N-[3-[2-(dimethylamino)ethoxy]-4-methoxyphenyl]-4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzamide

Base Information

• Chemical Name: N-[3-[2-(dimethylamino)ethoxy]-4-methoxyphenyl]-4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzamide
• CAS No.: 170230-39-4
• Molecular Formula: C28H30 N4 O4
• Molecular Weight: 486.571
• UNII: ZM4360761C
• DSSTox Substance ID: DTXSID4043985
• Nikkaji Number: J854.331C
• Wikipedia: SB-216641
• Wikidata: Q7388907
• Pharos Ligand ID: BBF6DJQ7S9ZK
• ChEMBL ID: CHEMBL20963
• Mol file: 170230-39-4.mol

Synonyms:N-(3-(2-dimethylamino)ethoxy-4-methoxyphenyl)-2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-(1,1'-biphenyl)-4-carboxamide;SB 216641;SB 216641A;SB-216641;SB-216641A

Chemical Property of N-[3-[2-(dimethylamino)ethoxy]-4-methoxyphenyl]-4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 89.72000
• Density: g/cm³
• LogP: 6.09670
• Storage Temp.: Store at RT
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 486.22670545
• Heavy Atom Count: 36
• Complexity: 687

Purity/Quality:

99%+, ^*data from raw suppliers

N-(3-(2-(Dimethylamino)ethoxy)-4-methoxyphenyl)-2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-carboxamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)C2=NOC(=N2)C)C3=CC=C(C=C3)C(=O)NC4=CC(=C(C=C4)OC)OCCN(C)C

Technology Process of N-[3-[2-(dimethylamino)ethoxy]-4-methoxyphenyl]-4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzamide

There total 5 articles about N-[3-[2-(dimethylamino)ethoxy]-4-methoxyphenyl]-4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzamide 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: 43.0%

3-[2-(dimethylamino)ethoxy]-4-methoxyaniline (170229-68-2) + 2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-biphenyl-4-carbonyl chloride (165381-86-2) → SB 216641 (170230-39-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm970457s

Reference yield:

5-nitroguaiacol (636-93-1) → SB 216641 (170230-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / K₂CO₃ / acetone; H₂O / 10 h / Heating

2: 95 percent / H₂ / 10 percent Pd/C / ethanol / Ambient temperature

3: 43 percent / aq. NaOH / tetrahydrofuran / Ambient temperature

With sodium hydroxide; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; acetone;

DOI:10.1021/jm970457s

Reference yield:

3-<2-(dimethylamino)ethoxy>-4-nitroanisole (170229-67-1) → SB 216641 (170230-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / 10 percent Pd/C / ethanol / Ambient temperature

2: 43 percent / aq. NaOH / tetrahydrofuran / Ambient temperature

With sodium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm970457s

upstream raw materials:

3-[2-(dimethylamino)ethoxy]-4-methoxyaniline

2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-biphenyl-4-carbonyl chloride

5-nitroguaiacol

3-<2-(dimethylamino)ethoxy>-4-nitroanisole

Refernces

• 1、 Gaster, Laramie M.,Blaney, Frank E.,Davies, Susannah,Duckworth, D. Malcolm,Ham, Peter,Jenkins, Sarah,Jennings, Andrew J.,Joiner, Graham F.,King, Frank D.,Mulholland, Keith R.,Wyman, Paul A.,Hagan, Jim J.,Hatcher, Jon,Jones, Brian J.,Middlemiss, Derek N.,Price, Gary W.,Riley, Graham,Roberts, Claire,Routledge, Carol,Selkirk, Julie,Slade, Paula D.. "The selective 5-HT(1B) receptor inverse agonist 1-methyl-5-[[2'-methyl- 4'(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]carbonyl]-2,3,6,7- tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] (SB-224289) potently blocks terminal 5-HT autoreceptor function bo". . p. 1218 - 1235. Retrieved 2007/10/03.