Phosphonothioic acids

Phosphonothioic acid, mediyl-, 0-ediyl 0-(4-(niediylthio)phenyl) ester 500 500... 

Phosphonothioic acid, metliyl-, S-(2-(bis (1 -metliylethyl)amino)etliyl) 0-ethyl ester 100 100... 

Finally, non-racemic phosphorothioic and phosphonothioic acids 98 were obtained via a PTE-catalysed stereoselective hydrolysis of the prochiral substrates 97 (Equation 48). ° The absolute configurations of the thioacids 98 depended on whether native PTE or its mutants were used. 

The first reductive kinetic resolution of racemic sulphoxides was reported by Balenovic and Bregant. They found that L-cysteine reacted with racemic sulphoxides to produce a mixture of L-cystine, sulphide and non-reduced optically active starting sulphoxide (equation 147). Mikojajczyk and Para reported that the reaction of optically active phosphonothioic acid 268 with racemic sulphoxides used in a 1 2 ratio gave the non-reduced optically active sulphoxides, however, with a low optical purity (equation 148). It is interesting to note that a clear relationship was found between the chirality of the reducing P-thioacid 268 and the recovered sulphoxide. Partial asymmetric reduction of racemic sulphoxides also occurs when a complex of LiAlH with chiral alcohols , as well as a mixture of formamidine sulphinic acid with chiral amines, are used as chiral reducing systems. ... 

Phosphonothioic acid, methyl-, S-(2-bis(l-methylethylamino)ethyl) 0-ethyl ester O-ethyl S-(2-diisopropylaminoethyl) methylphosphonothiolate S-2-Diisopropylaminoethyl O-ethyl methylphosphonothioate S-2((2-Diisopropylamino)ethyl) O-ethyl methylphosphonothiolate O-ethyl S-(2-diisopropylaminoethyl) methylphosphonothioate O-ethyl S-(2-diisopropylaminoethyl) methylthiolphosphonoate S-(2-diisopropylaminoethyl) o-ethyl methyl phosphonothiolate Ethyl-S-dimethylaminoethyl methylphosphonothiolate VX EA 1701 TX60... 

Synonyms AI3-17798 BRN 2542580 Caswell No. 454 EINECS 218-276-8 ENT 17298 EPA pesticide chemical code 041801 EPN 300 ESA Ethoxy-4-nitrophenoxy phenylphosphine sulfide Ethyl p-nitrophenyl benzenethionophosphate Ethyl p-nitrophenyl benzenethio-phosphonate Ethyl p-nitrophenyl ester 0-Ethyl 0-4-nitrophenyl phenylphosphonothioate Ethyl jD-nitrophenyl phenylphosphonothioate 0-Ethyl 0-p-nitrophenyl phenylphosphonothioate Ethyl p-nitrophenyl thionobenzenephosphate Ethyl p-nitrophenyl thionobenzenephosphonate 0-Ethyl phenyl p-nitrophenyl phenylphosphorothioate Ethyl p-nitrophenyl thionobenzene phosphate 0-Ethyl phenyl p-nitrophenyl thiophosphonate MAPJ Meidon dust 15 NSC 8943 NSC 404840 OMS 219 Phenylphosphonothioic acid O ethyl O-p nitrophenyl ester Phosphonothioic acid, 0,0-diethyl 0-(3,5,6-trichloro-2-pyridinyl) ester PIN Santox. 

Phosphonothioic acid, QO-diethyl 0-(3,5,6-trichloro-2-pyridinyl) ester, see EPN... 

VX (Phosphonothioic acid, Methyl-S-[2-[bis(l-methylethyl)amino]ethyl] o-Ethyl ester) An odorless, colorless liquid that disrupts the stimulus from nerve to muscle in the human body, causing convulsions, paralysis, and death. 

Representative examples include the synthesis of phosphonothioic acids for evaluation as inhibitors of protein tyrosine phosphatases (equation 115)158. 

Siegenthaler (34) reported a screening procedure for phosphonic acids, which included ethyl methyl-phosphonothioic acid and ethyl isopropylphospho-nothioic acid, based on negative ion ESI under conditions that promoted in-source CID. LC separation was on a 250 x 3mm C18 column, eluted with a water-methanol-20 mM NH4OAc gradient,... 

Military nerve agents are organophosphate compounds containing either a fluorine, sulfur, or cyanide substituent group (Dacre, 1984). VX contains a sulfur substituent group (for comparison GB contains fluorine and GA contains a cyanide group). The chemical synonyms. Chemical Abstract Service (CAS), Army identification numbers (DA, 1974,1992 Dacre, 1984), and chemical formula for VX are as follows Phosphonothioic acid, methyl-, S-[2-[fcA(l-methylethylamino)ethyl] 0-ethyl ester ... 

Phosphonothioic acid, methyl, S-(2-(diisopropylamino)ethyl) 0-ethyl ester ... 

The arbitrary name VX relates to a group of D,5-diesters of methylphosphonic acid ROPO(CH3)S(CH2)2N(Rl)2. D-Isobutyl 5-2-(diethylamino)ethyl methylphosphonothioate (R= /Bu, R1 = Et), produced since 1972 exclusively in the former Soviet Union, was generally referred to as Russian VX or RVX (CAS 159939-87-4). The synonyms are VR VA phosphonothioic acid methyl-, 5-[2-(diethylamino)ethyl] D-(2-methylpropyl) ester D-isobutyl5-2-(diethylamino)ethyl methylthiophosphonate D-isobutyl 5-(W-diethylaminoethyl) methylphosphonothioate and Russian V-gas. The brutto formula of RVX is C11H26SNPO2 (MW 276.37). The stmctural formula of RVX is presented in Figure 7.1. 

SYNS CHLORO-PHOSPHONOTHIOIC ACID-0,0-DIETHYL ESTER DIETHYLCHLOROTHIO-PHOSPHATE DIETHYLCHLORTHIOFOSFAT (CZECH) DIETHYLTHIOPHOSPHORYL CHLORIDE (DOT)... 

CHLORO-PHOSPHONOTHIOIC ACID-0,0-DIETHYL ESTER see DJW600... 

A method for the simple synthesis of phosphonothioates (310) or phospho-nothioic acids (311) has been reported. It uses standard reagents and should be applicable to the preparation of phosphonothioic acids bearing a range of functional groups (Scheme 81). ... 

Synonyms Phosphonothioic acid Methyl-S-(2-bis(l-methyl))phosphonothioate S-2-DiisopropyT aminoethyl- O-ethyl methylphosphonothioate ... 

Piettre, S.R., and Raboisson. P. Easy and general access to a,a-difluoromethylene phosphonothioic acids. A new class of compounds. Tetrahedron Lett.. 37, 2229, 1996. 

Phosphonothioic Acid, Phenyl-, 0-(4-Bromo-2,5- A185 Industrial 152... 

A number of (+) and (-) V agent analogs have been synthesized from resolved phosphonothioic acids. In every case the R-(-) isomers were much better inhibitors of ChE than their S-(+) enanthiomers, as has been reported for a thio analog [Et(Et0)P(=0)SCH2CH2SEt] of a V agent. 

A resolved phosphonothioic acid has also been used to synthesize the optical isomers of GB via an apparently stereospecific reaction with picryl fluoride, but the product has racemized, in part, before it could be isolated. The partially racemized isomers thus obtained showed an even greater stereospecificity in their reaction with ChE than their V agent analogs. Partially resolved GD isomers have also been obtained by a similar procedure and samples of each of the four fully resolved GD isomers have been obtained by GLC methods. Recently, the two isomers of GA were obtained by enzymatic hydrolyses. 

Beilstein Handbook Reference) BRN 1542822 Diethyl (1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)phosphonothioate Diethyl phthalimidophosphono-thioate (1,3-Dihydro-1,3-dioxo-2H-isoindol-iyl)phos-phonothioic acid 0,0-diethylester Ditalimfos Dital-imphos Dowco 199 Frutogard Laptran Leuoon M-2452 Millie 0 199 Plondrel 0,0-Diathyl- -phtalimido-thiophosphat 0,0-Diethyl (1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)phosphonothioate 0,0-Diethyl phthalim-ido-phosphonothioate 0.0-Diethyl phthalimidothio-phosphate Ortho 199 Phosphonothioic acid, (1.2-dihydro-1,3-dioxo-2H-isoindol-2-yl)-,0,0-diethyl ester ... 

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