(1-((1-Methylpiperidin-2-yl)methyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone

Base Information

• Chemical Name: (1-((1-Methylpiperidin-2-yl)methyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone
• CAS No.: 137642-54-7
• Molecular Formula: C26H26N2O
• Molecular Weight: 382.50
• Hs Code.: 2933990090
• UNII: 05850M72P2
• DSSTox Substance ID: DTXSID50433001
• Nikkaji Number: J549.024C
• Wikipedia: AM-1220
• Wikidata: Q4652479
• ChEMBL ID: CHEMBL68641
• Mol file: 137642-54-7.mol

Synonyms:(1-((1-methylpiperidin-2-yl)methyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone;AM5983

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Chemical Property of (1-((1-Methylpiperidin-2-yl)methyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone

Chemical Property:

• Boiling Point: 575.6±20.0 °C(Predicted)
• PKA: 9.75±0.10(Predicted)
• Flash Point: 301.892oC
• PSA: 25.24000
• Density: 1.17
• LogP: 5.44770
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 382.204513457
• Heavy Atom Count: 29
• Complexity: 577

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCCC1CN2C=C(C3=CC=CC=C32)C(=O)C4=CC=CC5=CC=CC=C54
• Description: AM1220 is a potent synthetic cannabinoid (CB) with preference for the central CB1 receptor (Ki = 3.88 nM) over the CB2 receptor (Ki = 73.4 nM). The physiological actions and metabolism of AM1220 have not been characterized.
• Uses: AM-1220 is a synthetic cannabimimetic indole derivative. AM-1220 acts as a potent and moderately selective agonist for the cannabinoid receptor CB1 with around 19 times the selectivity for CB1 over CB2 receptor.

Technology Process of (1-((1-Methylpiperidin-2-yl)methyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone

There total 5 articles about (1-((1-Methylpiperidin-2-yl)methyl)-1H-indol-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:

1-naphthalenecarboxylic acid (86-55-5) → [1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]-1-naphthalenylmethanone (137642-54-7,134959-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 2 h / 70 °C

2: AlCl₃ / CH₂Cl₂

With aluminium trichloride; thionyl chloride; In dichloromethane; 2: Friedel-Crafts reaction;

DOI:10.1021/jm0502743

Reference yield:

1-(1-methylpiperidin-2-ylmethyl)-1H-indole (137641-68-0) + naphthalene-1-carbonic acid chloride (879-18-5) → [1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]-1-naphthalenylmethanone (137642-54-7,134959-64-1)

Guidance literature:

With aluminium trichloride; In dichloromethane;

DOI:10.1021/jm0502743

Reference yield:

(1H-indol-3-yl)(naphthalene-1-yl)methanone (109555-87-5) → [1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]-1-naphthalenylmethanone (137642-54-7,134959-64-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; Yield given;

DOI:10.1016/0960-894X(95)00560-G

upstream raw materials:

(1H-indol-3-yl)(naphthalene-1-yl)methanone

1-(1-methylpiperidin-2-ylmethyl)-1H-indole

naphthalene-1-carbonic acid chloride

1-naphthalenecarboxylic acid