Category: 359-38-6

Hansch, Corwin published the artcileA quantitative structure-activity relationship and molecular graphics analysis of hydrophobic effects in the interactions of inhibitors with alcohol dehydrogenase, Formula: C2H3F2NO, the main research area is alc dehydrogenase inhibitor QSAR; liver alc dehydrogenase inhibitor QSAR; structure activity alc dehydrogenase inhibitor.

An anal. of the Ki values of pyrazoles, phenylacetamides, formylbenzylamines, and acetamides acting on liver alc. dehydrogenase (ADH) yielded quant. structure-activity relations (QSAR) having a linear dependency on octanol-water partition coefficients (P). The average coefficient and standard deviation with the log P term for 6 different QSARs was 0.96. This suggested complete desolvation of the substituents (directly comparable to partitioning into octanol) on binding to the enzyme. A study of a mol. graphics model of ADH constructed from x-ray crystallog. coordinates showed that the substituents are engulfed in a long hydrophobic channel which is so narrow that water of solvation must be removed from them in the binding process.

Journal of Medicinal Chemistry published new progress about Enzyme kinetics. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Formula: C2H3F2NO.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Grunewald, Gary L. published the artcileApplication of the Goldilocks Effect to the Design of Potent and Selective Inhibitors of Phenylethanolamine N-Methyltransferase: Balancing pKa and Steric Effects in the Optimization of 3-Methyl-1,2,3,4-tetrahydroisoquinoline Inhibitors by β-Fluorination, Related Products of amides-buliding-blocks, the main research area is tetrahydroisoquinoline SAR preparation THIQ adrenoceptor PNMT.

3-Methyl-1,2,3,4-tetrahydroisoquinolines (3-methyl-THIQs) are potent inhibitors of phenylethanolamine N-methyltransferase (PNMT), but are not selective due to significant affinity for the α2-adrenoceptor. Fluorination of the Me group lowers the pKa of the THIQ amine from 9.53 (CH3) to 7.88 (CH2F), 6.42 (CHF2), and 4.88 (CF3). This decrease in pKa results in a reduction in affinity for the α2-adrenoceptor. However, increased fluorination also results in a reduction in PNMT inhibitory potency, apparently due to steric and electrostatic factors. Biochem. evaluation of a series of 3-fluoromethyl-THIQs and 3-trifluoromethyl-THIQs showed that the former were highly potent inhibitors of PNMT, but were often nonselective due to significant affinity for the α2-adrenoceptor, while the latter were devoid of α2-adrenoceptor affinity, but also lost potency at PNMT. 3-Difluoromethyl-7-substituted-THIQs have the proper balance of both steric and pKa properties and thus have enhanced selectivity vs. the corresponding 3-fluoromethyl-7-substituted-THIQs and enhanced PNMT inhibitory potency vs. the corresponding 3-trifluoromethyl-7-substituted-THIQs. Using the “”Goldilocks Effect”” analogy, the 3-fluoromethyl-THIQs are too potent (too hot) at the α2-adrenoceptor and the 3-trifluoromethyl-THIQs are not potent enough (too cold) at PNMT, but the 3-difluoromethyl-THIQs are just right. They are both potent inhibitors of PNMT and highly selective due to low affinity for the α2-adrenoceptor. This seems to be the first successful use of the β-fluorination of aliphatic amines to impart selectivity to a pharmacol. agent while maintaining potency at the site of interest.

Journal of Medicinal Chemistry published new progress about Pharmacokinetics. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Related Products of amides-buliding-blocks.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Popelier, P. L. A. published the artcileQSAR models based on quantum topological molecular similarity, Recommanded Product: 2,2-Difluoroacetamide, the main research area is QSAR model quantum topol similarity.

