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Details

Stereochemistry ACHIRAL
Molecular Formula C17H17FN4S
Molecular Weight 328.407
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DDP-225 FREE BASE ANHYDROUS

SMILES

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

InChI

InChIKey=FVIVKIGLBDRWNR-UHFFFAOYSA-N
InChI=1S/C17H17FN4S/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

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

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

Curator's Comment: Known to be CNS active in rodents. Human data not available.

Approval Year

PubMed

PubMed

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

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 18:40:54 GMT 2023
Edited
by admin
on Fri Dec 15 18:40:54 GMT 2023
Record UNII
CU79LWT2HF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DDP-225 FREE BASE ANHYDROUS
Common Name English
THIENO(2,3-D)PYRIMIDINE, 4-(2-FLUOROPHENYL)-6-METHYL-2-(1-PIPERAZINYL)-
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 199704
Created by admin on Fri Dec 15 18:40:54 GMT 2023 , Edited by admin on Fri Dec 15 18:40:54 GMT 2023
Code System Code Type Description
CAS
99487-25-9
Created by admin on Fri Dec 15 18:40:54 GMT 2023 , Edited by admin on Fri Dec 15 18:40:54 GMT 2023
PRIMARY
PUBCHEM
131927
Created by admin on Fri Dec 15 18:40:54 GMT 2023 , Edited by admin on Fri Dec 15 18:40:54 GMT 2023
PRIMARY
FDA UNII
CU79LWT2HF
Created by admin on Fri Dec 15 18:40:54 GMT 2023 , Edited by admin on Fri Dec 15 18:40:54 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT