1-(5-fluoropentyl)-N-(phenylmethyl)-1H-indole-3-carboxamide

Base Information

• Chemical Name: 1-(5-fluoropentyl)-N-(phenylmethyl)-1H-indole-3-carboxamide
• CAS No.: 1776086-02-2
• Molecular Formula: C₂₁H₂₃FN₂O
• Molecular Weight: 338.425
• Mol file: 1776086-02-2.mol

Synonyms:

Chemical Property of 1-(5-fluoropentyl)-N-(phenylmethyl)-1H-indole-3-carboxamide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

5-fluoro SDB-006 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: SDB-006 is an analog of the cannabimimetic indole JWH 018 adamantyl carboxamide in which the adamantane cage has been replaced with a phenyl ring. It binds the central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors with EC50 values of 19 and 134 nM, respectively. 5-fluoro SDB-006 is an analog of SDB-006 with a fluorine atom added to the terminal carbon of the alkyl chain. While the properties of this compound are not known, this modification of similar cannabimimetic compounds typically increases affinity for both CB receptors significantly. This product is intended for forensic and research applications.

Technology Process of 1-(5-fluoropentyl)-N-(phenylmethyl)-1H-indole-3-carboxamide

There total 6 articles about 1-(5-fluoropentyl)-N-(phenylmethyl)-1H-indole-3-carboxamide 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:

C14H15ClFNO + benzylamine (100-46-9) → 1-(5-fluoropentyl)-N-(phenylmethyl)-1H-indole-3-carboxamide (1776086-02-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 14h; Inert atmosphere;

DOI:10.1021/acschemneuro.0c00591

Reference yield:

C15H15F4NO → 1-(5-fluoropentyl)-N-(phenylmethyl)-1H-indole-3-carboxamide (1776086-02-2)

Guidance literature:

Multi-step reaction with 3 steps

1: alkali hydroxide / toluene; methanol / 2 h / Reflux; Inert atmosphere

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In methanol; dichloromethane; toluene;

DOI:10.1021/acschemneuro.0c00591

Reference yield:

1-(5-fluoropentyl)-1H-indole-3-carboxylic acid (1432794-98-3) → 1-(5-fluoropentyl)-N-(phenylmethyl)-1H-indole-3-carboxamide (1776086-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/acschemneuro.0c00591

upstream raw materials:

1-(5-fluoropentyl)-1H-indole-3-carboxylic acid

indole

benzylamine

1-bromo-5-fluoropentane

Refernces