Category: 866-23-9

Pachl, Petr published the artcileStructure-Based Optimization of Bisphosphonate Nucleoside Inhibitors of Human 5′(3′)-deoxyribonucleotidases, Application of Diethyltrichloromethylphosphonate, the publication is European Journal of Organic Chemistry (2018), 2018(37), 5144-5153, database is CAplus.

Cellular 5′-nucleotidases, enzymes regulating nucleotide/nucleoside pools, are capable of dephosphorylating phosphomonoesters of important nucleoside analog drugs, thus decreasing their therapeutic efficacy. Human cytosolic (cdN) as well as mitochondrial (mdN) variants of this enzyme represent interesting targets for development of inhibitory compounds In this work, bisphosphonate nucleoside derivatives were designed by using a structure-based approach. A second phosphonate group was attached onto a base moiety and by optimization of the linker an increased inhibitor potency towards mdN and cdN was attained. The best compound exhibited inhibition of both enzymes in a nanomolar range, making it the most potent inhibitor of these enzymes prepared to date. In addition, the compounds showed selectivity towards the cdN variant. A series of crystal structures were solved for several inhibitors in the complex with mdN or cdN that provided a structural basis for understanding the inhibition profile of bisphosphonate compounds

European Journal of Organic Chemistry published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Application of Diethyltrichloromethylphosphonate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Exner, O. published the artcileThe inductive effect. IV. Transmission of the inductive effect through the furan and thiophene nuclei, Formula: C5H10Cl3O3P, the publication is Collection of Czechoslovak Chemical Communications (1964), 29(9), 2016-22, database is CAplus.

cf. CA 61, 562g. The apparent dissociation constants of substituted (R = H, Me, OH, OMe, OPh, SH, SO₂Ph, NMe₃Cl) 5-methylpyromucic (I) and 5-methylthiophene-2-carboxylic (II) acids were determined in 80% Me Cello-solve. The relative sensitivity to substitution in both series is believed to represent the value of the mobility of the π-electrons and indirectly the measure of the aromatic character of the skeleton which decreases in the order benzene > thiophene > furan.

Collection of Czechoslovak Chemical Communications published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Formula: C5H10Cl3O3P.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Isbell, A. F. published the artcileSynthesis of organophosphorus compounds, Formula: C5H10Cl3O3P, the publication is United States Department of Commerce, Office of Technical Services, AD [ASTIA Document] (1961), 9 pp., database is CAplus.

Monoalkylphosphonates of the type RP(O)(OR’)₂(R = R’ = Me, Et, or Bu; R = Ph, R’ = Et; R = PhCH₂, R’ = Bu) were treated with Na metal, using either PhCH₃ or excess ester as solvent. In all cases, the gas R’H was given off, yields being 0.3-0.5 moles gas/mole ester in PhCH₃ and 0.1 or less in excess ester. In addition, white solids were formed; they were insoluble in PhCH₃ but soluble in excess ester. Viscosity and non-crystalline character increased with increasing mol. weight of R. These solids were believed to consist in part of RP(O)(OR’)ONa. Other compounds studied were (MeO)₃P; (EtO)₃P; (BuO)₃PO; triethyl α,α-dimethylphosphonoacetate; triethyl phosphonoformate; BuPhP(O)OBu, and Et₂P(O)OEt. Attempts were also made to synthesize fluoroalkylphosphonic esters. F₃CCl or F₃Cl with (BuO)₂P(O)Na or (EtO)₃P gave no reaction. (EtO)₃P(O)CCl₃ heated with KF.2H₂O gave 83% CHCl₃ and a salt-like product. RP(O)(OEt)₂ (R = ClCH₂ or Cl₂CH) heated with anhydrous KF gave no reaction, but Cl₃CP(O)(OEt)₂ reacted with KF or NaF to give FP(O)(OEt)₂, (b₄₇ 88.5-89.5°); n²⁷_D 1.3710; d₂₇ 1.1399.

United States Department of Commerce, Office of Technical Services, AD [ASTIA Document] published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Formula: C5H10Cl3O3P.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Frank, Arlen W. published the artcileStability of the carbon-phosphorus bond in trichloromethyl- phosphonate esters. Ether formation in reactions with alcohols and phenols, COA of Formula: C5H10Cl3O3P, the publication is Journal of Organic Chemistry (1964), 29(12), 3706-7, database is CAplus.

Prolonged refluxing of a solution of Cl₃CP(O)(OEt)₂ (I) in alc. gave Et₂O and Cl₃CP(O)(OEt)OH. Thus, the ester behaved as an alkylating agent as in the reaction with amines. The reaction was remarkably mild. No alkylation was observed when di-Et ethylphosphonate or di-Et acetylphosphonate were refluxed with alc. under the same conditions. Alkylation of PhOH by I gave 85% phenetole in 4.5 hrs. at 150°.

Journal of Organic Chemistry published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, COA of Formula: C5H10Cl3O3P.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gramstad, Thor published the artcileStudies of hydrogen bonding. II. Intermolecular hydrogen bond association between organophosphorus compounds and methanol, α-naphthol, and pentachlorophenol, respectively, Recommanded Product: Diethyltrichloromethylphosphonate, the publication is Acta Chemica Scandinavica (1961), 1337-46, database is CAplus.

cf. ibid. 14, 1485(1960). -The K_association ΔH, ΔF, and ΔS values of the equilibrium reaction between organophosphorus compounds and MeOH, α-naphthol (I), and C₆Cl₅OH (II) were determined by infrared measurements. Data were given for the dimeric hydrogen-bond association between 16 organophosphorus compounds and MeOH, I, and II in CCl₄. A comparison of thermodynamic data of H bonds in CS₂ and CCl₄ was made for the compounds PhOH.Ph₃PO and C₆Cl₅OH.Ph₃PO. The following observations were made: (1) the absorption bands due to H-bonding are for each system lowered in frequency, broadened in contour, and enhanced in integrated intensity as the base strength of the proton acceptor increases; (2) the ease with which the H donors studied form H bonds in CCl₄ with the organophosphorus compounds used is, in order of decreasing association constant, I > phenol > II > MeOH; (3) the sequence of the variation ΔH, ΔS with Δv for each system is, in order of decreasing slope, MeOH > phenol > I > II. For the system organophosphorus compounds-MeOH interaction on H bonding is predominantly due to the solvation effect around the H bonded complex; with I both the solvation and the solvent-proton donor effects come into play and with II the solvent-proton donor effect predominates.

Acta Chemica Scandinavica published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Recommanded Product: Diethyltrichloromethylphosphonate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gramstad, Thor published the artcileHydrogen bonding. VII. Hydrogen-bond association of phenol and pentachlorophenol with carbonyl compounds and ethers, SDS of cas: 866-23-9, the publication is Spectrochimica Acta (1963), 497-508, database is CAplus.

cf. Acta Chem. Scand. 16, 2368(1962); CA 58, 1333b. The thermodn. data for the 1:1 association of PhOH with 8 esters, 3 acid fluorides, 16 ketones, 14 aldehydes, and 15 ethers in CCl₄ solution were determined The frequency shifts, δv_OH, of the O-H band of PhOH which accompanies the formation of the H bond with various types of proton acceptors (N,N-disubstituted amides, esters, ketones, aldehydes, ethers, and organo-P compounds) are proportional to the corresponding enthalpies of association This relation is not applicable to other proton donors studied. The entropy of association (-ΔS) for the various systems is, in relation to δv_OH, in order of increasing values as follows: organo-P compounds-PhOH <N,N-disubstituted amides-PhOH < esters-PhOH < ketones-PhOH < aldehydes-PhOH < ethers-PhOH < tertiary amines and pyridines-PhOH. The influence of inductive and mesomeric effects on the H-bond association is discussed.

Spectrochimica Acta published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, SDS of cas: 866-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gramstad, Thor published the artcileHydrogen bonding. XII. Correlation of the complexing ability of organophosphorus compounds with the Taft σ^* constant, Safety of Diethyltrichloromethylphosphonate, the publication is Spectrochimica Acta (1964), 20(4), 729-31, database is CAplus.

cf. CA 56, 15544b; 58, 1333a; 59, 13792b. The relation of the Taft substituent constant (Σσ^*) is linear with respect to log K^20°_association and the shift of the OH stretching vibration fundamental (Δv_OH) for 22 organophosphorus compounds in mixed solutions with phenol, ethanol, and α-naphthol in CCl₄. Σσ^* is also linear with respect to log K^20°_association for the organophosphorus compounds with iodine in CCl₄ solution, and with the wavelength shift of the visible absorption band of iodine from near 518 mμ. The relation between Σσ^* and P:O stretching frequencies in cm.^-1 (v_PO) is not linear for these organophosphorus compounds in CCl₄ solution, contrary to previous reports (Griffin, CA 55, 1415h). However, some of G.’s determinations of v_PO were on pure films, and these compounds are associated in the pure state.

