61941-56-8

Basic information

• Product Name: 2-(2-amino-3-benzoyl-phenyl)acetic acid
• Synonyms: 2-(2-amino-3-benzoyl-phenyl)acetic acid;(2-Amino-3-benzoylphenyl)acetic acid sodium salt;2-Amino-3-benzoylbenzeneacetic acid sodium salt;AHR-5850;AMfenac sodiuM anhydrous;SodiuM 2-(2-aMino-3-benzoylphenyl)acetate;bromfenac sodiumImpurity 13;sodium (2-amino-3-benzoylphenyl)acetate
• CAS NO: 61941-56-8
• Molecular Formula: C₁₅H₁₂NO₃*Na
• Molecular Weight: 296.30
• Mol File: 61941-56-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 2-(2-amino-3-benzoyl-phenyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-amino-3-benzoyl-phenyl)acetic acid(61941-56-8)
• EPA Substance Registry System: 2-(2-amino-3-benzoyl-phenyl)acetic acid(61941-56-8)

Safety Data

• Safety Statements: Poison by subcutaneous, intramuscular, intravenous, and intraperitoneal routes. Moderately toxic by ingestion. An experimental t
• Hazardous Substances Data: 61941-56-8(Hazardous Substances Data)

Usage

Description

2-(2-amino-3-benzoyl-phenyl)acetic acid is a chemical compound with the formula C15H14N2O3, characterized by its unique structure that includes a benzoyl group, an amino group, and a carboxylic acid group. It is a derivative of phenylacetic acid and benzoylphenylalanine, which are widely used in the synthesis of pharmaceuticals and agrochemicals. 2-(2-amino-3-benzoyl-phenyl)acetic acid's structural features make it a promising building block for the development of novel pharmaceuticals with a range of biological activities.

Uses

Used in Pharmaceutical Industry:
2-(2-amino-3-benzoyl-phenyl)acetic acid is used as a key intermediate in the synthesis of new drugs for various diseases. Its unique structure allows for the development of pharmaceuticals with diverse biological activities, making it a valuable asset in medicinal chemistry.
Used in Agrochemical Industry:
2-(2-amino-3-benzoyl-phenyl)acetic acid is used as a precursor in the synthesis of agrochemicals, contributing to the development of new compounds with potential applications in agriculture, such as pesticides and herbicides.
Used in Chemical Research:
The synthesis and properties of 2-(2-amino-3-benzoyl-phenyl)acetic acid make it a valuable tool for chemical research, enabling scientists to explore its potential applications and further understand its chemical behavior.
Overall, 2-(2-amino-3-benzoyl-phenyl)acetic acid's unique structure and potential applications in various industries, including pharmaceuticals, agrochemicals, and chemical research, highlight its significance as a versatile compound in the field of chemistry and drug development.

Synthetic route

7-benzoyl-1,3-dihydroindol-2-one (51135-38-7) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
With sodium hydroxide In ethanol; toluene for 5h; Heating;	86%
With sodium hydroxide for 18h; Heating;	80%

7-benzoyl-3-methylsulfanyl-1,3-dihydro-indol-2-one (61085-33-4) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / Raney nickel / tetrahydrofuran / 0.17 h 2: 80 percent / 3N aq. NaOH / 18 h / Heating View Scheme

(2-Amino-3-benzoyl-phenyl)-methylsulfanyl-acetic acid ethyl ester → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: 3N aq. HCl / CH2Cl2 / 2 h / Heating 2: 94 percent / Raney nickel / tetrahydrofuran / 0.17 h 3: 80 percent / 3N aq. NaOH / 18 h / Heating View Scheme

C18H20NO3S(1+)*Cl(1-) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: Et3N / CH2Cl2 / -70 - 20 °C 2: 3N aq. HCl / CH2Cl2 / 2 h / Heating 3: 94 percent / Raney nickel / tetrahydrofuran / 0.17 h 4: 80 percent / 3N aq. NaOH / 18 h / Heating View Scheme

(2-aminophenyl)(phenyl)methanone (2835-77-0) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: tert-butyl hypochlorite / CH2Cl2 / 1 h / -70 °C 2: Et3N / CH2Cl2 / -70 - 20 °C 3: 3N aq. HCl / CH2Cl2 / 2 h / Heating 4: 94 percent / Raney nickel / tetrahydrofuran / 0.17 h 5: 80 percent / 3N aq. NaOH / 18 h / Heating View Scheme

