5338-44-3

Basic information

• Product Name: 4-(ACETYLAMINO)-BENZOIC ACID ETHYL ESTER
• Synonyms: ETHYL 4-ACETAMIDOBENZOATE;4-(ACETYLAMINO)-BENZOIC ACID ETHYL ESTER;RARECHEM AL BI 0078;p-(Acetylamino)benzoic acid ethyl ester;4-acetamidobenzoic acid ethyl ester;Benzoic acid, 4-(acetylamino)-, ethyl ester
• CAS NO: 5338-44-3
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23
• Mol File: 5338-44-3.mol
• Article Data: 35

Chemical Properties

• Melting Point: 181 °C
• Boiling Point: 390.8 °C at 760 mmHg
• Flash Point: 190.2 °C
• Appearance: /
• Density: 1.171 g/cm³
• Vapor Pressure: 2.58E-06mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly)
• PKA: 14.59±0.70(Predicted)
• CAS DataBase Reference: 4-(ACETYLAMINO)-BENZOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(ACETYLAMINO)-BENZOIC ACID ETHYL ESTER(5338-44-3)
• EPA Substance Registry System: 4-(ACETYLAMINO)-BENZOIC ACID ETHYL ESTER(5338-44-3)

Safety Data

• Hazardous Substances Data: 5338-44-3(Hazardous Substances Data)

Usage

Description

4-(Acetylamino)-benzoic acid ethyl ester, also known as Ethyl 4-acetamidobenzoate, is an organic compound with the molecular formula C10H11NO3. It is a derivative of benzoic acid, featuring an acetylamino group at the 4-position and an ester group attached to the ethyl group. 4-(Acetylamino)-benzoic acid ethyl ester is known for its potential applications in various fields, particularly in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
4-(Acetylamino)-benzoic acid ethyl ester is used as a reagent for the synthesis of DAMPA-d3, which is a labeled antitumor agent. This application is significant because it contributes to the development of cancer treatments and aids in understanding the mechanisms of tumor growth and progression.
In the synthesis of DAMPA-d3, 4-(Acetylamino)-benzoic acid ethyl ester serves as a key intermediate, allowing for the creation of a compound that can be used as a tracer or marker in cancer research. This helps researchers to track the distribution, metabolism, and excretion of the antitumor agent in the body, ultimately leading to a better understanding of its effectiveness and potential side effects.
Overall, 4-(Acetylamino)-benzoic acid ethyl ester plays a crucial role in the development of novel cancer therapies and contributes to the advancement of cancer research. Its use as a reagent in the synthesis of labeled antitumor agents highlights its importance in the pharmaceutical industry and its potential impact on the lives of cancer patients.

InChI:InChI=1/C11H13NO3/c1-3-15-11(14)9-4-6-10(7-5-9)12-8(2)13/h4-7H,3H2,1-2H3,(H,12,13)

Upstream product

• 108-24-7 acetic anhydride 
• 94-09-7 p-aminoethylbenzoate 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 38556-93-3 4-azido-benzoic acid ethyl ester 
• 99-77-4 ethyl 4-nitrobenzoate 
• 93-89-0 benzoic acid ethyl ester 
• 75-05-8 acetonitrile 
• 29551-88-0 ethyl 4-(N-chloroacetamido)benzoate 
• 100-59-4 phenylmagnesium chloride 
• 60-35-5 acetamide 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 507-09-5 tiolacetic acid 
• 7153-22-2 ethyl 4-cyanobenzoate 

Downstream Products

• 41764-73-2 N-[4-(hydrazinecarbonyl)phenyl]acetamide 
• 109817-10-9 ethyl 4-(5-methyl-1H-tetrazol-1-yl)benzoate 
• 175204-17-8 ethyl 4-(acetylamino)-3-nitrobenzoate 
• 115143-76-5 4-[(N-biphenyl-2-yl-acetimidoyl)-amino]-benzoic acid ethyl ester 
• 108848-28-8 4-(acetyl-prop-2-ynyl-amino)-benzoic acid ethyl ester 
• 68883-00-1 2-Acetamino-5-carbethoxystyrol 
• 109774-59-6 4-(N-Acetyl-N-tert-butyloxycarbonylamino)benzoic acid ethyl ester 
• 104854-55-9 4,4'-Acetyliminobis(benzoesaeureethylester) 
• 42265-58-7 ethyl 4-(N-ethylamino)benzoate 
• 29551-92-6 ethyl-4-acetamido-3-chlorobenzoate 
• 79043-96-2 4-Acetylamino-3-((E)-3-oxo-but-1-enyl)-benzoic acid ethyl ester 
• 183430-76-4 ethyl-4-acetylamino-3-allylbenzoate 
• 199535-08-5 4-Acetylamino-3-((E)-3-oxo-propenyl)-benzoic acid ethyl ester 
• 23269-70-7 N-(4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl)acetamide 

Relevant articles and documents

Direct para-Selective C-H Amination of Iodobenzenes: Highly Efficient Approach for the Synthesis of Diarylamines

Iodine(III)-mediated synthesis of 4-iodo-N-phenylaniline from iodobenzene has been achieved, and the reaction can proceed under mild conditions. A variety of functional groups were well tolerated, providing the corresponding products in moderate to good yields. The remaining iodine group provides an effective platform for converting the products into several valuable asymmetric diphenylamines. Most importantly, this reaction can be easily scaled up to the ten-gram scale, highlighting its synthetic utility. The mechanistic study revealed that the in situ generated aryl hypervalent iodine intermediate is the key factor to realize this para-selective C-H amination reaction.

3,6-Di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalysed metal-free amide bond formation from thioacids and amines at room temperature

A 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalysed efficient, mild and metal-free method has been developed for direct amide bond synthesis from simple thioacids and amines as starting materials. This methodology is useful for aromatic, aliphatic, and heteroaromatic thioacids as well as primary, secondary, heterocyclic, and even functionalized amines. A wide substrates scope, operationally mild conditions, and acylation of amines without affecting other functional groups such as alcohols, esters, carbodithioates, among others make this strategy very attractive and practical.

Synthesis, chemical characterization and antimicrobial activity of new acylhydrazones derived from carbohydrates

A new series of glycosylated acylhydrazones was synthesized and all the chemical structures were confirmed by High Resolution Mass Spectrometry (HRMS), 1H and 13C Nuclear Magnetic Resonance (1H-NMR; 13C-NMR) and Fourier Transform Infrared (FTIR) spectroscopy methods. The mass accuracy between the calculated and found values observed in HRMS analyses were near or lower than 5 ppm, which are acceptable for proposing a molecular formula using this technique. All of the synthesized compounds were screened for their antibacterial, antifungal and antiviral activities. Five compounds (12, 13, 14, 16 and 19) exerted a modest antifungal activity against the strains evaluated. Derivative 14 showed fungicidal activity against Candida glabrata at 173.8 μM and saccharide unit contributed to the increase of the antifungal potential against this strain. New chemical manipulation of derivative 14 can make it possible to obtain new potentially antimicrobial agents.