Month: November 2022

Pillow, Thomas H. published the artcileAntibody Conjugation of a Chimeric BET Degrader Enables in vivo Activity, Application of 2-Methyl-2-sulfanylpropan-1-ol, the publication is ChemMedChem (2020), 15(1), 17-25, database is CAplus and MEDLINE.

The ability to selectively degrade proteins with bifunctional small mols. has the potential to fundamentally alter therapy in a variety of diseases. However, the relatively large size of these chimeric mols. often results in challenging physico-chem. properties (e. g., low aqueous solubility) and poor pharmacokinetics which may complicate their in vivo applications. We recently discovered an exquisitely potent chimeric BET degrader (GNE-987) which exhibited picomolar cell potencies but also demonstrated low in vivo exposures. In an effort to improve the pharmacokinetic properties of this mol., we discovered the first degrader-antibody conjugate by attaching GNE-987 to an anti-CLL1 antibody via a novel linker. A single IV dose of the conjugate afforded sustained in vivo exposures that resulted in antigen-specific tumor regressions. Enhancement of a chimeric protein degrader with poor in vivo properties through antibody conjugation thereby expands the utility of directed protein degradation as both a biol. tool and a therapeutic possibility.

ChemMedChem published new progress about 73303-88-5. 73303-88-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Alcohol, name is 2-Methyl-2-sulfanylpropan-1-ol, and the molecular formula is C4H10OS, Application of 2-Methyl-2-sulfanylpropan-1-ol.

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

Patel, Grishma H. published the artcileRp-hplc method development and validation for simultaneous estimation of efonidipine hydrochloride ethanolate and telmisartan in their synthetic mixture, Recommanded Product: 2-(Benzyl(phenyl)amino)ethyl 5-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate ethanol hydrochloride, the publication is International Journal of Pharmaceutics and Drug Analysis (2021), 9(3), 190-195, database is CAplus.

A Novel, selective, accurate and rapid Reversed Phase High Performance Liquid Chromatog. (RPHPLC) method for the anal. of Efonidipine Hydrochloride Ethanolate and Telmisartan in binary mixture has been developed and validated. The chromatog. system consisted of a Phenomenex Kinetex 5μ C18 Size: 150 * 4.6mm column and the separation was achieved by using ambient temperature with a mobile phase containing mobile Phase Acetonitrile:25mM Phosphate Buffer pH 4.9 (45:55). The samples were monitored at 253 nm for detection at a flow rate of 1.0 mL/min and the retention time was about 7.77 and 4.10 mins for Efonidipine Hydrochloride Ehanolate and Telmisartan resp. The calibration curve was linear over the concentration range 5-30 and 10-60μg/mL for Efonidipine Hydrochloride Ehanolate and Telmisartan resp. The proposed method is accurate in the range of 99.75% – 100.10% recovery and precise (%RSD of intraday variation and % RSD of inter day variation were found to be within the acceptance criteria). Therefore, this method can be used as a more convenient and efficient option for the anal. of Efonidipine Hydrochloride Ehanolate and Telmisartan in Quality control laboratory

International Journal of Pharmaceutics and Drug Analysis published new progress about 111011-76-8. 111011-76-8 belongs to alcohols-buliding-blocks, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is 2-(Benzyl(phenyl)amino)ethyl 5-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate ethanol hydrochloride, and the molecular formula is C36H45ClN3O8P, Recommanded Product: 2-(Benzyl(phenyl)amino)ethyl 5-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate ethanol hydrochloride.

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

Basu Baul, Tushar S. published the artcileSynthesis and structural characterization of diorganotin(IV) complexes with heteroditopic pyridyl-ONO’-ligands, Application In Synthesis of 96-20-8, the publication is Inorganica Chimica Acta (2020), 119892, database is CAplus.

A series of eight novel diorganotin(IV) complexes with heteroditopic pyridyl-ONO’-ligands were prepared viz., [Me₂Sn(L¹)]₂·2(H₂O) (1), [n-Bu₂Sn(L¹)]₂ (2), [Ph₂Sn(L¹)] (3), [Me₂Sn(L²)]₂·2(H₂L²) (4), [n-Bu₂Sn(L²)]₂ (5), [Ph₂Sn(L²)]·0.5(C₆H₆) (6), [Me₂Sn(L³)]₂ (7) and [n-Bu₂Sn(L³)]₂ (8) and structurally characterized. Irresp. of the type of diazo L ligand, the dimethyl- and di-n-butyltin(IV) compounds are dinuclear species with an inversion center in the middle of the {Sn₂O₂} cores affording metals with coordination number six. The mononuclear compounds 3 and 6, with the bulky Ph ligands, present the tin cations with highly distorted square pyramid geometries. The detection of a conformation in the (Lⁿ)^2- ligand in the solid state structures of 3, 4 and 8 which is different from the one in the remaining compounds suggests that the packing of the mols. conceivably have a greater influence than the imine substituents or the metal co-ligands. The solution ¹H and ¹³C NMR of compounds 4–6 displayed an anisochronous behavior of dimethyl-, di-n-butyl- and diphenyltin parts while those of compounds 1–3 are isochronous. The ¹¹⁹Sn NMR chem. shift displacements of all the compounds are indicative of five-coordinate tin atoms, thus revealing dissociation in solution of the dinuclear 1, 2, 4, 5, 7 and 8 complexes.

Inorganica Chimica Acta published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Application In Synthesis of 96-20-8.

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

Basu Baul, Tushar published the artcileSynthesis, characterization and structural systematics in diorganotin complexes with O,N,O’-tris-chelating semirigid diaza-scaffolds: Mono- vs. di-nuclear compounds, Synthetic Route of 96-20-8, the publication is Journal of Organometallic Chemistry (2020), 121522, database is CAplus.

Nine novel diorganotin(IV) complexes of O,N,O’ chelating ligands were synthesized viz., [Bu₂Sn(L²)]₂·0.25 (C₆H₁₄) (1), [Me₂Sn(L¹)]₂·(C₇H₈) (2), [Bu₂Sn(L¹)]₂·(C₇H₈) (3), [Me₂Sn(L³)]₂·(C₇H₈) (4), 2 [Bu₂Sn(L³)]₂·4 (Bu₂Sn(L³)) (5), [Ph₂Sn(L³)] (6), [Ph₂Sn(L¹)] (7), [Ph₂Sn(L⁴)] (8) and [Ph₂Sn(L²)] (9) and structurally characterized. The ligand scaffolds differ with respect to the chem. link between the coordinating N and O atoms, which is either an alkyl or an aryl moiety. Diffraction results indicate that the smallest Me groups favor dimerization via Sn-O-Sn bridging and six-coordination at the cation. Among these dinuclear derivatives, more asym. O bridges and longer Sn···Sn separations are found for the less nucleophilic phenolate O. In contrast, the bulky Ph substituents prevent aggregation for both classes of ligands and always lead to five-coordinated mononuclear species. The Bu groups are sterically more demanding than Me but flexible, resulting in an intermediate behavior. When the O,N,O’ ligand with phenolate O coordinates a SnBu₂ fragment, a borderline situation occurs and both mono- and dinuclear complexes coexist in the same crystalline solid. For better comparability the authors introduce a slightly modified geometry index τ’₅, in which the basal angle α is subtended by the organic substituents, regardless of its absolute value. τ’₅ represents a sensitive indicator for the coordination geometry about Sn^IV. Sn NMR results revealed that all compounds exist as mononuclear pentacoordinated species in solution

Journal of Organometallic Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Synthetic Route of 96-20-8.

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

Mukherji, Ananya published the artcileSterically Strained Bronsted Pair Catalysis by Bulky Pyridinium Salts: Direct Stereoselective Synthesis of 2-Deoxy and 2,6-Dideoxy-β-thioglycosides from Glycals, HPLC of Formula: 20880-92-6, the publication is Journal of Organic Chemistry (2021), 86(23), 17226-17243, database is CAplus and MEDLINE.

A sterically strained ionic Bronsted pair complex obtained from a sterically bulky base 2,4,6-tri-tert-butylpyridine and hydrochloric acid unusual reactivity to the anionic chloride. The complete shielding of the cationic [N-H]⁺ by the bulky ortho-tert-Bu groups weakens the possible hydrogen-bonding interactions with the chloride anion, and the [N-H]⁺···Cl^– distance is unusually longer (3.10 Å). This results in strained/frustrated electrostatic interactions between the ion-pair, thus infusing an increased reactivity in both of the ions, which results in the activation of a third mol. like thiol via hydrogen-bonding. This intriguing weak interaction-based reactivity has been utilized to develop an organocatalytic synthesis of 2-deoxy-β-thioglycosides from glycals. While the ¹H NMR studies showcase the diamagnetic activation of thiols in the presence of the catalyst, the ESR (EPR) studies reveal the generation of a radical species that suggests a possible frustrated radical pair catalysis. Besides, IR spectroscopic studies explain the intriguing influence of size/charge d. of the anion on the solvation-insusceptible, cationic [TTBPyH]⁺ and on the observed reactivity.

Journal of Organic Chemistry published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, HPLC of Formula: 20880-92-6.

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

Sawkar, Anu R. published the artcileGaucher Disease-Associated Glucocerebrosidases Show Mutation-Dependent Chemical Chaperoning Profiles, Category: alcohols-buliding-blocks, the publication is Chemistry & Biology (Cambridge, MA, United States) (2005), 12(11), 1235-1244, database is CAplus and MEDLINE.

Summary: Gaucher disease is a lysosomal storage disorder caused by deficient glucocerebrosidase activity. We have previously shown that the cellular activity of the most common Gaucher disease-associated glucocerebrosidase variant, N370S, is increased when patient-derived cells are cultured with the chem. chaperone N-nonyl-deoxynojirimycin. Chem. chaperones stabilize proteins against misfolding, enabling their trafficking from the endoplasmic reticulum. Herein, the generality of this therapeutic strategy is evaluated with other glucocerebrosidase variants and with addnl. candidate chem. chaperones. Improved chem. chaperones are identified for N370S glucocerebrosidase. Moreover, we demonstrate that G202R, a glucocerebrosidase variant that is known to be retained in the endoplasmic reticulum, is also amenable to chem. chaperoning. The L444P variant is not chaperoned by any of the active site-directed mols. tested, likely because this mutation destabilizes a domain distinct from the catalytic domain.

Chemistry & Biology (Cambridge, MA, United States) published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H28O5S, Category: alcohols-buliding-blocks.

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

Simoes, Ana V. C. published the artcileAmphiphilic meso(sulfonate ester fluoroaryl)porphyrins: refining the substituents of porphyrin derivatives for phototherapy and diagnostics, Quality Control of 2240-88-2, the publication is Tetrahedron (2012), 68(42), 8767-8772, database is CAplus.

A set of amphiphilic fluorinated porphyrins appended with sulfonate ester groups were synthesized and fully characterized. The reaction proceeds efficiently, with high yields, with an improved methodol. Their potential use as imaging and phototherapeutic agents was assessed measuring relevant photophys. properties. It is shown that these porphyrins have good photostability, long triplet lifetimes (between 47 μs and 102 μs), high singlet oxygen quantum yields (0.74≤FD≤1.00), low fluorescence quantum yields (<0.04) and sharp ¹⁹F NMR peaks. The data on the new meso(sulfonate ester fluoroaryl)porphyrins illustrate the potential of perfluorinated sulfonate esters to improve phys. properties relevant for cancer imaging and photodynamic therapy.

Tetrahedron 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 C10H16Br3N, Quality Control of 2240-88-2.

