Category: alcohols-buliding-blocks

Rohit, Kizhakkekuttu Radhakrishnan published the artcileA solvent-free manganese(II) -catalyzed Clauson-Kaas protocol for the synthesis of N-aryl pyrroles under microwave irradiation, Name: 4-(1H-Pyrrol-1-yl)phenol, the publication is Journal of Heterocyclic Chemistry (2022), 59(1), 194-200, database is CAplus.

The first manganese-catalyzed modified Clauson-Kaas reaction for N-substituted pyrroles I (R = Ph, 2-bromo-4-methylphenyl, 1,3-benzothiazol-2-yl, etc.) synthesis using 2,5-dimethoxytetrahydrofuran with variously substituted aromatic amines RNH₂ has been developed (up to 89% yield). This interesting neat strategy is free from additives including co-catalysts, ligands, and acids. Relatively low cost, environmentally benign, and handy Mn(NO₃)₂.4H₂O is employed as the catalyst under microwave conditions with a very short reaction time (20 min). The above qualities attest to the green nature of this reaction.

Journal of Heterocyclic Chemistry published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Name: 4-(1H-Pyrrol-1-yl)phenol.

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

Sharma, Vishal R. published the artcileEfficient syntheses of macrocycles ranging from 22-28 atoms through spontaneous dimerization to yield bis-hydrazones, HPLC of Formula: 6346-09-4, the publication is RSC Advances (2020), 10(6), 3217-3220, database is CAplus and MEDLINE.

Acid treatment of a triazine displaying both a tethered acetal and BOC-protected hydrazine group leads to spontaneous condensation to yield macrocyclic dimers I (n = 1, 2; m = 1, 2, 3) in excellent yields and purity. By varying the length of the tether-the condensation product of an amino acid and amino acetal-rings comprising 22-28 atoms can be accessed. Glycine and β-alanine were used for the amino acid. The amino acetal comprised 2, 3 or 4 carbon atoms in the backbone. High-performance liquid chromatog. (HPLC) was employed to assess purity as well as to fingerprint the six homodimeric products. By combining the protected monomers and subjecting them to acid, mixtures of homodimers and heterodimers are obtained. When all six protected monomers are combined, at least 14 of the 21 theor. dimeric products are observed by HPLC. Single crystal X-ray diffraction and solution NMR studies reveal the diversity of shapes available to these mols.

RSC Advances published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C10H10O2, HPLC of Formula: 6346-09-4.

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

Doyle, F. P. published the artcileChemistry and pharmacology of some esters derived from basic alcohols, Application In Synthesis of 101-98-4, the publication is Journal of Medicinal Chemistry (1965), 8(5), 571-6, database is CAplus.

The preparation of a number of α-alkoxy-α,α-diphenylacetates derived from open-chain basic alcs. is described. Some of these compounds possess antitussive activity comparable to that of codeine phosphate and of the same order as that of their analogs which contain pyrrolidine or piperidine rings. 2-Diethylamino-1-(α-methoxy-α,α-diphenylacetoxy)propane rearranged on heating to 1-diethylamino-2-(α-methoxy-α,α-diphenylacetoxy)propane.

Journal of Medicinal Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Application In Synthesis of 101-98-4.

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

Kyasa, ShivaKumar published the artcileSynthesis of Ethers via Reaction of Carbanions and Monoperoxyacetals, Safety of Triethylsilanol, the publication is Journal of Organic Chemistry (2015), 80(24), 12100-12114, database is CAplus and MEDLINE.

Although transfer of electrophilic alkoxyl (“RO+”) from organic peroxides to organometallics offers a complement to traditional methods for etherification, application has been limited by constraints associated with peroxide reactivity and stability. We now demonstrate that readily prepared tetrahydropyranyl monoperoxyacetals react with sp³ and sp² organolithium and organomagnesium reagents to furnish moderate to high yields of ethers. The method is successfully applied to the synthesis of alkyl, alkenyl, aryl, heteroaryl, and cyclopropyl ethers, mixed O,O-acetals, and S,S,O-orthoesters. In contrast to reactions of dialkyl and alkyl/silyl peroxides, the displacements of monoperoxyacetals provide no evidence for alkoxy radical intermediates. At the same time, the high yields observed for transfer of primary, secondary, or tertiary alkoxides, the latter involving attack on neopentyl oxygen, are inconsistent with an S_N2 mechanism. Theor. studies suggest a mechanism involving Lewis acid promoted insertion of organometallics into the O-O bond.

