(1-Butyl-1H-indol-3-yl)(4-methoxynaphthalen-1-yl)methanone

Base Information

• Chemical Name: (1-Butyl-1H-indol-3-yl)(4-methoxynaphthalen-1-yl)methanone
• CAS No.: 210179-44-5
• Molecular Formula: C₂₄H₂₃NO₂
• Molecular Weight: 357.452
• UNII: SEL385TU4Y
• DSSTox Substance ID: DTXSID20441597
• Nikkaji Number: J980.246K
• Wikidata: Q82258398
• Mol file: 210179-44-5.mol

Synonyms:210179-44-5;JWH 080;JWH-080;SEL385TU4Y;JWH080;(1-butylindol-3-yl)-(4-methoxynaphthalen-1-yl)methanone;(1-Butyl-1H-indol-3-yl)(4-methoxynaphthalen-1-yl)methanone;UNII-SEL385TU4Y;(1-Butyl-1H-indol-3-yl)(4-methoxy-1-naphthalenyl)methanone;Methanone, (1-butyl-1H-indol-3-yl)(4-methoxy-1-naphthalenyl)-;1-Butyl-3-(4-methoxy-1-naphthoyl)-1H-indole;DTXSID20441597;FT-0670588

Chemical Property of (1-Butyl-1H-indol-3-yl)(4-methoxynaphthalen-1-yl)methanone

Chemical Property:

• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 357.172878976
• Heavy Atom Count: 27
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

JWH 080 ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=C(C4=CC=CC=C43)OC
• Description: JWH 080 is a synthetic cannabinoid (CB) which binds both the central CB1 receptor (Ki = 5.6 nM) and the peripheral CB2 receptor (Ki = 2.2 nM) in vitro. The in vivo physiological and toxicological properties of this compound have not been elucidated. This product is intended for forensic and research applications.

Technology Process of (1-Butyl-1H-indol-3-yl)(4-methoxynaphthalen-1-yl)methanone

There total 3 articles about (1-Butyl-1H-indol-3-yl)(4-methoxynaphthalen-1-yl)methanone 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: 23.0%

1-bromo-butane (109-65-9) + 3-(4-methoxy-1-naphthoyl)indole (210179-33-2) → (1-butyl-1H-indol-3-yl)(4-methoxy-1-naphthalenyl)methanone (210179-44-5) + 1-butyl-3-(4-butoxy-1-naphthoyl)indole

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1021/jo972351a

Reference yield:

indole (120-72-9) → (1-butyl-1H-indol-3-yl)(4-methoxy-1-naphthalenyl)methanone (210179-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / methylmagnesium bromide / tetrahydrofuran / 1.5 h / Heating

2: 40 percent / KOH / dimethylsulfoxide / 80 °C

With potassium hydroxide; methylmagnesium bromide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jo972351a

Reference yield:

4-methoxy-1-naphthoic acid chloride (70696-57-0) → (1-butyl-1H-indol-3-yl)(4-methoxy-1-naphthalenyl)methanone (210179-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / methylmagnesium bromide / tetrahydrofuran / 1.5 h / Heating

2: 40 percent / KOH / dimethylsulfoxide / 80 °C

With potassium hydroxide; methylmagnesium bromide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jo972351a

upstream raw materials:

1-bromo-butane

3-(4-methoxy-1-naphthoyl)indole

indole

4-methoxy-1-naphthoic acid chloride

Refernces