigations suggested that the carbamoylation reaction proceeded through activation of urea by O-coordination with indium, followed by nucleophilic attack by the alc. or amine on the carbonyl center of urea. The inexpensive and easily available starting materials and catalyst, the short reaction times, and the ease of product isolation highlighted the inherent practicality of the developed method.

Synlett published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C5H12O2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts