(1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone

Base Information

• Chemical Name: (1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone
• CAS No.: 914458-20-1
• Molecular Formula: C₂₇H₂₇NO
• Molecular Weight: 381.517
• UNII: MQ6N4B8QWE
• DSSTox Substance ID: DTXSID00658823
• Wikipedia: JWH-147
• Wikidata: Q6109190
• Pharos Ligand ID: 5W9GVG7XG4T8
• ChEMBL ID: CHEMBL374982
• Mol file: 914458-20-1.mol

Synonyms:914458-20-1;JWH-147;(1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone;MQ6N4B8QWE;1-Hexyl-2-phenyl-4-(1-naphthoyl)pyrrole;JWH 147;(1-hexyl-5-phenylpyrrol-3-yl)-naphthalen-1-ylmethanone;UNII-MQ6N4B8QWE;CHEMBL374982;(1-Hexyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone;1-Hexyl-2-phenyl-4-(1-naphthoyl)pyrroleJWH-147;Methanone, (1-hexyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenyl-;D0S2ZR;SCHEMBL15435604;DTXSID00658823;FRMYAMAGHYHNKF-UHFFFAOYSA-N;JWH-147";BDBM50192588;AKOS015950991;FT-0669208;1-HEXYL-4-(NAPHTHALENE-1-CARBONYL)-2-PHENYLPYRROLE;(1-hexyl-5-phenyl-1h-pyrrol-3-yl)-naphthalen-1-ylmethanone

Chemical Property of (1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 87-89 °C
• Boiling Point: 565.447 °C at 760 mmHg
• Flash Point: 295.772 °C
• PSA: 22.00000
• Density: 1.059 g/cm³
• LogP: 7.11960
• Storage Temp.: Controlled Substance, -20?C Freezer
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 381.209264485
• Heavy Atom Count: 29
• Complexity: 511

Purity/Quality:

99% ^*data from raw suppliers

JWH 147 ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCN1C=C(C=C1C2=CC=CC=C2)C(=O)C3=CC=CC4=CC=CC=C43
• Uses: 1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles as high affinity ligands for the cannabinoid CB1 and CB2 receptors.

Technology Process of (1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone

There total 5 articles about (1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-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:

2-phenyl-4-(1-naphthoyl)-N-p-toluenesulfonylpyrrole (914458-46-1) → (1-hexyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone (914458-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Alkaline hydrolysis

2: sodium hydride

With sodium hydride;

DOI:10.1016/j.bmcl.2006.07.051

Reference yield:

2-phenyl-1H-pyrrole (3042-22-6) → (1-hexyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone (914458-20-1)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH

2: aluminium chloride

3: Alkaline hydrolysis

4: sodium hydride

With aluminium trichloride; sodium hydride; 2: Friedel-Crafts acylation;

DOI:10.1016/j.bmcl.2006.07.051

Reference yield:

acetophenone oxime (613-91-2) → (1-hexyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone (914458-20-1)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH

2: aluminium chloride

3: Alkaline hydrolysis

4: sodium hydride

With aluminium trichloride; sodium hydride; 3: Friedel-Crafts acylation;

DOI:10.1016/j.bmcl.2006.07.051

upstream raw materials:

naphthalen-1-yl(5-phenyl-1H-pyrrol-3-yl)methanone

1-bromo-hexane

2-phenyl-4-(1-naphthoyl)-N-p-toluenesulfonylpyrrole

2-phenyl-1H-pyrrole

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