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Details

Stereochemistry ACHIRAL
Molecular Formula C8H12N4O.ClH
Molecular Weight 216.668
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MCD-386CR

SMILES

Cl.CCC1=NOC(=N1)C2CNC=NC2

InChI

InChIKey=FVWAMONNJGNNHY-UHFFFAOYSA-N
InChI=1S/C8H12N4O.ClH/c1-2-7-11-8(13-12-7)6-3-9-5-10-4-6;/h5-6H,2-4H2,1H3,(H,9,10);1H

HIDE SMILES / InChI

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

Molecular Formula C8H12N4O
Molecular Weight 180.2071
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

MCD-386CR (CDD-0102A) is a functionally selective agonist with partial agonist activity at M1 muscarinic receptors, weak activity at M3 receptors, and no activity at other muscarinic receptor subtypes. In preclinical studies, it enhances memory function in animal models of Alzheimer's disease. MCD-386CR (CDD-0102A) received orphan drug designation from FDA in 2011. The drug is intended to treat progressive supranuclear palsy, a degenerative brain disease that affects balance, walking, speech, cognition, and eye movements.

Approval Year

PubMed

PubMed

TitleDatePubMed
Design, synthesis, and neurochemical evaluation of 5-(3-alkyl-1,2,4- oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidines as M1 muscarinic receptor agonists.
1993 Apr 2
Design and development of selective muscarinic agonists for the treatment of Alzheimer's disease: characterization of tetrahydropyrimidine derivatives and development of new approaches for improved affinity and selectivity for M1 receptors.
2000 Mar
The selective M1 muscarinic cholinergic agonist CDD-0102A enhances working memory and cognitive flexibility.
2012 Mar
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 21:17:41 GMT 2023
Edited
by admin
on Fri Dec 15 21:17:41 GMT 2023
Record UNII
6P87MRR8OA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MCD-386CR
Common Name English
PYRIMIDINE, 5-(3-ETHYL-1,2,4-OXADIAZOL-5-YL)-1,4,5,6-TETRAHYDRO-, HYDROCHLORIDE (1:1)
Systematic Name English
5-(3-ETHYL-1,2,4-OXADIAZOL-5-YL)-1,4,5,6-TETRAHYDROPYRIMIDINE HYDROCHLORIDE
Systematic Name English
CDD-0102 HYDROCHLORIDE
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 327510
Created by admin on Fri Dec 15 21:17:41 GMT 2023 , Edited by admin on Fri Dec 15 21:17:41 GMT 2023
Code System Code Type Description
FDA UNII
6P87MRR8OA
Created by admin on Fri Dec 15 21:17:41 GMT 2023 , Edited by admin on Fri Dec 15 21:17:41 GMT 2023
PRIMARY
PUBCHEM
44472513
Created by admin on Fri Dec 15 21:17:41 GMT 2023 , Edited by admin on Fri Dec 15 21:17:41 GMT 2023
PRIMARY
CAS
1196130-86-5
Created by admin on Fri Dec 15 21:17:41 GMT 2023 , Edited by admin on Fri Dec 15 21:17:41 GMT 2023
PRIMARY
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ACTIVE MOIETY