DDP-225

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H17FN4S.ClH.H2O
Molecular Weight	382.883
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.Cl.CC1=CC2=C(N=C(N=C2S1)N3CCNCC3)C4=CC=CC=C4F

InChI

InChIKey=SAURKKOJWIFYSR-UHFFFAOYSA-N

InChI=1S/C17H17FN4S.ClH.H2O/c1-11-10-13-15(12-4-2-3-5-14(12)18)20-17(21-16(13)23-11)22-8-6-19-7-9-22;;/h2-5,10,19H,6-9H2,1H3;1H;1H2

HIDE SMILES / InChI

Molecular Formula	C17H17FN4S
Molecular Weight	328.407
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9050079 | https://www.ncbi.nlm.nih.gov/pubmed/11526964 | https://www.ncbi.nlm.nih.gov/pubmed/9450161

DDP-225 (also known as MCI-225), a thienopyrimidine analog, is a selective noradrenaline reuptake inhibitor with serotonin receptor antagonism. It shows antidepressant-like properties in animal models. MCI-225 could be useful in the treatment of attentional deficits and related cognitive dysfunctions in psychiatric disorders.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed
Effects of a novel compound MCI-225 on impaired learning and memory in rats.	1994 Jun	8090800
Pharmacological profile of the novel antidepressant 4-(2-fluorophenyl)-6-methyl-2-(1-piperazinyl)thieno-[2,3-d]pyrimidine monohydrate hydrochloride.	1997 Dec	9450161
MCI-225, a novel thienopyrimidine analog, enhances attentional eye tracking in midpontine pretrigeminal preparation.	1997 Feb	9050079
The anxiolytic-like effect of MCI-225, a selective NA reuptake inhibitor with 5-HT3 receptor antagonism.	2001 Apr	11526964

Sample Use Guides

In Vitro Use Guide

MCI-225 inhibited the synaptosomal uptake of noradrenaline (Ki = 35.0 nM), serotonin (Ki = 491 nM), and dopamine (Ki = 14,800 nM, although it did not inhibit MAO-A and MAO-B activities. MCI-225 showed high affinity only for the 5-HT3 serotonin receptor (Ki = 81.0 nM).

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:54:15 GMT 2023` Edited by `admin` on `Fri Dec 15 17:54:15 GMT 2023`
Record UNII	SZU399KT7Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DDP-225

Code

English

MCI-225

Code

English

Thieno[2,3-d]pyrimidine, 4-(2-fluorophenyl)-6-methyl-2-(1-piperazinyl)-, monohydrochloride, monohydrate

Systematic Name

English

DDP225

Code

English

Thieno[2,3-d]pyrimidine, 4-(2-fluorophenyl)-6-methyl-2-(1-piperazinyl)-, hydrochloride, hydrate (1:1:1)

Systematic Name

English

Code System Code Type Description

PUBCHEM

6918194