Naphthalen-1-yl(1-pentyl-1H-pyrrol-3-yl)methanone

Base Information

• Chemical Name: Naphthalen-1-yl(1-pentyl-1H-pyrrol-3-yl)methanone
• CAS No.: 162934-73-8
• Molecular Formula: C20H21NO
• Molecular Weight: 291.393
• Hs Code.: 2933990090
• UNII: D3WWBII0GZ
• DSSTox Substance ID: DTXSID10433522
• Nikkaji Number: J770.894G
• Wikipedia: JWH-030
• Wikidata: Q15409417
• Pharos Ligand ID: NX17QQY96RRV
• ChEMBL ID: CHEMBL71810
• Mol file: 162934-73-8.mol

Synonyms:Naphthalen-1-yl(1-pentyl-1H-pyrrol-3-yl)methanone;162934-73-8;JWH-030;Methanone, 1-naphthalenyl(1-pentyl-1H-pyrrol-3-yl)-;Naphthalen-1-yl-(1-pentylpyrrol-3-yl)methanone;JWH 030;D3WWBII0GZ;CHEMBL71810;UNII-D3WWBII0GZ;SCHEMBL14455691;DTXSID10433522;VPBJQDBKZSHCPC-UHFFFAOYSA-N;BDBM50080102;AKOS015951323;FT-0700044;1-naphthalenyl(1-pentyl-1h-pyrrol-3-yl)methanone;A882766;(Naphthalen-1-yl)(1-pentyl-1H-pyrrol-3-yl)methanone;Naphthalen-1-yl-(1-pentyl-1H-pyrrol-3-yl)-methanone;Q15409417

Chemical Property of Naphthalen-1-yl(1-pentyl-1H-pyrrol-3-yl)methanone

Chemical Property:

• Boiling Point: 455.4±18.0 °C(Predicted)
• PKA: -5.94±0.70(Predicted)
• PSA: 22.00000
• Density: 1.055 g/cm³
• LogP: 5.06250
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 291.162314293
• Heavy Atom Count: 22
• Complexity: 367

Purity/Quality:

99% ^*data from raw suppliers

Naphthalen-1-yl(1-pentyl-1H-pyrrol-3-yl)methanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCN1C=CC(=C1)C(=O)C2=CC=CC3=CC=CC=C32
• Uses: JWH-030 is a synthetic cannabinoid agonist that binds to the CB1 receptor. It is used in the research study of the effect of synthetic pyrrole agonist on the cannabinoid receptros.

Technology Process of Naphthalen-1-yl(1-pentyl-1H-pyrrol-3-yl)methanone

There total 3 articles about Naphthalen-1-yl(1-pentyl-1H-pyrrol-3-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: 75.0%

C19H20O5 + n-Pentylamine (110-58-7) → JWH 030 (162934-73-8)

Guidance literature:

With aluminum potassium sulfate hexahydrate; In ethanol; at 80 ℃; for 5h; Green chemistry;

DOI:10.1039/d1gc03635a

Reference yield: 59.0%

1-Bromopentane (110-53-2) + naphthalen-1-yl(1H-pyrrol-3-yl)methanone (162934-76-1) → JWH 030 (162934-73-8)

Guidance literature:

With potassium hydride; In dimethyl sulfoxide; for 2h; Ambient temperature;

DOI:10.1016/0040-4039(95)00016-6

Reference yield:

1-(naphthalen-1-yl)prop-2-en-1-one (22422-69-1) → JWH 030 (162934-73-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane; water / 48 h / 20 - 40 °C

2: dmap; triethylamine / dichloromethane / 0.33 h / 0 °C

3: aluminum potassium sulfate hexahydrate / ethanol / 5 h / 80 °C / Green chemistry

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; aluminum potassium sulfate hexahydrate; triethylamine; In ethanol; dichloromethane; water; 3: |Morita-Baylis-Hillman Alkylation;

DOI:10.1039/d1gc03635a

upstream raw materials:

1-Bromopentane

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

1-(naphthalen-1-yl)prop-2-en-1-one

n-Pentylamine

Downstream raw materials:

1-naphthalenyl-[5-(1-naphthalenyl)-1-pentyl-1H-pyrrol-3-yl]methanone

JWH-368

JWH-308

Refernces

• 1、 Lainton, Julia A. H.,Huffman, John W.,Martin, Billy R.,Compton, David R.. "1-Alkyl-3-(l-naphthoyl)pyrroles: A New Class of Cannabinoid". . p. 1401 - 1404. Retrieved 2007/10/02.