72651-17-3

Basic information

• Product Name: D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE
• Synonyms: D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE
• CAS NO: 72651-17-3
• Molecular Formula: C₁₀H₁₃NO₂*ClH
• Molecular Weight: 215.67666
• Mol File: 72651-17-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE(72651-17-3)
• EPA Substance Registry System: D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE(72651-17-3)

Safety Data

• Hazardous Substances Data: 72651-17-3(Hazardous Substances Data)

Usage

Description

D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE is a racemic mixture of D-Alpha-phenylglycineethylester and L-Alpha-phenylglycineethylester, which are enantiomers of each other. It is a chemical compound used as a chiral building block in organic synthesis for the production of various pharmaceuticals and agrochemicals. It is also utilized in the synthesis of peptides and other complex organic molecules, and can act as a catalyst in certain chemical reactions. The hydrochloride salt form of this compound is preferred for its increased solubility and stability in various solvents.

Uses

Used in Pharmaceutical Industry:
D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE is used as a chiral building block for the synthesis of various pharmaceuticals. Its ability to create enantiomers allows for the development of drugs with specific desired effects and reduced side effects.
Used in Agrochemical Industry:
In the agrochemical industry, D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE serves as a chiral building block for the production of agrochemicals. This enables the creation of enantiomer-specific pesticides or fertilizers that can target pests or enhance crop growth more effectively.
Used in Peptide Synthesis:
D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE is used as a key component in the synthesis of peptides. Its role in creating specific enantiomers allows for the development of peptide-based drugs with targeted therapeutic effects.
Used as a Catalyst in Chemical Reactions:
D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE can act as a catalyst in certain chemical reactions, facilitating the process and improving the yield of desired products. Its chiral nature allows for selective catalysis, which can be beneficial in specific synthetic pathways.

Upstream product

• 64-17-5 ethanol 
• 2835-06-5 phenylglycin 
• 81477-96-5 ethyl α-<(diphenylmethylene)amino>-(+/-)-benzeneacetate 

Downstream Products

• 131786-03-3 ethyl N-4-trifluorobenzylidenephenylglycinate 
• 142991-63-7 Phenyl-((Z)-4,4,4-trifluoro-3-oxo-but-1-enylamino)-acetic acid ethyl ester 
• 7554-10-1 ethyl 2-(benzamido)-2-phenylacetate 
• 77290-52-9 N-benzyliden-2-phenylglycine ethyl ester 
• 296282-22-9 (RS)-(2-aminobenzoylamino)phenyl acetic acid ethyl ester 
• 1388174-33-1 C₁₈H₁₇NO₃ 
• 55240-54-5 5-hydroxy-6-phenylpyridine-3-carboxylic acid 
• 28687-87-8 5-ethoxy-2,4-diphenyloxazole 
• 294882-32-9 2-formylamino-2-phenyl-butyric acid ethyl ester 
• 294882-34-1 2-(N-formyl)-methylamino-2-phenylbutanol 
• 78483-47-3 2-methylamino-2-phenylbutanol 
• 84333-59-5 Nortrimebutine 

Relevant articles and documents

Construction and activity evaluation of novel dual-target (SE/CYP51) anti-fungal agents containing amide naphthyl structure

With the increase of fungal infection and drug resistance, it is becoming an urgent task to discover the highly effective antifungal drugs. In the study, we selected the key ergosterol bio-synthetic enzymes (Squalene epoxidase, SE; 14 α-demethylase, CYP51) as dual-target receptors to guide the construction of novel antifungal compounds, which could achieve the purpose of improving drug efficacy and reducing drug-resistance. Three different series of amide naphthyl compounds were generated through the method of skeleton growth, and their corresponding target products were synthesized. Most of compounds displayed the obvious biological activity against different Candida spp. and Aspergillus fumigatus. Among of them, target compounds 14a-2 and 20b-2 not only possessed the excellent broad-spectrum anti-fungal activity (MIC50, 0.125–2 μg/mL), but also maintained the anti-drug-resistant fungal activity (MIC50, 1–4 μg/mL). Preliminary mechanism study revealed the compounds (14a-2, 20b-2) could block the bio-synthetic pathway of ergosterol by inhibiting the dual-target (SE/CYP51) activity, and this finally caused the cleavage and death of fungal cells. In addition, we also discovered that compounds 14a-2 and 20b-2 with low toxic and side effects could exert the excellent therapeutic effect in mice model of fungal infection, which was worthy for further in-depth study.

Synthesis of methylamino-2-phenyl-2-butyl-3,4,5-trimethoxybenzoate, the main bioactive metabolite of trimebutine maleate

The first synthesis of the methylamino-2-phenyl-2-butyl-3,4,5- trimethoxybenzoate (desmethyltrimebutine) I is described. This compound is the main bioactive metabolite of trimebutine II (Debridat, CAS 39133-31-8), an antispasmodic widely used for intestinal diseases since 1969. It was used for pharmacokinetic and bioequivalence studies.

SELECTIVE MONOPHENYLATION OF AN ACTIVE METHYLENE COMPOUND

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