Spectrochimica Acta published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Safety of Diethyltrichloromethylphosphonate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gramstad, Thor published the artcileStudies of hydrogen bonding. Part XXXIII. Dipole moments of phosphoryl compounds and their hydrogen-bonded complexes with phenol, Application In Synthesis of 866-23-9, the publication is Acta Chemica Scandinavica (1992), 46(11), 1087-91, database is CAplus.

The dipole moments of 33 phosphoryl compounds and of their hydrogen-bonded complexes with phenol have been determined in CCl₄ at 20°. In general there is no correlation between the dipole moments and the O-H stretching frequency shift accompanying the complexation of phenol with the phosphoryl compounds A smooth correlation is observed, however, for some series of closely related phosphoryl compounds The influence of the various substituents on the dipole moment is discussed. The vectorially calculated dipole moments of the complexes were smaller than the corresponding dipole moments obtained exptl. The vectorial difference, Δμ, is greatest for phosphoryl compounds containing the N-P:O and C₆H₅-P:O groups.

Acta Chemica Scandinavica published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Application In Synthesis of 866-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Griffin, C. E. published the artcilePhosphoryl stretching frequency correlation for phosphonic acid derivatives, Computed Properties of 866-23-9, the publication is Chemistry & Industry (London, United Kingdom) (1960), 1058-9, database is CAplus.

A plot of Σ σ* (Taft substituent constants) vs. γ_PO (as films in CS₂ or CCl₄) for 19 phosphonates [RP(O)XY] (I) gave a linear relationship; a least squares treatment of the data gave γ_PO = 16.80 Σσ* + 1198. The following I were studied (X = Y = OEt) (R given): Me, Et, Pr, Bu, n-C₆H₁₃, CH₂:CH, CH₂:CHCH₂, PhCH₂, Ph, ClCH₂, Cl₂CH, CCl₃ (II), BrCH₂, HOCH₂, AcCH₂. Also I (R, X, and Y given): Me, OMe, OMe; Me, OEt, NMe₂; Me, NMe₂, NMe₂ (III); Ph, H, OEt. The average deviation between calculated and observed frequencies was ±4 cm.^-1; the only significant deviation occurred with II and III, and may have arisen through disturbance of the normal inductive effects of the substituents by field effects. Major deviations from the linear relationship also occurred with frequency values obtained in the presence of H-bonding solvents. The following σ* values were tentatively assigned: (CH₂)₂CO₂Et, 0.39; (CH₂)₃CO₂Et, 0.39; NEt₂, 0.68.

Chemistry & Industry (London, United Kingdom) published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Computed Properties of 866-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Griffin, C. E. published the artcileReaction of trichloromethyl radicals with triethyl phosphite, Category: chlorides-buliding-blocks, the publication is Chemistry & Industry (London, United Kingdom) (1958), 415, database is CAplus.

CCl₄ and (EtO)₃P at 80° give 80-5% Cl₃CP(O)(OEt)₂ (I). The reaction is inhibited by hydroquinone but traces of Bz₂O₂ give a 4-fold increase in reaction rate (89% yield at 80°). Irradiation of the reaction mixture at room temperature with a Hanovia ultraviolet lamp gives 80% I; under similar conditions BrCCl₃ and (EtO)₃P give 88% I. No reaction is observed in the dark at room temperature (30 days). These results confirm the chain process proposed by Kamai and Kharrasova (C.A. 52, 3666a). I b₁₇ 137-8°, n²¹_D 1.4612; partial hydrolysis with PhNH₂ in PhMe at 110° gave the anilinium salt of monoethyl trichloromethanephosphonate, m. 181.6-2.2° (MeOH-PhMe).

Chemistry & Industry (London, United Kingdom) published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics