Category: 2240-88-2

Vysotsky, Yu. B. published the artcileQuantum Chemical Semiempirical Approach to the Structural and Thermodynamic Characteristics of Fluoroalkanols at the Air/Water Interface, Recommanded Product: 3,3,3-Trifluoropropan-1-ol, the publication is Journal of Physical Chemistry B (2005), 109(1), 454-462, database is CAplus and MEDLINE.

In the framework of quantum chem. PM3 approximation, the geometrical structure and thermodn. functions characteristics of the formation of monomers (n = 1-14, 34), dimers (n = 1-14, 34), and trimers and tetramers (n = 1-8) of fluoroalkanols with the composition C_nF_2n+1CH₂CH₂OH are calculated It is shown that, in contrast to the fatty alcs., which have a flat zigzag structure, the fluoroalkanol monomers are helical with an average backbone torsion angle equal to 162°. For the min.-energy structure of dimers, the self-organization of the mols. in a dimer was observed; that leads to an opposite alternation of the torsion angles corresponding to the matching atoms in the two mols. that form the dimer. This results in the fact that the most stable conformation of the dimer is the double helix. The lead (39.5 Å) and diameter (7.3 Å) of the double helix are determined from the calculations of C₃₄F₆₉CH₂CH₂OH dimers. Enthalpy, entropy, and Gibbs energy of the clusterization are shown to be linearly dependent on the length of the fluorinated chain. From the anal. of these thermodn. quantities, it is concluded that dimerization of fluoroalkanols at the air/water interface takes place if the hydrocarbon link number exceeds 6, whereas for ordinary alcs. this characteristic number is 11. These calculated values agree with exptl. data. The additive scheme for the evaluation of the clusterization free energies for arbitrary clusters is developed and applied to obtain the estimate of the Gibbs clusterization energy for infinitely large clusters.

Journal of Physical Chemistry B 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 C11H8O3, Recommanded Product: 3,3,3-Trifluoropropan-1-ol.

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

Kelly, Tanya published the artcileA Kinetic and Mechanistic Study of the Reactions of OH Radicals and Cl Atoms with 3,3,3-Trifluoropropanol under Atmospheric Conditions, Synthetic Route of 2240-88-2, the publication is Journal of Physical Chemistry A (2005), 109(2), 347-355, database is CAplus and MEDLINE.

Product distribution studies of the OH radical and Cl atom initiated oxidation of CF₃CH₂CH₂OH in air at 1 atm and 298 ± 5 K have been carried out in laboratory and outdoor atm. simulation chambers in the presence and absence of NO_x. The results show that CF₃CH₂CHO is the only primary product and that the aldehyde is fairly rapidly removed from the system. In the absence of NO_x the major degradation product of CF₃CH₂CHO is CF₃CHO, and the combined yields of the two aldehydes formed from CF₃CH₂CH₂OH are close to unity (0.95 ± 0.05). In the presence of NO_x small amounts of CF₃CH₂C(O)O₂NO₂ were also observed (<15%). At longer reaction times CF₃CHO is removed from the system to give mainly CF₂O. The laser photolysis-laser induced fluorescence technique was used to determine values of k(OH + CF₃CH₂CH₂OH) = (0.89 ± 0.03) × 10^-12 and k(OH + CF₃CH₂CHO) = (2.96 ± 0.04) × 10^-12 cm³ mol.^-1 s^-1. A relative rate method has been employed to measure the rate coefficients k(OH + CF₃CH₂CH₂OH) = (1.08 ± 0.05) × 10^-12, k(OH + C₆F₁₃CH₂CH₂OH) = (0.79 ± 0.08) × 10^-12, k(Cl + CF₃CH₂CH₂OH) = (22.4 ± 0.4) × 10^-12, and k(Cl + CF₃CH₂CHO) = (25.7 ± 0.4) × 10^-12 cm³ mol.^-1 s^-1. The results from this investigation are discussed in terms of the possible importance of emissions of fluorinated alcs. as a source of fluorinated carboxylic acids in the environment.

