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
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
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11526964 | https://www.ncbi.nlm.nih.gov/pubmed/9450161
Curator's Comment: Known to be CNS active in rodents. Human data not available.
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Effects of a novel compound MCI-225 on impaired learning and memory in rats. | 1994 Jun |
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Pharmacological profile of the novel antidepressant 4-(2-fluorophenyl)-6-methyl-2-(1-piperazinyl)thieno-[2,3-d]pyrimidine monohydrate hydrochloride. | 1997 Dec |
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MCI-225, a novel thienopyrimidine analog, enhances attentional eye tracking in midpontine pretrigeminal preparation. | 1997 Feb |
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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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9450161
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
Edited
Fri Dec 15 18:40:54 GMT 2023
by
admin
on
Fri Dec 15 18:40:54 GMT 2023
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Record UNII |
CU79LWT2HF
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Record Status |
Validated (UNII)
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Record Version |
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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
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99487-25-9
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131927
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admin on Fri Dec 15 18:40:54 GMT 2023 , Edited by admin on Fri Dec 15 18:40:54 GMT 2023
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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
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PRIMARY |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |