6230-93-9

Usage

Uses

Used in Pharmaceutical Industry:
O-Methyl-L-tyrosine is used as a precursor in the synthesis of neurotransmitters for the treatment of conditions related to neurotransmitter imbalances.
Used in Neurological Treatment:
O-Methyl-L-tyrosine is used as a potential therapeutic agent for conditions such as pheochromocytoma and neurofibromatosis, where it helps in inhibiting the excessive production of catecholamines.
Used in Cognitive Enhancement Research:
O-Methyl-L-tyrosine is used as a subject of study for its potential application in cognitive enhancement, aiming to improve cognitive functions in various neurological disorders.
Used in Neurological Disorder Treatment Research:
O-Methyl-L-tyrosine is used as a candidate for alternative treatment in the research of various neurological disorders, exploring its potential benefits and safety in these applications.

InChI:InChI=1/C26H30F2N2O2/c1-2-3-4-17-5-7-19(8-6-17)26(32)30-16-24(31)29-23-14-13-21(28)15-22(23)25(30)18-9-11-20(27)12-10-18/h9-15,17,19,25H,2-8,16H2,1H3,(H,29,31)

Upstream product

• 172487-18-2 ethyl Phenylphosphinate 
• 6230-64-4 O-Ethyl hydrogen phenylphosphonothioate dicyclohexylammonium salt 
• 6231-03-4 diethyl phenylphosphonothioate 
• 57557-81-0 O-ethyl S-n-propyl phenylphosphonothioate 
• 13067-93-1 Cyanofenphos 
• 71-43-2 benzene 
• 6230-93-9 (-)-O-ethyl-phenyl-thiophosphonic acid 
• 5075-13-8 O-ethyl phenylphosphonochloridothioate 

Downstream Products

• 65190-55-8 Phenyl-phosphonothioic acid S-benzhydryl ester O-ethyl ester 
• 1351790-99-2 C₁₀H₁₅O₂PS 
• 1351791-00-8 C₁₀H₁₅O₂PS 
• 123278-21-7 S-methyl O-ethyl ohenylphosphonothioate 
• 61733-60-6 (S)-O-ethyl O-methyl phenylphosphonothioate 
• 61733-60-6 (R)-O-ethyl O-methyl phenylphosphonothioate 
• 6230-64-4 (S)-(-)-O-Ethyl hydrogen phenylphosphonothioate dicyclohexylammonium salt 
• 6230-64-4 (R)-(+)-O-Ethyl hydrogen phenylphosphonothioate dicyclohexylammonium salt 
• 76003-54-8 Dicyclohexyl-amine; compound with phenyl-phosphonothioic acid O-ethyl ester 
• 221616-24-6 O,O-diethyl phosphoric O-ethyl phenylphosphonothioic anhydride 
• 4546-19-4 ethyl hydrogen phenylphosphonate 
• 5075-13-8 O-ethyl phenylphosphonochloridothioate 
• 5075-13-8 C₈H₁₀ClOPS 
• 13067-93-1 Cyanofenphos 

Relevant academic research and scientific papers

Stereochemical inversion of phosphonothioate methanolysis by La(III) and Zn(II): Mechanistic implications for the degradation of organophosphate neurotoxins

The utility of phosphonothioate methanolysis to degrade organophosphate neurotoxins has prompted the stereochemical investigation of this useful transformation. The methanolysis of enantiomerically pure O,S-diethyl phenylphosphonothioate (5) was studied b

Enantiopure O-substituted phenylphosphonothioic acids: Chiral recognition ability during salt crystallization and chiral recognition mechanism

The chiral recognition ability of enantiopure O-methyl, O-ethyl, O-propyl, and O-phenyl phenylphosphonothioic acids (1a-d) for various kinds of racemic amines during salt crystallization and the chiral recognition mechanism were thoroughly investigated. T

Optical resolution reagent and manufacturing method of optically active amines that uses it

PROBLEM TO BE SOLVEDTo provide an effective reagent for optical resolution which produce an optically active amines by resolving the (+/-)-amines and the method for producing the optically active amines characterized by using the same reagent. SOLUTION The O-alkylthiophosphoric acid represented as the following formula (1) is effective for the optical resolution of various amines.

A new hydrogen-bonding motif for chiral recognition in the diastereomeric salts of racemic 1-phenylethylamine derivatives with enantiopure O-ethyl phenylphosphonothioic acid

(Chemical Equation Presented) An enantiopure phosphonothioic acid showed a unique and superior chiral recognition ability, arising from its P-stereogenicity, for racemic 1-phenylethylamine derivatives through diastereomeric crystallization. Spherical molecular clusters, associated by hydrogen bonds and CH/π interactions, aggregated with high symmetry in the less-soluble diastereomeric salts.

Micellar catalysis of hydroperoxide anion assisted hydrolysis of O-p-cyanophenyl O-ethyl phenylphosphonothionate

The micellar catalyzed reaction between hydroxide or hydroperoxide anion and O-p-cyanophenyl O-ethyl phenylphosponothionate has been examined.Addition of carbonate and borate ions in buffered medium (pH 10) and chloride ion in unbuffered medium has revealed salt effects of three different kinds: (i) increased micellar binding (salting out), (ii) formation of peroxyborate ion, and (iii) counterion effect respectively.The kinetic rate data in hydroxide reaction have been accounted quantitatively in terms of pseudophase ion-exchange model, but this model could be utilized only quantitatively for analysis of reaction with HO2-.

SILICON-PHOSPHORUS ANALOGIES. NUCLEOPHILIC CATALYSIS IN THE ALCOHOLYSIS OF CHLOROPHOSPHORUS DERIVATIVES

The mechanism of the alcoholysis of chlorophosphonates and chlorophosphates in presence of nucleophilic catalysts like hexamethylphosphotriamide, pyridine and N-methylimidazole is discussed on the basis of kinetic and stereochemical results.We have proposed a mechanism for the reaction, which is governed by entropy, involving reaction of the alcohol with a pentacoordinated intermediate.This accounts for the differences in the stereochemical outcome and the rate equation which can be derived for the reaction with a variety of substrates in addition to the absence of common ion + solvent effects observed.

Photoreduction and Photoarylation of O-Ethyl S-n-Propyl Phenylphosphonothioate

U.v. irradiation (254 nm) of O-ethyl S-n-propyl phenylphosphonothioate (1) in EtOH leads to a rapid photoreductive cleavage of the phosphorus-sulphur (Φ = 0.14) or the sulphur-carbon (Φ = 0.05) bond, as evidenced by the formation of O-ethyl phenylphosphinate, n-propanethiol, O-ethyl phenylphosphonothioic acid, and propane as the major products.The concomitant photo-oxidation of EtOH to acetaldehyde is also observed.The rate of photoreduction of (1) is independent of the hydrogen-donor capacity of the solvent (MeOH, EtOH, or PriOH).Hence the reaction proceeds without prior hydrogen abstraction, probably by direct homolysis of the excited state of (1).In accordance with this, in situ spin-trapping experiments show the intermediacy of the phosphonyl radical EtO(Ph)P(O).Sensitizers with a triplet energy 80 kcal mol-1 sensitize the photoreduction of (1).Sensitization by aromatic hydrocarbons, e. g. benzene, in found to be complicated by simulataneous photoarylation of (1), which leads to the formation of O-ethyl diphenylphosphinate.

SILICON-PHOSPHORUS ANALOGIES. PARTICIPATION OF EXTERNAL NUCLEOPHILES TO ACTIVATED PROCESSES OF RACEMIZATION AND HYDROLYSIS OF CHLOROPHOSPHONO DERIVATIVES

Kinetic and stereochemical studies show nucleophilic assistance by dimethylformamide (DMF), dimethylacetamide (DMA), hexamethylphosphotriamide (HMPT) and N-methylimidazole (NMI) in racemization and solvolysis of menthylchloro(phenyl)phosphonate, 1a, and O-ethylchloro(phenyl)thiophosphonate, 2.Similar orders of nucleophilic reactivity (Nu = NMI >> HMPT > DMF> DMA), and identical rate laws (vrac = k 2 and vH2O = k') are consistent with a common mechanism, governed by entropy (-60 u.e/= -40 u.e.).Analogies between reaction mechanisms at silicon and phosphorus are clearly evidenced.A two step process, involving rate-determining attack on a pentacoordinate complex is discussed.