632327-18-5

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-(3-Chlorophenyl)-1,3-propanediol is used as a nootropic agent for its ability to enhance learning and memory in both animals and humans. It is believed to work by increasing the levels of acetylcholine, a neurotransmitter that plays a crucial role in memory and learning processes.
Used in Dietary Supplements:
(R)-1-(3-Chlorophenyl)-1,3-propanediol is used as a cognitive enhancer in the dietary supplement industry, marketed to improve memory and cognitive function, making it a popular choice for those seeking to boost their cognitive abilities.
Used in Cognitive Neuroscience Research:
(R)-1-(3-Chlorophenyl)-1,3-propanediol is used as a subject of interest in the field of cognitive neuroscience due to its potential neuroprotective and anti-aging effects. Researchers are investigating its mechanisms of action and potential applications in treating cognitive decline and age-related cognitive impairments.
Used in Neuropharmacology:
(R)-1-(3-Chlorophenyl)-1,3-propanediol is utilized in neuropharmacology for its potential to enhance cognitive function and protect the brain from damage. Its study contributes to the understanding of how chemicals can interact with the nervous system to improve or maintain cognitive abilities.

Upstream product

• 51699-45-7 (S)-(-)-1-(3'-Chlorophenyl)-1,3-Propanediol 
• 587-04-2 m-Chlorobenzaldehyde 
• 108-05-4 vinyl acetate 
• 99-02-5 3'-Chloroacetophenone 
• 125617-30-3 rac-(3-(3-chlorophenyl)oxiran-2-yl)methanol 
• 804560-96-1 (+/-)-1-(1,3-bistrimethylsilyloxypropyl)-3-chlorobenzene 
• 33167-21-4 3-(3-chloro-phenyl)-3-oxo-propionic acid ethyl ester 
• 618-46-2 m-Chlorobenzoyl chloride 
• 804561-32-8 (2R,8R,11S)-2-(3-chlorophenyl)-8-methyl-11-(1-methylethyl)-1,5-dioxaspiro[5.5]undecane 
• 51699-40-2 3-(3-chlorophenyl)-3-hydroxypropionic acid ethyl ester 

Downstream Products

• 625095-67-2 C₁₃H₁₅ClO₄ 
• 625095-68-3 C₁₃H₁₅ClO₄ 
• 805235-83-0 (4R)-(+)-trans-2-(4-nitrophenoxy)-2-oxo-4-(3-chlorophenyl)-1,3,2-dioxaphosphorinane 
• 804561-63-5 2',3'-di-O-tert-butyldimethylsilyl-5'-O-cis-[4-(R)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytosine-1-β-D-arabinofuranoside 
• 693223-04-0 cis-5'-O-[4-(R)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytosine-1-β-D-arabinofuranoside 

Relevant academic research and scientific papers

Enantioselective Aldol Addition of Acetaldehyde to Aromatic Aldehydes Catalyzed by Proline-Based Carboligases

Aromatic β-hydroxyaldehydes, 1,3-diols, and α,β-unsaturated aldehydes are valuable precursors to biologically active natural products and drug molecules. Herein we report the biocatalytic aldol condensation of acetaldehyde with various aromatic aldehydes to give a number of aromatic α,β-unsaturated aldehydes using a previously engineered variant of 4-oxalocrotonate tautomerase [4-OT(M45T/F50A)] as carboligase. Moreover, an efficient one-pot two-step chemoenzymatic route toward chiral aromatic 1,3-diols has been developed. This one-pot chemoenzymatic strategy successfully combined a highly enantioselective aldol addition step catalyzed by a proline-based carboligase [4-OT(M45T/F50A) or TAUT015] with a chemical reduction step to convert enzymatically prepared aromatic β-hydroxyaldehydes into the corresponding 1,3-diols with high optical purity (e.r. up to >99:1) and in good isolated yield (51-92%). These developed (chemo)enzymatic methodologies offer alternative synthetic choices to prepare a variety of important drug precursors.

