U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H12N4O
Molecular Weight 180.2071
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MCD-386CR FREE BASE

SMILES

CCC1=NOC(=N1)C2CNC=NC2

InChI

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

HIDE SMILES / InChI

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 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
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 21:32:28 GMT 2023
Edited
by admin
on Fri Dec 15 21:32:28 GMT 2023
Record UNII
9F064NJ81D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MCD-386CR FREE BASE
Common Name English
CDD-0102A
Code English
5-(3-ETHYL-1,2,4-OXADIAZOL-5-YL)-1,4,5,6-TETRAHYDROPYRIMIDINE
Systematic Name English
PYRIMIDINE, 5-(3-ETHYL-1,2,4-OXADIAZOL-5-YL)-1,4,5,6-TETRAHYDRO-
Systematic Name English
CDD-0102 FREE BASE
Common Name English
Code System Code Type Description
CAS
146422-58-4
Created by admin on Fri Dec 15 21:32:28 GMT 2023 , Edited by admin on Fri Dec 15 21:32:28 GMT 2023
PRIMARY
PUBCHEM
9815409
Created by admin on Fri Dec 15 21:32:28 GMT 2023 , Edited by admin on Fri Dec 15 21:32:28 GMT 2023
PRIMARY
FDA UNII
9F064NJ81D
Created by admin on Fri Dec 15 21:32:28 GMT 2023 , Edited by admin on Fri Dec 15 21:32:28 GMT 2023
PRIMARY
MESH
C571284
Created by admin on Fri Dec 15 21:32:28 GMT 2023 , Edited by admin on Fri Dec 15 21:32:28 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT