462068-45-7

Basic information

• Product Name: N-(4-AMINO-PHENYL)-3-MORPHOLIN-4-YL-PROPIONAMIDE
• Synonyms: N-(4-AMINO-PHENYL)-3-MORPHOLIN-4-YL-PROPIONAMIDE;N-(4-Aminophenyl)-3-morpholino-propanamide
• CAS NO: 462068-45-7
• Molecular Formula: C₁₃H₁₉N₃O₂
• Molecular Weight: 249.31
• Mol File: 462068-45-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 411.4°C at 760 mmHg
• Flash Point: 202.6°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 5.61E-07mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(4-AMINO-PHENYL)-3-MORPHOLIN-4-YL-PROPIONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-AMINO-PHENYL)-3-MORPHOLIN-4-YL-PROPIONAMIDE(462068-45-7)
• EPA Substance Registry System: N-(4-AMINO-PHENYL)-3-MORPHOLIN-4-YL-PROPIONAMIDE(462068-45-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 462068-45-7(Hazardous Substances Data)

Usage

General Description

N-(4-AMINO-PHENYL)-3-MORPHOLIN-4-YL-PROPIONAMIDE, also known as AMPP, is a chemical compound with the molecular formula C14H20N4O2. It is a morpholinylpropionamide that contains an amino group and a phenyl group. AMPP is commonly used as a reagent in chemical synthesis, particularly in the pharmaceutical industry for the production of various drugs. It is also used in some research applications due to its ability to act as a building block for the creation of new compounds. AMPP has a wide range of potential applications and is of interest to researchers and chemists in various fields.

InChI:InChI=1/C13H19N3O2/c14-11-1-3-12(4-2-11)15-13(17)5-6-16-7-9-18-10-8-16/h1-4H,5-10,14H2,(H,15,17)

Upstream product

• 19313-88-3 3-chloro-N-(4-nitrophenyl)propanamide 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 1446421-17-5 N-(4-(3-(4-(bis(2-chloroethyl)amino)phenyl)ureido)phenyl)-3-morpholinopropanamide 
• 1094648-03-9 1,3-bis(3-(1-(4-(3-(morpholin-4-yl)propanamido)phenyl)-1H-1,2,3-triazol-4-yl)phenyl)urea 
• 1191091-11-8 N₄,N₅-bis(4-(3-(morpholino-4-yl)propanamido)phenyl)-9,10-dihydro-9-oxoacridine-4,5-dicarboxamide 
• 1070978-58-3 1,3-bis(3-(4-(3-(morpholino)propanamido)phenylcarbamoyl)phenyl)urea 
• 1070979-32-6 N-(4-azidophenyl)-3-(morpholin-4-yl)propanamide 

Relevant articles and documents

Design and synthesis of potent antitumor water-soluble phenyl N-mustard-benzenealkylamide conjugates via a bioisostere approach

A series of new, water-soluble phenyl N-mustard-benzenealkylamide conjugates containing hydrophilic ω-dialkylaminoalkylamide or ω-cyclic aminoalkylamide moieties were synthesized via a bioisostere approach. These compounds have a broad spectrum of antitumor activity against a panel of human tumor cell lines. Of these derivatives, compound 18b effectively suppressed the growth of colon cancer (HCT-116), prostate cancer (PC3), and lung cancer (H460) xenografts. The growth of HCT-116 xenografts was almost completely suppressed when co-treated with compound 18b and 5-fluorouracil. Furthermore, compound 18b can induce DNA cross-linking and cell-cycle arrest at the G2/M phase. Early preclinical studies, including pharmacokinetics in rats, inhibition of the hERG, and 14 days of acute intravenous injection toxicity, suggest that compound 18b is a promising candidate for further preclinical studies.

Rational design of substituted diarylureas: A scaffold for binding to G-quadruplex motifs

The design and synthesis of a series of urea-based nonpolycyclic aromatic ligands with alkylaminoanilino side chains as telomeric and genomic G-quadruplex DNA interacting agents are described. Their interactions with quadruplexes have been examined by means of fluorescent resonance energy transfer melting, circular dichroism, and surface plasmon resonance-based assays. These validate the design concept for such urea-based ligands and also show that they have significant selectivity over duplex DNA, as well as for particular G-quadruplexes. The ligand-quadruplex complexes were investigated by computational molecular modeling, providing further information on structure-activity relationships. Preliminary biological studies using short-term cell growth inhibition assays show that some of the ligands have cancer cell selectivity, although they appear to have low potency for intracellular telomeric G-quadruplex structures, suggesting that their cellular targets may be other, possibly oncogene-related quadruplexes.

Click chemistry assembly of G-quadruplex ligands incorporating a diarylurea scaffold and triazole linkers

A series of diarylurea ligands were designed to interact selectively with G-quadruplexes and were synthesised using copper(I) catalysed 'click' chemistry to incorporate the 1,4-substituted 1,2,3-triazole ring into the core of the ligands; the optimal ligands demonstrate a high degree of selective telomeric G-quadruplex stabilisation and are not cytotoxic in several cancer cell lines. The Royal Society of Chemistry.