Synthesis of α,β-unsaturated δ-lactones by vinyl acetate mediated asymmetric cross-aldol reaction of acetaldehyde: Mechanistic insights

A tandem asymmetric cross-aldol reaction involving the in situ generation of acetaldehyde from vinyl acetate has been developed that may resolve the challenges associated with the handling of acetaldehyde. The simple protocol, mild reaction conditions and unique harmony of an organocatalyst with a biocatalyst make this method a valuable tool for the synthesis of asymmetric β-hydroxy aldehydes. By using this methodology we have accessed α,β-unstaurated δ-lactones as well as isochromenones with high enantioselectivities from both asymmetric β-hydroxy aldehydes and ketones. Systemic density functional theory (DFT) studies were also performed to gain mechanistic insights into the role of hydrogen bonding in the asymmetric cross-aldol reaction of acetaldehyde and in the key cis/trans isomerisation step in the synthesis of δ-lactones. Copyright

Design, Synthesis, and Sustained-Release Property of 1,3-Cyclic Propanyl Phosphate Ester of 18β-Glycyrrhetinic Acid

A new class of potential prodrugs, 1,3-cyclic propanyl phosphate esters of 18β-glycyrrhetic acid, was designed and synthesized through the key reaction of 18β-glycyrrhetic acid with 1,3-cyclic propanyl phosphate ester catalysed by lithium diisopropylamide

Pradefovir: A prodrug that targets adefovir to the liver for the treatment of hepatitis B

Adefovir dipivoxil, a marketed drug for the treatment of hepatitis B, is dosed at submaximally efficacious doses because of renal toxicity. In an effort to improve the therapeutic index of adefovir, 1-aryl-1,3-propanyl prodrugs were synthesized with the r

NOVEL 2'-C-METHYL AND 4'-C-METHYL NUCLEOSIDE DERIVATIVES

Novel 2'-C-methyl nucleoside 5 '-monophosphate and 4'-C-methyl nucleoside 5'- monophosphate derivatives, stereoisomers, and pharmaceutically acceptable salts or prodrugs thereof, their preparation, and their uses for the treatment of hepatitis C viral inf

Phosphoramidate and phosphate prodrugs of (-)-β-D-(2R,4R)-dioxolane- thymine: Synthesis, anti-HIV activity and stability studies

A series of phosphoramidate and phosphate prodrugs of DOT were synthesized via dichlorophosphate or H-phosphonate chemistry and evaluated for their anti-HIV activity against LAI M184V mutants in PBM cells as well as for their cytotoxicity. The antiviral and cytotoxic profiles of the prodrugs were compared with that of the parent compound (DOT), and it was found that four aryl phosphoramidates 5, 18, 20, and 26 showed a significant enhancement (8- to 12-fold) in anti-HIV activity without cytotoxicity. Chemical stability of these prodrugs was evaluated in phosphate buffer at pH values of biological relevance (i.e., pH 2.0 and 7.4). Enzymatic hydrolysis was also studied in esterase or lipase in buffer solution. Chemical stability studies indicate that the phosphoramidates have good chemical stability at pH 2.0 and at pH 7.4 phosphate buffer. Phosphoramidate prodrugs were hydrolyzed in vitro by esterase or lipase and found to be better substrates for lipases than for esterases. 1,3-Diol cyclic phosphates showed potent anti-HIV activity without increasing the cytotoxicity compared with that of DOT and have good chemical and enzymatic stability. Long-chain lipid phosphates, although showed potent anti-HIV activity, exhibited increased cytotoxicity.

Novel 2'-C-methyl nucleoside derivatives

Compounds of Formula I, stereoisomers, and pharmaceutically acceptable salts or prodrugs thereof, their preparation, and their uses for the treatment of hepatitis C viral infection are described:

Design, Synthesis, and Characterization of a Series of Cytochrome P 450 3A-Activated Prodrugs (HepDirect Prodrugs) Useful for Targeting Phosph(on)ate-Based Drugs to the Liver

A new class of phosphate and phosphonate prodrugs, called HepDirect prodrugs, is described that combines properties of rapid liver cleavage with high plasma and tissue stability to achieve increased drug levels in the liver. The prodrugs are substituted c

Novel phosphonic acid based prodrugs of PMEA and its analogues

Prodrugs of Formula I, their uses, their intermediates, and their method of manufacture are described: 1wherein: M and V are cis to one another and MPO3H2 is a phosphonic acid selected from the group consisting of 9-(2-phosphonylmet