A new method called quantum topol. mol. similarity (QTMS) was fairly recently proposed [J. Chem. Inf. Comp. Sc., 41, 2001, 764] to construct a variety of medicinal, ecol. and phys. organic QSAR/QSPRs. QTMS method uses quantum chem. topol. (QCT) to define electronic descriptors drawn from modern ab initio wave functions of geometry-optimized mols. It was shown that the current abundance of computing power can be utilized to inject realistic descriptors into QSAR/QSPRs. In this article the authors study seven datasets of medicinal interest: the dissociation constants (pKa) for a set of substituted imidazolines, the pKa of imidazoles, the ability of a set of indole derivatives to displace [3H] flunitrazepam from binding to bovine cortical membranes, the influenza inhibition constants for a set of benzimidazoles, the interaction constants for a set of amides and the enzyme liver alc. dehydrogenase, the natriuretic activity of sulfonamide carbonic anhydrase inhibitors and the toxicity of a series of benzyl alcs. A partial least square anal. in conjunction with a genetic algorithm delivered excellent models. They are also able to highlight the active site, of the ligand or the mol. whose structure determines the activity. The advantages and limitations of QTMS are discussed.

European Journal of Medicinal Chemistry published new progress about Antiviral agents. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Recommanded Product: 2,2-Difluoroacetamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Farand, Julie published the artcileDiscovery of Potent and Selective MTH1 Inhibitors for Oncology: Enabling Rapid Target (In)Validation, Product Details of C2H3F2NO, the main research area is antitumor drug target MTH1 inhibitor preparation tetrahydro naphthyridine derivative.

We describe the discovery of three structurally differentiated potent and selective MTH1 inhibitors and their subsequent use to investigate MTH1 as an oncol. target, culminating in target (in)validation. Tetrahydronaphthyridine 5 was rapidly identified as a highly potent MTH1 inhibitor (IC50 = 0.043 nM). Cocrystn. of 5 with MTH1 revealed the ligand in a Φ-cis-N-(pyridin-2-yl)acetamide conformation enabling a key intramol. hydrogen bond and polar interactions with residues Gly34 and Asp120. Modification of literature compound TH287 with O- and N-linked aryl and alkyl aryl substituents led to the discovery of potent pyrimidine-2,4,6-triamine 25 (IC50 = 0.49 nM). Triazolopyridine 32 emerged as a highly selective lead compound with a suitable in vitro profile and desirable pharmacokinetic properties in rat. Elucidation of the DNA damage response, cell viability, and intracellular concentrations of oxo-NTPs (oxidized nucleoside triphosphates) as a function of MTH1 knockdown and/or small mol. inhibition was studied. Based on our findings, we were unable to provide evidence to further pursue MTH1 as an oncol. target.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Product Details of C2H3F2NO.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Kolaskar, A. S. published the artcileNonplanar peptide unit. III. Quantum chemical calculations for related compounds and experimental x-ray diffraction data, Product Details of C2H3F2NO, the main research area is non planar distortion amide; MO peptide distortion; x ray peptide; conformation peptide.

The nonplanar distortions of the amide group in HCONH2, MeCONH2, MeCONHMe, and MeCONHEt were examined using CNDO/2 and INDO (CNDO = complete neglect of differential overlap, INDO = intermediate neglect of differential overlap) methods. The predictions from these methods are compared with the results obtained from x-ray and neutron diffraction studies on crystals of small open peptides, cyclic peptides, and amides. It is shown that the INDO results are in good agreement with observation, and that the dihedral angles θN and Δω are correlated by the relation ON = -2Δω, while θc is small and uncorrelated with Δω.

Biopolymers published new progress about Molecular orbital. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Product Details of C2H3F2NO.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Hughes, D. O. published the artcileCrystal and molecular structure of difluoroacetamide, Safety of 2,2-Difluoroacetamide, the main research area is structure difluoroacetamide; fluoroacetamide structure; acetamide fluoro structure.

The structure of difluoroacetamide was determined from 3-dimensional counter-measured data. Libration corrections were applied to the full-matrix least-squares refined parameters. The principal interat. distances are C-C 1.543 (7), C-F 1.361 (9), and 1.364 (9), C-N 1.334 (8), and C-O 1.247 (8) Å.

