Xamoterol

Base Information

• Chemical Name: Xamoterol
• CAS No.: 81801-12-9
• Molecular Formula: C16H25N3O5
• Molecular Weight: 339.392
• European Community (EC) Number: 277-319-9
• UNII: 7HE0JQL703
• DSSTox Substance ID: DTXSID8045222
• Nikkaji Number: J304.911F
• Wikipedia: Xamoterol
• Wikidata: Q4021708
• NCI Thesaurus Code: C81344
• Pharos Ligand ID: TNTLAZFQ8DQS
• Metabolomics Workbench ID: 68221
• ChEMBL ID: CHEMBL75753
• Mol file: 81801-12-9.mol

Synonyms:Carwin;Corwin;Fumarate, Xamoterol;Hemifumarate, Xamoterol;ICI 118587;ICI-118587;ICI118587;Monohydrobromide, Xamoterol;Monohydrochloride, Xamoterol;Xamoterol;Xamoterol Fumarate;Xamoterol Hemifumarate;Xamoterol Maleate (2:1);Xamoterol Monohydrobromide;Xamoterol Monohydrochloride;Xamoterol, (S)-Isomer;Xamtol

Chemical Property of Xamoterol

Chemical Property:

• Vapor Pressure: 7.41E-18mmHg at 25°C
• Refractive Index: 1.571
• Boiling Point: 651.4 °C at 760 mmHg
• Flash Point: 347.7 °C
• PSA: 177.89000
• Density: 1.265 g/cm³
• LogP: 0.19480
• Solubility.: H2O: 10 mg/mL at 60 °C, soluble
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 339.17942091
• Heavy Atom Count: 24
• Complexity: 358

Purity/Quality:

95-99% ^*data from raw suppliers

Xamoterol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C(=O)NCCNCC(COC2=CC=C(C=C2)O)O
• Uses: Xamoterol is an authentic β1-adrenoceptor (β1-AR) agonist that has been shown to mimic the autoantibody effect on rat atria β1-AR apoptosis.

Technology Process of Xamoterol

There total 4 articles about Xamoterol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

phenyl N-<2--2-hydroxypropyl>amino>ethyl>carbamate (69630-06-4) → xamoterol (81801-12-9,1229516-19-1,69630-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 18 h / 100 °C

2: H₂, AcOH / 30percent Pd/C / 1.5 h

With hydrogen; acetic acid; palladium on activated charcoal; In toluene;

DOI:10.1021/jm00135a015

Reference yield:

N-<-2-hydroxypropyl>amino>ethyl>-2-methylpropanamide (76167-36-7) → xamoterol (81801-12-9,1229516-19-1,69630-22-4)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH / ethanol / 96 h / Heating

2: 50 percent / NaHCO₃ / toluene

3: toluene / 18 h / 100 °C

4: H₂, AcOH / 30percent Pd/C / 1.5 h

With potassium hydroxide; hydrogen; sodium hydrogencarbonate; acetic acid; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1021/jm00135a015

Reference yield:

N-<2--2-hydroxypropyl>amino>ethyl>ethylamine (69630-05-3) → xamoterol (81801-12-9,1229516-19-1,69630-22-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / NaHCO₃ / toluene

2: toluene / 18 h / 100 °C

3: H₂, AcOH / 30percent Pd/C / 1.5 h

With hydrogen; sodium hydrogencarbonate; acetic acid; palladium on activated charcoal; In toluene;

DOI:10.1021/jm00135a015

upstream raw materials:

N-<-2-hydroxypropyl>amino>ethyl>-2-methylpropanamide

phenyl N-<2--2-hydroxypropyl>amino>ethyl>carbamate

N-<2--2-hydroxypropyl>amino>ethyl>ethylamine

Refernces