MK-212 HYDROCHLORIDE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H11ClN4.ClH
Molecular Weight	235.114
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.ClC1=CN=CC(=N1)N2CCNCC2

InChI

InChIKey=PFIZGLUIYAZQFU-UHFFFAOYSA-N

InChI=1S/C8H11ClN4.ClH/c9-7-5-11-6-8(12-7)13-3-1-10-2-4-13;/h5-6,10H,1-4H2;1H

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17415471 | https://www.ncbi.nlm.nih.gov/pubmed/23301527

MK-212 is a 5HT2C-receptor agonist. It displays selectivity for 5-HT2C over 5-HT2A (IC50 values are 0.028 and 0.42 uM for human 5-HT2C and 5-HT2A receptors expressed in HEK293 cells respectively). A dose-dependent the effect of 5HT2C-receptor agonist MK-212 on mouse behavior was demonstrated. Intraperitoneal injection of MK-212 in high doses (0.5 and 1.0 mg/kg) increased blood level of corticosterone in mice and reduced their motor activity. In low doses of 0.1 and 0.2 mg/kg, the agonist reduced anxiety, but had no effect on motor activity. It is hypothesized that low doses of MK-212 exhibited anxiolytic activity in mice.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 2c (5-HT2c) receptor 124 Target ID: CHEMBL225 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12055129 \| https://www.ncbi.nlm.nih.gov/pubmed/12970106 \| https://www.ncbi.nlm.nih.gov/pubmed/23301527	Agonist 2678		28.0 nM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cocaine addiction 28 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20520599 https://www.ncbi.nlm.nih.gov/pubmed/22886755	Primary		Preclinical	Unknown Approved Use Unknown
Anxiety 267 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17415471 https://www.ncbi.nlm.nih.gov/pubmed/15075625	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Serotonergic drugs, benzodiazepines and baclofen block muscimol-induced myoclonic jerks in a strain of mice.	1981 Jul 17	6118280
Pharmacological characteristics of the newly cloned rat 5-hydroxytryptamine2F receptor.	1993 Mar	8450835
Serotonin(2C) receptors appear to mediate genetic sensitivity to cocaine-induced convulsions.	1999 Oct	10541732
Agonist high and low affinity state ratios predict drug intrinsic activity and a revised ternary complex mechanism at serotonin 5-HT(2A) and 5-HT(2C) receptors.	2000 Feb	10611640
Modulation of 5-HT(2A) receptor-mediated head-twitch behaviour in the rat by 5-HT(2C) receptor agonists.	2001 Jul-Aug	11509227
Agonist actions of dihydroergotamine at 5-HT2B and 5-HT2C receptors and their possible relevance to antimigraine efficacy.	2003 Sep	12970106
Antiallodynic effects of intrathecally administered 5-HT(2C) receptor agonists in rats with nerve injury.	2004 Mar	15109520
Updated overview of the putative role of the serotoninergic system in obsessive-compulsive disorder.	2005 Sep	18568072
Inhibition of serotonin transporters by cocaine and meprylcaine through 5-TH2C receptor stimulation facilitates their seizure activities.	2005 Sep 28	16125150
Impact of RNA editing on functions of the serotonin 2C receptor in vivo.	2010	20582266
Spontaneous rhythmogenic capabilities of sympathetic neuronal assemblies in the rat spinal cord slice.	2010 Oct 27	20650307
Locomotor response to L-DOPA in reserpine-treated rats following central inhibition of aromatic L-amino acid decarboxylase: further evidence for non-dopaminergic actions of L-DOPA and its metabolites.	2010 Sep	20542064
Stimulation of medial prefrontal cortex serotonin 2C (5-HT(2C)) receptors attenuates cocaine-seeking behavior.	2010 Sep	20520599

Patents

Sample Use Guides

In Vivo Use Guide

The effects of MK-212 (10, 20, and 40 mg, orally), a centrally acting serotonin (5-HT) receptor agonist and placebo, on serum cortisol, prolactin, and growth hormone levels were studied in eight healthy men over 3-hr. MK-212 produced a dose-related increase in serum cortisol levels, with the 20- and 40-mg doses producing significant elevations. Serum prolactin levels were significantly elevated only by the 40-mg dose.

Route of Administration: Oral

In Vitro Use Guide

MK-212 (1 x 10(-7)M -- 1 x 10(-5)M) produced dose-dependent contractions of guinea pig ileum, taenia coil and rat fundus strip.

Name

Type

Language

MK-212 HYDROCHLORIDE

Common Name

English

PYRAZINE, 2-CHLORO-6-(1-PIPERAZINYL)-, HYDROCHLORIDE

Systematic Name

English

PYRAZINE, 2-CHLORO-6-(1-PIPERAZINYL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

MK-212 HCL

Code

English

MK-212-HCL

Code

English

PYRAZINE, 2-CHLORO-6-(1-PIPERAZINYL)-, MONOHYDROCHLORIDE

Systematic Name

English

Code System Code Type Description

DRUG BANK

DBSALT002137