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

Uses

O-Benzyl Xamoterol is an intermediate in the synthesis of Xamoterol (X499800), an authentic β1-adrenoceptor (β1-AR) agonist that has been shown to mimic the autoantibody effect on rat atria β1-AR apoptosis and Xamoterol Hemifumarate (X499808), a β1-adrenoceptor-selective partial agonist.

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

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

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;