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

Abraham, Michael H. published the artcileDescriptors for fluorotelomere alcohols. Calculation of physicochemical properties, Application of 3,3,3-Trifluoropropan-1-ol, the publication is Physics and Chemistry of Liquids (2021), 59(6), 932-937, database is CAplus.

Abraham model solute descriptors are calculated for several environmentally important fluorotelomer alcs. from published partition coefficient and solubility data. The various descriptors all show a gradual trend from 1:2FTOH to 8:2FTOH. The maximum deviation from self-consistent values is 0.19 log units in the calculations on vapor pressure (concentration in air) and solubility in water (concentration in water).

Physics and Chemistry of Liquids 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, Application of 3,3,3-Trifluoropropan-1-ol.

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

Mazari, Shaukat Ali published the artcileThermal degradation kinetics of morpholine for carbon dioxide capture, Recommanded Product: 2-Morpholinoethanol, the publication is Journal of Environmental Chemical Engineering (2020), 8(3), 103814, database is CAplus.

Deterioration of amines under process operating conditions for sour gas treatment is a severe problem. New amines are being investigated to replace conventional amines which face operational, economic and environmental challenges. Morpholine (MOR) is an understudied amine for carbon dioxide (CO₂) capture which comes with good CO₂ capture characteristics like CO₂ absorption rate, CO₂ solubility etc. This study investigates the stability of aqueous morpholine under stripper conditions. Effect of CO₂ loading and temperature have been investigated on the degradation kinetics of MOR. CO₂ loading is varied from 0 to 0.48 mol CO₂/mol alkalinity and temperatures is varied 135-190°C. Thermal degradation experiments were conducted using 316 stainless steel cylinders, closed with Swagelok endcaps. The degraded samples were analyzed by using Gas Chromatog.-Mass Spectrometry (GC-MS), Gas Chromatog.-Flame Ionization Detector (GC-FID) and Liquid Chromatog. Quadrupole Time-of-Flight Mass Spectrometry (LC-QToF-MS) for morpholine concentration and identification of degradation products. Morpholine demonstrated higher stability up to 150°C. However, higher degradation rate is found at temperatures 175°C and above. Degradation rate increases with CO₂ loading. Identified degradation products are tabulated in the text and reaction mechanisms for formation of some of the key degradation products are also provided. A kinetic model for the rate of degradation of morpholine is proposed, which shows a decent agreement with exptl. data. Comparison shows that morpholine is thermally more stable compared to monoethanolamine (MEA), diethanolamine (DEA), methyldiethanolamine (MDEA) and piperazine (PZ).

Journal of Environmental Chemical Engineering 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

Bolli, Martin H. published the artcileNovel S1P₁ Receptor Agonists – Part 3: From Thiophenes to Pyridines, Application In Synthesis of 57044-25-4, the publication is Journal of Medicinal Chemistry (2014), 57(1), 110-130, database is CAplus and MEDLINE.

In preceding communications the authors summarized the authors’ medicinal chem. efforts leading to the identification of thiophene derivatives acting as potent, selective, and orally active S1P₁ agonists. As a continuation of these efforts, the authors replaced the thiophene by a 2-, 3-, or 4-pyridine and obtained less lipophilic, potent, and selective S1P₁ agonists (e.g., efficiently reducing blood lymphocyte count in the rat). Structural features influencing the compounds’ receptor affinity profile and pharmacokinetics are discussed. In addition, the ability to penetrate brain tissue has been studied for several compounds As a typical example for these pyridine based S1P₁ agonists, N-((S)-3-{4-[5-(2-Diethylamino-6-methylpyridin4-yl)[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide showed EC₅₀ values of 0.6 and 352 nM for the S1P₁ and S1P₃ receptor, resp., displayed favorable PK properties, and penetrated well into brain tissue. In the rat, N-((S)-3-{4-[5-(2-Diethylamino-6-methylpyridin4-yl)[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide maximally reduced the blood lymphocyte count for at least 24 h after oral dosing of 3 mg/kg.

Journal of Medicinal Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Application In Synthesis of 57044-25-4.

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