Journal of Organic Chemistry published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Safety of Triethylsilanol.

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

Kanafusa, Sumiyo published the artcileInfluence of pulsed electric field-assisted dehydration on the volatile compounds of basil leaves, HPLC of Formula: 106-25-2, the publication is Innovative Food Science & Emerging Technologies (2022), 102979, database is CAplus.

Pulsed elec. field (PEF) was applied to basil leaves prior air drying at 40°C. The parameters of the elec. treatment were designed in such a way that (i) electroporated the tissue reversibly, provoking a permanent opening of the stomatal guard cells and (ii) electroporated the tissue irreversibly, damaging the cells. Treated leaves lost some volatile compounds due to both PEF treatments, probably related with the direct effect of permeabilization on the secretory cells of glandular trichomes. Upon drying, the irreversible permeabilization treatment showed the highest influence on the profile of volatiles in the dried leaves showing better retention of some terpenoids than the control. The performed statistical anal. allowed to select six compounds that can be used as markers both for the effect of pre-treatments prior dehydration and for the effects of dehydration itself on the volatile compounds of basil leaves.

Innovative Food Science & Emerging Technologies published new progress about 106-25-2. 106-25-2 belongs to alcohols-buliding-blocks, auxiliary class Natural product, name is cis-3,7-Dimethyl-2,6-Octadien-1-Ol, and the molecular formula is C10H18O, HPLC of Formula: 106-25-2.

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

Serusi, Lorenzo published the artcileThe First Highly Enantioselective Synthesis of 3-Sulfinyl-Substituted Isoindolinones Having Adjacent Carbon and Sulfur Stereocenters, Application In Synthesis of 4410-99-5, the publication is Journal of Organic Chemistry (2021), 86(15), 10630-10639, database is CAplus and MEDLINE.

A highly stereoselective access to 3-sulfinyl-substituted isoindolinones was achieved by a tandem organocatalytic addition/cyclization reaction of 2-carbobenzyloxy-N-tosylbenzylidenimine with thiols and succeeding diastereoselective oxidation with MCPBA. First, enantioenriched isoindolinone N,S-acetals was obtained through a dynamic kinetic asym. transformation induced by a bifunctional chiral thiourea organocatalyst. In turn, the newly created carbon stereocenter enabled a high diastereocontrol in the subsequent sulfoxidation Based on DFT calculations, a theor. rationale for the stereoselectivity of the oxidation reaction was also provided.

Journal of Organic Chemistry 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 C13H13N, Application In Synthesis of 4410-99-5.

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

Hamaguchi, Wataru published the artcileDesign and synthesis of novel benzimidazole derivatives as phosphodiesterase 10A inhibitors with reduced CYP1A2 inhibition, Category: alcohols-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry (2013), 21(24), 7612-7623, database is CAplus and MEDLINE.

A novel class of phosphodiesterase 10A (PDE10A) inhibitors with reduced CYP1A2 inhibition were designed and synthesized starting from 2-{[(1-phenyl-1H-benzimidazol-6-yl)oxy]methyl}quinoline I. Introduction of an iso-Pr group at the 2-position and a methoxy group at the 5-position of the benzimidazole ring of lead compound 1 resulted in the identification of 2-{[(2-isopropyl-5-methoxy-1-phenyl-1H-benzimidazol-6-yl)oxy]methyl}quinoline II, which exhibited potent PDE10A inhibitory activity with reduced CYP1A2 inhibitory activity compared to compound 1.

Bioorganic & Medicinal Chemistry published new progress about 120103-18-6. 120103-18-6 belongs to alcohols-buliding-blocks, auxiliary class Fluoride,Nitro Compound,Benzene,Phenol, name is 2,5-Difluoro-4-nitrophenol, and the molecular formula is C6H3F2NO3, Category: alcohols-buliding-blocks.

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

Reddy, Kumbam Lingeshwar published the artcileMandelic acid appended chiral gels as efficient templates for multicolour circularly polarized luminescence, Application of 2-Hydroxy-2-phenylacetic acid, the publication is Nanoscale (2022), 14(13), 4946-4956, database is CAplus and MEDLINE.

Mandelic acid is a medicinally important chiral mol. that is widely used as a vital component in antibiotics, antiseptics and cosmetics. While the medicinal properties of mandelic acid are well known, its aggregation and gelation characteristics, which are crucial to finding applications as cosmetics and ointments, are least explored. We have designed and synthesized a pair of mandelic acid derivatives and investigated their aggregation properties in binary solvent mixtures The compounds undergo self-assembly through various noncovalent interactions, leading to the formation of robust chiral gels. Strong birefringence could be visualised from the individual structures constituting the gel. The large rod-like chiral structures are utilized as efficient templates for the assembly of ultra-small luminescent achiral carbon nanodots. The transfer of optical activity from the chiral host matrix to the fluorescent guest nanoparticles resulted in the generation of circularly polarized luminescence signals from the hybrid nanocomposites. The use of blue, green and red-emitting nanodots led to the fabrication of multicolor chiral light-emitting materials capable of covering the entire visible range. Considering the numerous medicinal benefits offered by mandelic acid and carbon nanodots, the materials constituting the nanocomposites, the distinct dimensions presented in the current work open new avenues for chiral light emitting materials to be used in biomedical research.

Nanoscale published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, Application of 2-Hydroxy-2-phenylacetic acid.

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

Priebbenow, Daniel L. published the artcileDiscovery of Potent and Fast-Acting Antimalarial Bis-1,2,4-triazines, Safety of 3,3,3-Trifluoropropan-1-ol, the publication is Journal of Medicinal Chemistry (2021), 64(7), 4150-4162, database is CAplus and MEDLINE.

Novel 3,3′-disubstituted-5,5′-bi(1,2,4-triazine) compounds with potent in vitro activity against Plasmodium falciparum parasites were recently discovered. To improve the pharmacokinetic properties of the triazine derivatives, a new structure-activity relationship (SAR) investigation was initiated with a focus on enhancing the metabolic stability of lead compounds These efforts led to the identification of second-generation highly potent antimalarial bis-triazines, exemplified by triazine 23(I), which exhibited significantly improved in vitro metabolic stability (8 and 42μL/min/mg protein in human and mouse liver microsomes). The disubstituted triazine dimer 23 was also observed to suppress parasitemia in the Peters 4-day test with a mean ED₅₀ value of 1.85 mg/kg/day and exhibited a fast-killing profile, revealing a new class of orally available antimalarial compounds of considerable interest.

Journal of Medicinal Chemistry 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, Safety of 3,3,3-Trifluoropropan-1-ol.

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

Tharmalingam, Balamurugan published the artcileNitrogen rich triaminoguanidine-pyrrole conjugate as supramolecular synthon for the construction of charge-assisted hydrogen bonded network with various carboxylic acids, Application of 1-Hydroxy-2-naphthoic acid, the publication is Journal of Solid State Chemistry (2022), 122637, database is CAplus.

In this paper, we report the construction of hydrogen bonded supramol. assemblies of salt obtained from novel nitrogen rich C₃-sym. star-shaped triaminoguanidine-pyrrole conjugate and various carboxylic acids. Different types of supramol. assembly were achieved by using a variety of carboxylate anions. Formation of all compounds were confirmed by single crystal anal. The hydrogen bonded three-dimensional supramol. network assemblies (1-6) are harvested by utilizing traditional N-H···O, O-H···O, and weak C-H···π interactions. Among all salts, heterosynthons R¹₂(10) containing traditional N-H···O interactions are commonly observed The thermal stability of salt 1-6 has been examined by thermogravimetric anal. (TGA).

Journal of Solid State Chemistry published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C3H7BrO2S, Application of 1-Hydroxy-2-naphthoic acid.

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