69630-21-3

Basic information

• Product Name: N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide
• Synonyms: N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide;N-[2-[[2-Hydroxy-3-[4-(benzyloxy)phenoxy]propyl]amino]ethyl]-4-morpholinecarboxamide
• CAS NO: 69630-21-3
• Molecular Formula: C23H31N3O5
• Molecular Weight: 429.50934
• EINECS: 274-059-8
• Mol File: 69630-21-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 695.6°C at 760 mmHg
• Flash Point: 374.5°C
• Appearance: /
• Density: 1.211g/cm³
• Vapor Pressure: 2.61E-20mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide(69630-21-3)
• EPA Substance Registry System: N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide(69630-21-3)

Safety Data

• Hazardous Substances Data: 69630-21-3(Hazardous Substances Data)

Usage

Description

N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide is a complex organic compound with a unique chemical structure. It is characterized by its morpholine-4-carboxamide backbone, which is connected to a hydroxy-phenoxy-propyl chain through an amino-ethyl bridge. The presence of phenylmethoxy and hydroxy groups in the molecule suggests potential interactions with various biological targets, making it a candidate for pharmaceutical and chemical applications.

Uses

1. Used in Pharmaceutical Applications:
N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs targeting specific biological pathways.
2. Used in Chemical Research:
In the field of chemical research, N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide can be used as a starting material or a building block for the synthesis of more complex molecules. Its versatile structure enables the exploration of new chemical reactions and the development of novel compounds with potential applications in various industries.
3. Used in Drug Delivery Systems:
Similar to gallotannin, N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide can be employed in the development of drug delivery systems. Its chemical structure allows for the potential modification and functionalization of nanoparticles or other carriers, enhancing the delivery, bioavailability, and therapeutic outcomes of associated drugs.
4. Used in the Synthesis of Xamoterol and Related Compounds:
N-[2-[[2-hydroxy-3-[4-(phenylmethoxy)phenoxy]propyl]amino]ethyl]morpholine-4-carboxamide is used as an intermediate in the synthesis of Xamoterol (X499800), a β1-adrenoceptor (β1-AR) agonist, and Xamoterol Hemifumarate (X499808), a β1-adrenoceptor-selective partial agonist. These compounds have been shown to have potential applications in the treatment of various cardiovascular conditions.

InChI:InChI=1/C23H31N3O5/c27-20(16-24-10-11-25-23(28)26-12-14-29-15-13-26)18-31-22-8-6-21(7-9-22)30-17-19-4-2-1-3-5-19/h1-9,20,24,27H,10-18H2,(H,25,28)

Upstream product

• 57506-19-1 R-(-)-1-p-benzyloxyphenoxy-3-p-toluene-sulphonyloxy-2-propanol 
• 69630-16-6 N-(2-aminoethyl)-4-morpholine carboxamide 
• 69630-17-7 4-(N-beta-aminoethylcarbamoyl)morpholine hydrogen sulfate 
• 122797-04-0 (S)-{[4-(Phenylmethoxy)phenoxy]methyl}-oxirane 
• 15159-40-7 4-morpholinocarbonyl chloride 
• 215654-61-8 tert-butyl 2-(3-(morpholine-4-carboxamido)ethyl)carbamate 
• 103-16-2 4-Benzyloxyphenol 
• 222422-05-1 (R)-2-((4-(benzyloxy)phenoxy)methyl)oxirane 

Relevant articles and documents

Discovery of novel brain permeable and G protein-biased beta-1 adrenergic receptor partial agonists for the treatment of neurocognitive disorders

The beta-1 adrenergic receptor (ADRB1) is a promising therapeutic target intrinsically involved in the cognitive deficits and pathological features associated with Alzheimer’s disease (AD). Evidence indicates that ADRB1 plays an important role in regulating neuroinflammatory processes, and activation of ADRB1 may produce neuroprotective effects in neuroinflammatory diseases. Novel small molecule modulators of ADRB1, engineered to be highly brain permeable and functionally selective for the G protein with partial agonistic activity, could have tremendous value both as pharmacological tools and potential lead molecules for further preclinical development. The present study describes our ongoing efforts toward the discovery of functionally selective partial agonists of ADRB1 that have potential therapeutic value for AD and neuroinflammatory disorders, which has led to the identification of the molecule STD-101-D1. As a functionally selective agonist of ADRB1, STD-101-D1 produces partial agonistic activity on G protein signaling with an EC50 value in the low nanomolar range, but engages very little beta-arrestin recruitment compared to the unbiased agonist isoproterenol. STD-101-D1 also inhibits the tumor necrosis factor α (TNFα) response induced by lipopolysaccharide (LPS) both in vitro and in vivo, and shows high brain penetration. Other than the therapeutic role, this newly identified, functionally selective, partial agonist of ADRB1 is an invaluable research tool to study mechanisms of G protein-coupled receptor signal transduction.

Phenol esters.

A phenol ester of xamoterol of the formula: wherein X is a methylene radical or a direct bond, R1 is a hydrogen atom or an alkyl or alkenyl radical of 3 to 8 carbon atoms, and R2 and R3, which may be the same or different, are each a 1--4C alkyl radical;