59690-89-0

Basic information

• Product Name: N-(4-Aminophenyl)propanamide
• Synonyms: AKOS BB-8167;LABOTEST-BB LT00511959;ASISCHEM T31165;P-AMINO PROPIONANILIDE;N-(4-AMINOPHENYL)PROPANAMIDE;4-Aminopropionylanilide;para-Aminopropionylanilide;4-AMINO PROPIONANILIDE
• CAS NO: 59690-89-0
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2
• Mol File: 59690-89-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 282.7 °C at 760 mmHg
• Flash Point: 124.8 °C
• Appearance: /
• Density: 1.162 g/cm³
• Vapor Pressure: 0.0033mmHg at 25°C
• Refractive Index: 1.616
• CAS DataBase Reference: N-(4-Aminophenyl)propanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Aminophenyl)propanamide(59690-89-0)
• EPA Substance Registry System: N-(4-Aminophenyl)propanamide(59690-89-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 59690-89-0(Hazardous Substances Data)

Usage

General Description

N-(4-Aminophenyl)propanamide, also known as 4-aminocinnamoyl or 4-aminocinnamic acid, is a chemical compound with the molecular formula C9H10N2O that consists of a benzene ring with an attached amino group and a propionamide group. It is a white to off-white crystalline powder that is sparingly soluble in water and soluble in organic solvents. N-(4-Aminophenyl)propanamide is used in the production of pharmaceuticals, specifically as an intermediate in the synthesis of various drugs, such as analgesics and anticonvulsants. It is also utilized in research and development of new medications and in the study of biochemical pathways and interactions in the human body. Additionally, N-(4-Aminophenyl)propanamide is considered to be a potential target for drug design and discovery due to its diverse pharmacological properties.

InChI:InChI=1/C9H12N2O/c1-2-9(12)11-8-5-3-7(10)4-6-8/h3-6H,2,10H2,1H3,(H,11,12)

Upstream product

• 940523-16-0 (4-propionylamino-phenyl)-carbamic acid tert-butyl ester 
• 71026-66-9 N-(tert-butoxycarbonyl)-1,4-phenylenediamine 
• 4850-93-5 N-(4-nitrophenyl)propionamide 
• 79-03-8 propionyl chloride 
• 106-50-3 1,4-phenylenediamine 

Downstream Products

• 1092521-93-1 C₁₂H₁₈N₂O₃S 

Relevant articles and documents

Thiazole ring-containing amide compounds as well as preparation method and application thereof

The invention discloses thiazole ring-containing amide compounds as well as a preparation method and application thereof, and belongs to the field of chemical technologies and pesticides. According to the present invention, p-phenylenediamine is adopted as a raw material to synthesize a series of the thiazole ring-containing amide compounds, and the synthesized thiazole ring-containing amide compounds have good inhibition effects on Xanthomonas oryzae pv.Oryza (Xoo), Xanthomonas oryzae pv.Oryzcola (Xoc) and Xanthomonas axonophora pv.Citri (Xac) in agricultural diseases and insect pests, and can be used for preparing the anti-plant bacterium agent.

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

A series of new N-phenylacetamide derivatives containing 4-arylthiazole moieties was designed and synthesized by introducing the thiazole moiety into the amide scaffold. The structures of the target compounds were confirmed by 1H-NMR, 13C-NMR and HRMS. Their in vitro antibacterial activities were evaluated against three kinds of bacteria-Xanthomonas oryzae pv. Oryzae (Xoo), Xanthomonas axonopodis pv. Citri (Xac) and X.oryzae pv. oryzicola (Xoc)-showing promising results. The minimum 50% effective concentration (EC50) value of N-(4-((4-(4-fluoro-phenyl)thiazol-2-yl)amino)phenyl)acetamide (A1) is 156.7 μM, which is superior to bismerthiazol (230.5 μM) and thiodiazole copper (545.2 μM). A scanning electron microscopy (SEM) investigation has confirmed that compound A1 could cause cell membrane rupture of Xoo. In addition, the nematicidal activity of the compounds against Meloidogyne incognita (M. incognita) was also tested, and compound A23 displayed excellent nematicidal activity, with mortality of 100% and 53.2% at 500 μg/mL and 100 μg/mL after 24 h of treatment, respectively. The preliminary structure-activity relationship (SAR) studies of these compounds are also briefly described. These results demonstrated that phenylacetamide derivatives may be considered as potential leads in the design of antibacterial agents.

Design, synthesis and preliminary pharmacological evaluation of new analogues of DM232 (unifiram) and DM235 (sunifiram) as cognition modulators

A series of amides, structurally related to DM232 (unifiram) and DM235 (sunifiram), characterized by a 1,2,3,4-tetrahydropyrazino[2,1-a]isoindol-6(2H)-one, 1,4-diamino-cyclohexane or 1,4-diaminobenzene ring, have been synthesized and tested for cognition-enhancing activity in the mouse passive-avoidance test. Some of the compounds display good antiamnesic and procognitive activity, with higher potency than piracetam, while some cyclohexane derivatives are endowed with amnesia inducing properties.