261789-00-8

Basic information

• Product Name: 2C-N
• Synonyms: 2C-N;2,5-Dimethoxy-4-nitrophenethylamine Hydrochloride;2C-N (exempt preparation)
• CAS NO: 261789-00-8
• Molecular Formula: C10H15ClN2O4
• Molecular Weight: 262.6901
• Mol File: 261789-00-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 394.43 °C at 760 mmHg
• Flash Point: 192.344 °C
• Appearance: /
• Density: 1.218 g/cm³
• CAS DataBase Reference: 2C-N(CAS DataBase Reference)
• NIST Chemistry Reference: 2C-N(261789-00-8)
• EPA Substance Registry System: 2C-N(261789-00-8)

Safety Data

• Hazardous Substances Data: 261789-00-8(Hazardous Substances Data)

Usage

Description

2C-N, formally known as 2,5-dimethoxy-4-nitrophenethylamine, is a phenylethylamine belonging to the 2C family of psychedelics. It is recognized as a potent 5-HT2A receptor agonist and is structurally similar to the psychedelic drug 2C-B. 2C-N is known to stimulate arachidonic acid release through serotonin receptors 5-HT2C and 5-HT2A, and is primarily intended for forensic and research applications.

Uses

Used in Forensic Applications:
2C-N is used as a forensic tool for the identification and analysis of this specific compound in various samples, such as those related to criminal investigations or toxicological analyses. Its role in forensics aids in understanding the prevalence, distribution, and potential dangers associated with its use.
Used in Research Applications:
2C-N serves as a research chemical, providing scientists with the opportunity to study its effects on serotonin receptors, particularly 5-HT2A and 5-HT2C. This research can contribute to the broader understanding of the 2C family of psychedelics, their mechanisms of action, and potential therapeutic applications.
Used in Pharmaceutical Development:
Although many 2C compounds are regulated as illegal substances, 2C-N's potent stimulation of arachidonic acid release through specific serotonin receptors makes it a candidate for further pharmaceutical development. Researchers may explore its potential in creating new medications targeting these receptors for various therapeutic purposes.
Used in Neuroscientific Studies:
2C-N's interaction with serotonin receptors can be valuable in neuroscientific studies, particularly those focusing on the roles of 5-HT2A and 5-HT2C receptors in mood, cognition, and behavior. Understanding the effects of 2C-N on these receptors can provide insights into the underlying mechanisms of various neurological and psychiatric disorders.

Upstream product

• 3600-86-0 2,5-dimethoxyphenethylamine 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 108536-18-1 β-dimethoxy-2,5 phenyl nitro ethylene 
• 40276-11-7 (E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene 

Relevant articles and documents

Differences in potency and efficacy of a series of phenylisopropylamine/phenylethylamine pairs at 5-HT(2A) and 5-HT(2C) receptors.

The pharmacological profile of a series of (+/-)-2,5-dimethoxy-4-(X)-phenylisopropylamines (X=I, Br, NO(2), CH(3), or H) and corresponding phenylethylamines, was determined in Xenopus laevis oocytes injected with cRNA coding for rat 5-HT(2A) or 5-HT(2C) receptors. The efficacy and relative potency of these drugs were determined and compared to classical 5-HT(2) receptor agonists and antagonists. The rank order of agonist potency at the 5-HT(2A) receptor was: alpha-methyl-5-HT=5-HT>m-CPP>MK-212; at the 5-HT(2C) receptor the order was: 5-HT>alpha-methyl-5-HT>MK-212>m-CPP. All these compounds were full agonists at the 5-HT(2C) receptor, but alpha-methyl-5-HT and m-CPP showed lower efficacy at the 5-HT(2A) receptor. 4-(4-Fluorobenzoyl)-1-(4-phenylbutyl)piperidine (4F 4PP) was 200 times more potent as a 5-HT(2A) antagonist than at 5-HT(2C) receptors. Conversely, RS 102221 was 100 times more potent as a 5-HT(2C) antagonist, confirming their relative receptor selectivities. The phenylisopropylamines were partial agonists at the 5-HT(2A) receptor, with I(max) relative to 5-HT in the 22+/-7 to 58+/-15% range; the corresponding phenylethylamines had lower or undetectable efficacies. All these drugs had higher efficacies at 5-HT(2C) receptors; DOI was a full 5-HT(2C) agonist. 2C-I and the other phenylethylamines examined showed relative efficacies at the 5-HT(2C) receptor ranging from 44+/-10% to 76+/-16%. 2C-N was a 5-HT(2) receptor antagonist; the mechanism was competitive at the 5-HT(2A), but non-competitive at the 5-HT(2C) receptor. The antagonism was time-dependent at the 5-HT(2C) receptor but independent of pre-incubation time at the 5-HT(2A) receptor subtype. The alpha-methyl group determines the efficacy of these phenylalkylamines at the 5-HT(2A) and 5-HT(2C) receptors.

Immunoassay for Phenethylamines of the 2C and DO Sub-Families

Immunoassay methods and their requisite components for the detection and determination of phenethylamines of the 2C and DO sub-families are described.

Immunoassay for Phenethylamines of the 2C and DO Sub-Families

Immunoassay methods and their requisite components for the detection and determination of phenethylamines of the 2C and DO sub-families are described.