(1-Heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone

Base Information

• Chemical Name: (1-Heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone
• CAS No.: 914458-21-2
• Molecular Formula: C₂₈H₂₉NO
• Molecular Weight: 395.544
• UNII: 5446SVK6LH
• DSSTox Substance ID: DTXSID201016888
• Wikipedia: JWH-146
• Wikidata: Q108401005
• Pharos Ligand ID: PBXFVW2X876T
• ChEMBL ID: CHEMBL219970
• Mol file: 914458-21-2.mol

Synonyms:914458-21-2;JWH-146;(1-Heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone;5446SVK6LH;UNII-5446SVK6LH;CHEMBL219970;(1-heptyl-5-phenylpyrrol-3-yl)-naphthalen-1-ylmethanone;(1-Heptyl-5-phenyl-pyrrol-3-yl)-naphthalen-1-yl-methanone;(1-heptyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone;Methanone, (1-heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenyl-;D0TN1L;JWH 146;JDBFNFBWXVCTSA-UHFFFAOYSA-N;DTXSID201016888;BDBM50192598

Chemical Property of (1-Heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone

Chemical Property:

• Boiling Point: 575.1±38.0 °C(Predicted)
• PKA: -6.47±0.70(Predicted)
• Density: 1.05±0.1 g/cm3(Predicted)
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 395.224914549
• Heavy Atom Count: 30
• Complexity: 525

Purity/Quality:

99% ^*data from raw suppliers

(1-Heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCN1C=C(C=C1C2=CC=CC=C2)C(=O)C3=CC=CC4=CC=CC=C43
• Description: Several aminoalkylindole cannabinoids (CBs), including JWH 018 and JWH 073 , have been detected in herbal blends. JWH 146 is a (1-naphthoyl)pyrrole analog of JWH 018 that activates central CB1 and peripheral CB2 receptors with Ki values of 21 and 62 nM, respectively. This compound is intended for forensic and research applications.
• Uses: (1-Heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanoneis a s an high affinity ligand for cannabinoid CB1 and CB2 receptors.

Technology Process of (1-Heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone

There total 5 articles about (1-Heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone 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-heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone (914458-21-2)

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-heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone (914458-21-2)

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-heptyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone (914458-21-2)

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-Bromoheptane

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

2-phenyl-1H-pyrrole