Journal of Physical Chemistry A 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, Synthetic Route of 2240-88-2.

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

Pettus, Liping H. published the artcileDiscovery of AM-6494: A Potent and Orally Efficacious β-Site Amyloid Precursor Protein Cleaving Enzyme 1 (BACE1) Inhibitor with in Vivo Selectivity over BACE2, Formula: C3H5F3O, the publication is Journal of Medicinal Chemistry (2020), 63(5), 2263-2281, database is CAplus and MEDLINE.

β-Site amyloid precursor protein cleaving enzyme 1 (BACE1) is an aspartyl protease that plays a key role in the production of amyloid β (Aβ) in the brain and has been extensively pursued as a target for the treatment of Alzheimer’s disease (AD). BACE2, an aspartyl protease that is structurally related to BACE1, has been recently reported to be involved in melanosome maturation and pigmentation. Herein, we describe the development of a series of cyclopropylthiazines as potent and orally efficacious BACE1 inhibitors. Lead optimization led to the identification of 20, a mol. with biochem. IC₅₀ BACE2/BACE1 ratio of 47. Administration of 20 resulted in no skin/fur color change in a 13-day mouse hypopigmentation study and demonstrated robust and sustained reduction of CSF and brain Aβ₄₀ levels in rat and monkey pharmacodynamic models. On the basis of a compelling data package, 20 (AM-6494) was advanced to preclin. development.

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, Formula: C3H5F3O.

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

Mowbray, Charles E. published the artcileDNDI-6148: A Novel Benzoxaborole Preclinical Candidate for the Treatment of Visceral Leishmaniasis, Application In Synthesis of 2240-88-2, the publication is Journal of Medicinal Chemistry (2021), 64(21), 16159-16176, database is CAplus and MEDLINE.

Visceral leishmaniasis (VL) is a parasitic disease endemic across multiple regions of the world and is fatal if untreated. Current therapies are unsuitable, and there is an urgent need for safe, short-course, and low-cost oral treatments to combat this neglected disease. The benzoxaborole chemotype has previously delivered clin. candidates for the treatment of other parasitic diseases. Here, we describe the development and optimization of this series, leading to the identification of compounds with potent in vitro and in vivo antileishmanial activity. The lead compound (DNDI-6148) combines impressive in vivo efficacy (>98% reduction in parasite burden) with pharmaceutical properties suitable for onward development and an acceptable safety profile. Detailed mode of action studies confirm that DNDI-6148 acts principally through the inhibition of Leishmania cleavage and polyadenylation specificity factor (CPSF3) endonuclease. As a result of these studies and its promising profile, DNDI-6148 has been declared a preclin. candidate for the treatment of VL.

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, Application In Synthesis of 2240-88-2.

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

Tomar, Pooja published the artcilePhotochemical activation of SF₆ by N-heterocyclic carbenes to provide a deoxyfluorinating reagent, Synthetic Route of 2240-88-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(70), 9753-9756, database is CAplus and MEDLINE.

The activation of the greenhouse gas SF₆ using electron-rich N-heterocyclic carbenes gave 2,2-difluoroimidazolines or 2,2-difluoroimidazolidines as well as 2-thio derivatives of the carbene precursors. The N-heterocyclic carbenes can also convert SF₄ to give similar products. The difluoroimidazolidine derivatives were applied in deoxyfluorination reactions. Furthermore, the activation of SF₆ and the fluorination can be coupled in a one-pot process to convert 1-octanol into 1-fluorooctane.

Chemical Communications (Cambridge, United Kingdom) 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 C7H13BrSi, Synthetic Route of 2240-88-2.

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

Schmidt, Tobias published the artcileBiotransformation of trans-1-chloro-3,3,3-trifluoropropene (trans-HCFO-1233zd), Product Details of C3H5F3O, the publication is Toxicology and Applied Pharmacology (2013), 268(3), 343-351, database is CAplus and MEDLINE.