Acta Crystallographica, Section B: Structural Crystallography and Crystal Chemistry published new progress about Crystal structure. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Safety of 2,2-Difluoroacetamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Dominguez, Rodrigo published the artcileElucidation of the photodegradation mechanism of CCl3C(O)NH2, CClF2C(O)NH2 and CF3C(O)NH2 in solid state (266 nm) and solution (254 nm). Experimental and theoretical studies, Safety of 2,2-Difluoroacetamide, the main research area is trifluoroacetamide trichloroacetamide difluoroacetamide photodegradation absorption electronic transition.

In this work we present the study of the direct photolysis processes for 2,2,2-trichloroacetamide (TCA), 2-chloro-2, 2-difluoroacetamide (CDFA) and 2,2,2-trifluoroacetamide (TFA), in solid state and solution CH3OH, CH3CN and H2O were used as solvents, and the irradiation (254 nm) was carried out in oxygen enriched as well as in oxygen free (N2 bubbled) solutions The 266 nm light was reserved for the solid samples. In solution, the process was followed by UV-vis spectroscopy and the products analyzed by gas chromatog. coupled to mass spectrometry (GC-MS); while the gas phase products from the solid photodegradation processes, were followed by FTIR spectroscopy. The main electronic transitions were assigned on the bases of chem. calculations, and they do corroborate the proposed mechanisms. For both TCA and CDFA, the breakdown of the C-Cl bond is observed as the major process, with an activation energy of around 42 kcal/mol (in solution) and 27 kcal/mol (in gas phase), and a quantum yield of 0.01. TFA does not degrade under these exptl. conditions.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about Activation energy. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Safety of 2,2-Difluoroacetamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Srivastava, Ravi Kumar published the artcileQuantum chemical descriptors based QSAR study on inhibitors of enzyme alcohol dehydrogenase, Quality Control of 359-38-6, the main research area is QSAR alc dehydrogenase inhibitor amide pyrazole quantum chem descriptor.

Descriptors, heat of formation, energy of HOMO, total energy, absolute hardness, global hardness and chem. potential in different combinations, have been used to develop QSAR models of inhibitors of enzyme alc. dehydrogenase. The inhibitors are mainly derivatives of amides and pyrazoles, which are divided into two different sets. One QSAR model having the best predictive power is presented in each set. The correlation coefficient value is above 0.8 in first and above 0.9 in second set. The best combination of descriptors are heat of formation, total energy along with any two of the descriptors viz. energy of HOMO, chem. potential and global hardness.

Organic Chemistry: An Indian Journal published new progress about Chemical potential. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Quality Control of 359-38-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Jones, Christopher R. published the artcileCan a C-H···O Interaction Be a Determinant of Conformation?, HPLC of Formula: 359-38-6, the main research area is nonconventional hydrogen bond conformation crystal structure fluoroamide.

Whether nonconventional hydrogen bonds, such as the C-H···O interaction, are a consequence or a determinant of conformation is a long-running and unresolved issue. Here we outline a solid-state and quantum mech. study designed to investigate whether a C-H···O interaction can override the significant trans-planar conformational preferences of α-fluoroamide substituents. A profound change in dihedral angle from trans-planar(OCCF) to cis-planar(OCCF) observed on introducing an acceptor group for a C-H···O hydrogen bond is consistent with this interaction functioning as a determinant of conformation in certain systems. This testifies to the potential influence of the C-H···O hydrogen bond and is consistent with the assignment of this interaction as a contributor to overall conformation in both model and natural systems.

Journal of the American Chemical Society published new progress about Bond angle, dihedral. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, HPLC of Formula: 359-38-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Pople, J. A. published the artcileMolecular orbital theory of the electronic structure of organic compounds. II. Spin densities in paramagnetic species, SDS of cas: 359-38-6, the main research area is electronic structure organic; spin densities paramagnetics; paramagnetics spin densities.

A recent version of approx. self-consistent mol. orbital theory (intermediate neglect of differential overlap) is used to calculate electron spin d. distributions and nuclear hyperfine constants in paramagnetic organic radicals and ions. Calculated hyperfine constants agree with exptl. values in most cases. Since all valence electrons are handled explicitly, the method is not restricted to π-electron systems. 26 references.

Journal of the American Chemical Society published new progress about Electron configuration. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, SDS of cas: 359-38-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics