170902-76-8

Basic information

• Product Name: METHYL D-2-(4-FLUOROPHENYL)GLYCINATE
• Synonyms: Benzeneacetic acid, .alpha.-amino-4-fluoro-, methyl ester, (.alpha.R)-;(R)-Methyl 2-aMino-2-(4-fluorophenyl)acetate;Benzeneacetic acid, α-amino-4-fluoro-, methyl ester, (αR)-;methyl(R)-2-amino-2-(4-fluorophenyl)acetate;methyl (2R)-2-amino-2-(4-fluorophenyl)acetate
• CAS NO: 170902-76-8
• Molecular Formula: C9H10FNO2
• Molecular Weight: 183.18
• Mol File: 170902-76-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 241.001°C at 760 mmHg
• Flash Point: 99.554°C
• Appearance: /
• Density: 1.214g/cm³
• Vapor Pressure: 0.037mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: METHYL D-2-(4-FLUOROPHENYL)GLYCINATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL D-2-(4-FLUOROPHENYL)GLYCINATE(170902-76-8)
• EPA Substance Registry System: METHYL D-2-(4-FLUOROPHENYL)GLYCINATE(170902-76-8)

Safety Data

• Hazardous Substances Data: 170902-76-8(Hazardous Substances Data)

Usage

Description

METHYL D-2-(4-FLUOROPHENYL)GLYCINATE is a chemical compound that serves as a crucial building block in the synthesis of pharmaceuticals and agrochemicals. It is widely utilized in the development of various drugs, such as anti-inflammatory medications and analgesics, as well as in the production of herbicides and insecticides for controlling unwanted plant growth and pest populations. Known for its potential therapeutic properties and significance in industrial processes, METHYL D-2-(4-FLUOROPHENYL)GLYCINATE plays a vital role in both the healthcare and agricultural sectors.

Uses

Used in Pharmaceutical Industry:
METHYL D-2-(4-FLUOROPHENYL)GLYCINATE is used as a key intermediate in the synthesis of various drugs for its potential therapeutic properties. It contributes to the development of anti-inflammatory medications and analgesics, helping to alleviate pain and reduce inflammation in patients.
Used in Agrochemical Industry:
METHYL D-2-(4-FLUOROPHENYL)GLYCINATE is used as a vital component in the production of herbicides and insecticides. It aids in controlling unwanted plant growth and managing pest populations, ensuring the protection and productivity of agricultural crops.

InChI:InChI=1/C9H10FNO2/c1-13-9(12)8(11)6-2-4-7(10)5-3-6/h2-5,8H,11H2,1H3/t8-/m1/s1

Upstream product

• 42718-13-8 α-amino-4-fluorobenzeneacetic acid methyl ester 
• 196707-30-9 N-(trimethylsilyl)-N-(tert-butyloxycarbonyl)-4-fluorobenzylamine 
• 196707-32-1 (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-(4-fluorophenyl)acetic acid 
• 67-56-1 methanol 
• 93939-74-3 (R)-2-(4-fluorophenyl)glycine 
• 351-95-1 N-(4-fluoro-phenyl)-glycine 
• 153903-23-2 (4-fluorobenzyl)carbamic acid tert-butyl ester 
• 140-75-0 para-fluorobenzylamine 
• 19883-57-9 (S)-2-amino-2-(4-fluorophenyl)acetic acid 
• 403-32-7 (4-fluorophenyl)glyoxal 
• 156276-23-2 methyl (p-fluorobenzoyl)formate 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 7292-73-1 (2RS)-N-(p-fluorophenyl)glycine 

Downstream Products

• 170902-74-6 (S)-methyl 2-amino-2-(4-fluorophenyl)acetate 
• 19883-57-9 (S)-2-amino-2-(4-fluorophenyl)acetic acid 
• 1325732-16-8 methyl 4-benzoyl-2-(4-fluorophenyl)-5-(4-nitrophenyl)-2,5-dihydro-1H-pyrrole-2-carboxylate 
• 1325732-18-0 methyl 4-benzoyl-2-(4-fluorophenyl)-5-(4-nitrophenyl)-2,5-dihydro-1H-pyrrole-2-carboxylate 
• 1609081-88-0 rac-methyl [({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}-carbonyl)amino](4-fluorophenyl)acetate 
• 1418283-37-0 N-[methoxycarbonyl(4-fluorophenyl)methyl]-2-(2,4-dichlorophenoxy)propanamide 
• 1418283-38-1 N-[carboxy(4-fluorophenyl)methyl]-2-(2,4-dichlorophenoxy)propanamide 
• 1456506-82-3 (S)-4-(4-fluorophenyl)-5,5-dimethyloxazolidin-2-one 
• 1456504-76-9 (S)-4-(4-(4-fluorophenyl)-5,5-dimethyl-2-oxooxazolidin-3-yl)-N-(quinolin-8-yl)benzamide 
• 888028-36-2 (1S)-1-amino-1-(4-fluorophenyl)-2-methylpropan-2-ol 
• 1146361-89-8 methyl (R)-(4-fluorophenyl)-(2,2,2-trifluoracetylamino)-acetate 
• 1146361-96-7 (R)-1-(2-chloro-5-oxo-6,7-dihydro-5H-5λ⁴-thieno[3,2-d]pyrimidin-4-ylamino)-1-(4-fluorophenyl)-2-methylpropan-2-ol 
• 1146361-95-6 (R)-1-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-1-(4-fluorophenyl)-2-methylpropan-2-ol 
• 1146361-93-4 (R)-1-amino-1-(4-fluorophenyl)-2-methylpropan-2-ol 

Relevant articles and documents

A Structure?Activity Relationship Study of Novel Hydroxamic Acid Inhibitors around the S1 Subsite of Human Aminopeptidase N

Aminopeptidase N (APN/CD13) is a zinc-dependent ubiquitous transmembrane ectoenzyme that is widely present in different types of cells. APN is one of the most extensively studied metalloaminopeptidases as an anti-cancer target due to its significant role in the regulation of metastasis and angiogenesis. Previously, we identified a potent and selective APN inhibitor, N-(2-(Hydroxyamino)-2-oxo-1-(3′,4′,5′-trifluoro-[1,1′-biphenyl]-4-yl)ethyl)-4-(methylsulfonamido)benzamide (3). Herein, we report the further modifications performed to explore SAR around the S1 subsite of APN and to improve the physicochemical properties. A series of hydroxamic acid analogues were synthesised, and the pharmacological activities were evaluated in vitro. N-(1-(3′-Fluoro-[1,1′-biphenyl]-4-yl)-2-(hydroxyamino)-2-oxoethyl)-4-(methylsulfonamido)benzamide (6 f) was found to display an extremely potent inhibitory activity in the sub-nanomolar range.

NOVEL AMINOPEPTIDASE INHIBITORS AND METHODS OF USE

An aminopeptidase inhibitor compound comprising a biaryl, hydroxamic acid based core of formula: wherein X is a 5 or 6-membered ring, and including pharmaceutically acceptable salts and solvates thereof.

Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions

Malaria remains a global health problem, and though international efforts for treatment and eradication have made some headway, the emergence of drug-resistant parasites threatens this progress. Antimalarial therapeutics acting via novel mechanisms are urgently required. Plasmodium falciparum M1 and M17 are neutral aminopeptidases which are essential for parasite growth and development. Previous work in our group has identified inhibitors capable of dual inhibition of PfA-M1 and PfA-M17, and revealed further regions within the protease S1 pockets that could be exploited in the development of ligands with improved inhibitory activity. Herein, we report the structure-based design and synthesis of novel hydroxamic acid analogues that are capable of potent inhibition of both PfA-M1 and PfA-M17. Furthermore, the developed compounds potently inhibit Pf growth in culture, including the multi-drug resistant strain Dd2. The ongoing development of dual PfA-M1/PfA-M17 inhibitors continues to be an attractive strategy for the design of novel antimalarial therapeutics.