PRIMIDONE

Search structure
Trade Names:
Synonyms:
Status: Approved (1954)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N03AA03
UNII: 13AFD7670Q

Structure
InChI Key DQMZLTXERSFNPB-UHFFFAOYSA-N
Smile CCC1(c2ccccc2)C(=O)NCNC1=O
InChI
InChI=1S/C12H14N2O2/c1-2-12(9-6-4-3-5-7-9)10(15)13-8-14-11(12)16/h3-7H,2,8H2,1H3,(H,13,15)(H,14,16)

Physicochemical Descriptors

Property Name Value
Molecular Formula C12H14N2O2
Molecular Weight 218.26
AlogP 0.54
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 58.2
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 16.0

Pharmacology

Action Mechanism of Action Reference
POSITIVE ALLOSTERIC MODULATOR GABA-A receptor; anion channel positive allosteric modulator ISBN PubMed Wikipedia Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- - - - 13
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 78

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Stroke 2 D020521 ClinicalTrials

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
19.5
General disorders and administration site conditions
16.62
Psychiatric disorders
12.7
Injury, poisoning and procedural complications
11.75
Gastrointestinal disorders
5.95
Musculoskeletal and connective tissue disorders
5.79
Vascular disorders
4.59
Cardiac disorders
4.23
Skin and subcutaneous tissue disorders
4.0

Cross References

Resources Reference
CAS NUMBER 125-33-7
ChEBI 8412
ChEMBL CHEMBL856
DrugBank DB00794
DrugCentral 2267
EPA CompTox DTXSID7023510
FDA SRS 13AFD7670Q
Human Metabolome Database HMDB0014932
Guide to Pharmacology 5338
KEGG C07371
PharmGKB PA451105
PubChem 4909
SureChEMBL SCHEMBL34221
ZINC ZINC000000001979
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