Trans-1-Chloro-3,3,3-trifluoropropene (trans-HCFO-1233zd) is a novel foam blowing and precision cleaning agent with a very low impact for global warming and ozone depletion. trans-HCFO-1233zd also has a low potential for toxicity in rodents and is neg. in genotoxicity testing. The biotransformation of trans-HCFO-1233zd and kinetics of metabolite excretion with urine were assessed in vitro and in animals after inhalation exposures. For in vitro characterization, liver microsomes from rats, rabbits and humans were incubated with trans-HCFO-1233zd. Male Sprague Dawley rats and female New Zealand White rabbits were exposed to 2,000, 5,000 and 10,000 ppm for 6 h and urine was collected for 48 h after the end of the exposure. Study specimens were analyzed for metabolites using ¹⁹F NMR, LC-MS/MS and GC/MS. S-(3,3,3-trifluoro-trans-propenyl)-glutathione was identified as predominant metabolite of trans-HCFO-1233zd in all microsomal incubation experiments in the presence of glutathione. Products of the oxidative biotransformation of trans-HCFO-1233zd were only minor metabolites when glutathione was present. In rats, both 3,3,3-trifluorolactic acid and N-acetyl-(3,3,3-trifluoro-trans-propenyl)-L-cysteine were observed as major urinary metabolites. 3,3,3-Trifluorolactic acid was not detected in the urine of rabbits. Quantitation showed rapid excretion of both metabolites in both species (t_1/2 < 6 h) and the extent of biotransformation of trans-HCFO-1233zd was determined as approx. 0.01% of received dose in rabbits and approx. 0.002% in rats. trans-HCFO-1233zd undergoes both oxidative biotransformation and glutathione conjugation at very low rates. The low extent of biotransformation and the rapid excretion of metabolites formed are consistent with the very low potential for toxicity of trans-HCFO-1233zd in mammals.

Toxicology and Applied Pharmacology 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, Product Details of C3H5F3O.

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

Macsari, Istvan published the artcile3-Oxoisoindoline-1-carboxamides: Potent, State-Dependent Blockers of Voltage-Gated Sodium Channel Na_V1.7 with Efficacy in Rat Pain Models, Related Products of alcohols-buliding-blocks, the publication is Journal of Medicinal Chemistry (2012), 55(15), 6866-6880, database is CAplus and MEDLINE.

The voltage-gated sodium channel Na_V1.7 is believed to be a critical mediator of pain sensation based on clin. genetic studies and pharmacol. results. Clin. utility of nonselective sodium channel blockers is limited due to serious adverse drug effects. Here, we present the optimization, structure-activity relationships, and in vitro and in vivo characterization of a novel series of Na_V1.7 inhibitors based on the oxoisoindoline core. Extensive studies with focus on optimization of Na_V1.7 potency, selectivity over Na_V1.5, and metabolic stability properties produced several interesting oxoisoindoline carboxamides (16A, 26B, 28, 51, 60, and 62) that were further characterized. The oxoisoindoline carboxamides interacted with the local anesthetics binding site. In spite of this, several compounds showed functional selectivity vs. Na_V1.5 of more than 100-fold. This appeared to be a combination of subtype and state-dependent selectivity. Compound 28 showed concentration-dependent inhibition of nerve injury-induced ectopic in an ex vivo DRG preparation from SNL rats. Compounds 16A and 26B demonstrated concentration-dependent efficacy in preclin. behavioral pain models. The oxoisoindoline carboxamides series described here may be valuable for further investigations for pain therapeutics.

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, Related Products of alcohols-buliding-blocks.

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

Toutov, Anton A. published the artcileSodium Hydroxide Catalyzed Dehydrocoupling of Alcohols with Hydrosilanes, Computed Properties of 2240-88-2, the publication is Organic Letters (2016), 18(22), 5776-5779, database is CAplus and MEDLINE.