1-indoline (496-15-1) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: 80 percent / BCl3, AlCl3 / toluene / 16 h / Heating 2: MnO2 / CH2Cl2 / 18 h / Heating 3: N-chlorosuccinimide / CH2Cl2 / 1 h / 15 - 20 °C 4: 70percent aq. H3PO4 / 2-methoxy-ethanol / 8 h / Heating 5: 86 percent / 50percent aq. sodium hydroxide / toluene; ethanol / 5 h / Heating View Scheme

7-benzoylindole (70803-96-2) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: N-chlorosuccinimide / CH2Cl2 / 1 h / 15 - 20 °C 2: 70percent aq. H3PO4 / 2-methoxy-ethanol / 8 h / Heating 3: 86 percent / 50percent aq. sodium hydroxide / toluene; ethanol / 5 h / Heating View Scheme

7-benzoyl-1H-indoline (33244-57-4) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: MnO2 / CH2Cl2 / 18 h / Heating 2: N-chlorosuccinimide / CH2Cl2 / 1 h / 15 - 20 °C 3: 70percent aq. H3PO4 / 2-methoxy-ethanol / 8 h / Heating 4: 86 percent / 50percent aq. sodium hydroxide / toluene; ethanol / 5 h / Heating View Scheme

3-chloro-7-benzoylindole (76049-81-5) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 70percent aq. H3PO4 / 2-methoxy-ethanol / 8 h / Heating 2: 86 percent / 50percent aq. sodium hydroxide / toluene; ethanol / 5 h / Heating View Scheme

benzonitrile (100-47-0) → 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: 80 percent / BCl3, AlCl3 / toluene / 16 h / Heating 2: MnO2 / CH2Cl2 / 18 h / Heating 3: N-chlorosuccinimide / CH2Cl2 / 1 h / 15 - 20 °C 4: 70percent aq. H3PO4 / 2-methoxy-ethanol / 8 h / Heating 5: 86 percent / 50percent aq. sodium hydroxide / toluene; ethanol / 5 h / Heating View Scheme

2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8) → 2-amino-3-(phenylmethyl)benzeneacetic acid, sodium salt (126849-29-4)

Conditions	Yield
With hydrogen; palladium on activated charcoal In water at 50 - 60℃; for 32h;	56%

2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8) → 2-amino-3-(hydroxyphenylmethyl)benzeneacetic acid, sodium salt (79588-33-3)

Conditions	Yield
With hydrogen; palladium on activated charcoal In water Ambient temperature;	53%

zinc(II) sulfate heptahydrate + 2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8) → 2-amino-3-benzoylbenzeneacetic acid, zinc salt

Conditions	Yield
In water

2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8) + methyl iodide (74-88-4) → methyl 2-amino-3-benzoylphenylacetate (61941-58-0)

Conditions	Yield
In N-methyl-acetamide	3.5 gms. (90%)

2-amino-3-benzoylbenzeneacetic acid,sodium salt (61941-56-8) + ethyl iodide (75-03-6) → 2-amino-3-benzoylbenzeneacetic acid,ethyl ester (61941-57-9)

Conditions	Yield
In N-methyl-acetamide	1.7 gms. (61.0%)

Upstream product

• 51135-38-7 7-benzoyl-1,3-dihydroindol-2-one 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 70803-96-2 7-benzoylindole 
• 33244-57-4 7-benzoyl-1H-indoline 
• 100-47-0 benzonitrile 
• 76049-81-5 3-chloro-7-benzoylindole 
• 496-15-1 1-indoline 
• 61085-33-4 7-benzoyl-3-methylsulfanyl-1,3-dihydro-indol-2-one 

Downstream Products

• 61941-57-9 2-amino-3-benzoylbenzeneacetic acid,ethyl ester 
• 61941-58-0 methyl 2-amino-3-benzoylphenylacetate 
• 79588-33-3 2-amino-3-(hydroxyphenylmethyl)benzeneacetic acid, sodium salt 
• 126849-29-4 2-amino-3-(phenylmethyl)benzeneacetic acid, sodium salt 

Relevant articles and documents

Locally administrable therapeutic composition for inflammatory disease

This invention relates to a locally administrable therapeutic composition for inflammatory disease which is characterized by comprising benzoylphenylacetic acid of the formula STR1 (wherein R is a hydrogen or halogen atom), or a salt thereof, or the hydrate of said acid or salt, as active ingredient. An ophthalmic composition according to the invention can treat effectively inflammatory eye disease by topical application, is not an irritant to the eye, and has a superior effect to conventional drugs of the same or similar type. The aqueous composition prepared in accordance with this invention has excellent stability and can be used advantageously as a nasal or otic composition as well as an ophthalmic one in the treatment of inflammatory otic or nasal disease.

Synthesis of 2-amino-3-benzoylphenylacetic acid

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