Nylidrin

Base Information

• Chemical Name: Nylidrin
• CAS No.: 447-41-6
• Molecular Formula: C₁₉H₂₅NO₂
• Molecular Weight: 299.413
• European Community (EC) Number: 207-182-2
• UNII: 695DKH33EI
• DSSTox Substance ID: DTXSID4023387
• Nikkaji Number: J5.749E
• Wikipedia: Buphenine
• Wikidata: Q851507
• NCI Thesaurus Code: C81642
• Metabolomics Workbench ID: 144292
• ChEMBL ID: CHEMBL114655
• Mol file: 447-41-6.mol

Synonyms:Benzylalcohol, p-hydroxy-a-[1-[(1-methyl-3-phenylpropyl)amino]ethyl]- (8CI); Nylidrin (6CI);1-(4-Hydroxyphenyl)-2-[4-phenyl-2-butylamino]propan-1-ol;1-(p-Hydroxyphenyl)-2-(1-methyl-3-phenylpropylamino)-1-propanol;1-(p-Hydroxyphenyl)-2-(1'-methyl-3'-phenylpropylamino)-1-propanol; Buphenin;Buphenine; Nalide; Nilidrine; Phenyl-sec-butyl norsuprifen; Suprifen-psb;p-Hydroxy-N-(1-methyl-3-phenylpropyl)norephedrine;p-Hydroxy-N-(1-methyl-3-phenylpropyl)norphedrine; p-Hydroxy-a-[1-[(1-methyl-3-phenylpropyl)amino]ethyl]benzylalcohol

Chemical Property of Nylidrin

Chemical Property:

• Appearance/Colour: White Powder
• Vapor Pressure: 7.23E-10mmHg at 25°C
• Melting Point: 111-112°
• Boiling Point: 476 °C at 760 mmHg
• Flash Point: 127.3 °C
• PSA: 52.49000
• Density: 1.101 g/cm³
• LogP: 3.81590
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 299.188529040
• Heavy Atom Count: 22
• Complexity: 296

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC1=CC=CC=C1)NC(C)C(C2=CC=C(C=C2)O)O
• Uses: Buphenin (Nylidrin), is shown to be an effective inhibitor of IgE-mediated release of histamine from human basophils, and thus can be used as antiallergic agent. It is also one of the FDA approved drug as Inhibitors of the Human Sodium Taurocholate Cotransporting Polypeptide (NTCP).
• Therapeutic Function: Vasodilator

Technology Process of Nylidrin

There total 10 articles about Nylidrin 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:

→ nylidrin (447-41-6,55659-12-6)

Guidance literature:

entspr. Keton, H2, Pd;

Reference yield:

4-Phenyl-2-butanone (2550-26-7) + 2-amino-4'-hydroxypropiophenone (18259-42-2) → (1RS,2SR)-1-(4-hydroxy-phenyl)-2-((SR)-1-methyl-3-phenyl-propylamino)-propan-1-ol (447-41-6,55659-12-6) + (1RS,2SR)-1-(4-hydroxy-phenyl)-2-((RS)-1-methyl-3-phenyl-propylamino)-propan-1-ol (447-41-6,55659-12-6)

Guidance literature:

With methanol; nickel; Hydrogenation;

Reference yield:

4-Phenyl-2-butanone (2550-26-7) + 2-amino-4'-hydroxypropiophenone (18259-42-2) → (1RS,2SR)-1-(4-hydroxy-phenyl)-2-((SR)-1-methyl-3-phenyl-propylamino)-propan-1-ol (447-41-6,55659-12-6) + (1RS,2SR)-1-(4-hydroxy-phenyl)-2-((RS)-1-methyl-3-phenyl-propylamino)-propan-1-ol (447-41-6,55659-12-6)

Guidance literature:

With methanol; nickel; Hydrogenation;

upstream raw materials:

4-Phenyl-2-butanone

2-amino-4'-hydroxypropiophenone

(RS)-1-(4-hydroxy-phenyl)-2-((RS)-1-methyl-3-phenyl-propylamino)-propan-1-one

1-Phenylbut-1-en-3-one

Refernces