MEZILAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H18ClN5S
Molecular Weight	287.812
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC1=NC(N2CCN(C)CC2)=C(SC)C(Cl)=N1

InChI

InChIKey=ITYXRJDDBZMFAY-UHFFFAOYSA-N

InChI=1S/C11H18ClN5S/c1-13-11-14-9(12)8(18-3)10(15-11)17-6-4-16(2)5-7-17/h4-7H2,1-3H3,(H,13,14,15)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/41723 | https://www.ncbi.nlm.nih.gov/pubmed/6798615 | https://www.ncbi.nlm.nih.gov/pubmed/29181

Mezilamine is a dopamine antagonist, it blocks presynaptic but stimulates postsynaptic alpha-adrenoceptors. Potential antipsychotic drug.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine D2 receptor 297 Target ID: CHEMBL217 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11354362	Antagonist 2778		5.4 nM [Ki]
Serotonin 1a (5-HT1a) receptor 172 Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11354362 \| https://www.ncbi.nlm.nih.gov/pubmed/41723	Agonist 2678		430.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Psychotic disorder 26 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29181 https://www.ncbi.nlm.nih.gov/pubmed/6146108	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Interactions of clozapine, thioridazine, and mezilamine with oxotremorine on schedule-controlled responding.	1983	6135236
Pharmacological characteristics of dopamine receptors involved in the dual effect of dopamine agonists on yawning behaviour in rats.	1983 Oct 28	6140175
Suitability of amfonelic acid-induced locomotor stimulation in mice as a model for the evaluation of classical and atypical antipsychotics.	1984 May	6146108

Patents

Sample Use Guides

In Vivo Use Guide

Pigeons: 0.1-10 mg/kg IM

Route of Administration: Intramuscular

In Vitro Use Guide

Mezilamine inhibited 3H-NA uptake into synaptosomes from rat cortex with IC50 value of 30 uM. 10uM of mezilamine was entirely antagonized by 1 uM of clonidine.

Name

Type

Language

MEZILAMINE

Official Name

English

mezilamine [INN]

Common Name

English

4-CHLORO-2-(METHYLAMINO)-6-(4-METHYL-1-PIPERAZINYL)-5-(METHYLTHIO)PYRIMIDINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29710