An O-Si bond construction protocol employing abundantly available and inexpensive NaOH as the catalyst is described. The method enables the cross-dehydrogenative coupling of an alc. and hydrosilane to directly generate the corresponding silyl ether under mild conditions and without the production of stoichiometric salt byproducts. The scope of both coupling partners is excellent, positioning the method for use in complex mol. and materials science applications. A novel Si-based cross-coupling reagent is also reported.

Organic Letters 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 C13H18N2, Computed Properties of 2240-88-2.

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

Baud, Matthias G. J. published the artcileAminobenzothiazole derivatives stabilize the thermolabile p53 cancer mutant Y220C and show anticancer activity in p53-Y220C cell lines, Category: alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2018), 101-114, database is CAplus and MEDLINE.

Many cancers have the tumor suppressor p53 inactivated by mutation, making reactivation of mutant p53 with small mols. a promising strategy for the development of novel anticancer therapeutics. The oncogenic p53 mutation Y220C, which accounts for approx. 100,000 cancer cases per yr, creates an extended surface crevice in the DNA-binding domain, which destabilizes p53 and causes denaturation and aggregation. Here, we describe the structure-guided design of a novel class of small-mol. Y220C stabilizers and the challenging synthetic routes developed in the process. The synthesized chem. probe MB710, an aminobenzothiazole derivative, binds tightly to the Y220C pocket and stabilizes p53-Y220C in vitro. MB725, an ethylamide analog of MB710, induced selective viability reduction in several p53-Y220C cancer cell lines while being well tolerated in control cell lines. Reduction of viability correlated with increased and selective transcription of p53 target genes such as BTG2, p21, PUMA, FAS, TNF, and TNFRSF10B, which promote apoptosis and cell cycle arrest, suggesting compound-mediated transcriptional activation of the Y220C mutant. Our data provide a framework for the development of a class of potent, non-toxic compounds for reactivating the Y220C mutant in anticancer therapy.

European 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, Category: alcohols-buliding-blocks.

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

Timperley, Christopher M. published the artcileFluorinated phosphorus compounds Part 6. The synthesis of bis(fluoroalkyl) phosphites and bis(fluoroalkyl) phosphorohalidates, HPLC of Formula: 2240-88-2, the publication is Journal of Fluorine Chemistry (2002), 113(1), 65-78, database is CAplus.

Reaction of P trichloride with tert-BuOH and fluoro alcs. gave bis(fluoroalkyl) phosphites (R_FO)₂P(O)H in 42-89% yield, where R_F = HCF₂CH₂, H(CF₂)₂CH₂, H(CF₂)₄CH₂, CF₃CH₂, C₂F₅CH₂, C₃F₇CH₂, (CF₃)₂CH, (FCH₂)₂CH, CF₃Me₂C, (CF₃)₂CH₃C, CF₃CH₂CH₂, C₄F₉CH₂CH₂ and C₆F₁₃CH₂CH₂. Treatment of these with Cl₂ in CH₂Cl₂ gave the bis(fluoroalkyl) phosphorochloridates (R_FO)₂P(O)Cl in 49-96% yield. The chloridate (CF₃CH₂O)₂P(O)Cl was isolated in much lower yield from the interaction of thionyl chloride with bis(trifluoroethyl) phosphite. Heating the latter in CH₂Cl₂ with KF and a catalytic amount of HO₂CCF₃ gave the corresponding fluoridate (CF₃CH₂O)₂P(O)F in 84% yield. Treatment of bis(trifluoroethyl) phosphite with Br₂ or I₂ gave the bromidate (CF₃CH₂O)₂P(O)Br and iodidate (CF₃CH₂O)₂P(O)I in 51 and 46% yield, resp. The iodidate is the 1st dialkyl phosphoroiodidate to have been isolated and characterized properly-its discovery lags behind the 1st isolation of a dialkyl phosphorochloridate by over 130 yr. The fluoroalkyl phosphoryl compounds are generally more stable than known unfluorinated counterparts.

Journal of Fluorine 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 C7H13NO2, HPLC of Formula: 2240-88-2.

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