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Primidone

CAT: 0804-HY-B0339-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-B0339-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Primidone is the orally active inhibitor for TRPM3 (IC50 = 0.6 μM), RIP kinase and voltage-gated sodium channel, and the antagonist for GABA receptor. Primidone can be used as the analgesic and anticonvulsant agent[1][2][3].
CAS Number
125-33-7
UNSPSC
12352005
Hazard Statement
H302, H351
Target
GABA Receptor; Necroptosis; RIP kinase; Sodium Channel; TRP Channel
Type
Reference compound
Related Pathways
Apoptosis; Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/primidone.html
Purity
99.96
Solubility
DMSO : 50 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL
Smiles
O=C(C1(CC)C2=CC=CC=C2)NCNC1=O
Molecular Formula
C12H14N2O2
Molecular Weight
218.25
Precautions
H302, H351
References & Citations
[1]Krügel U, et al., Primidone inhibits TRPM3 and attenuates thermal nociception in vivo. Pain. 2017 May;158 (5) :856-867.|[2]Riebeling T, et al., Primidone blocks RIPK1-driven cell death and inflammation. Cell Death Differ. 2021 May;28 (5) :1610-1626.|[3]Vogelnik Žakelj K, et al., Mechanisms of tremor-modulating effects of primidone and propranolol in essential tremor. Parkinsonism Relat Disord. 2024 Nov;128:107151.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Primidone

Primidone can cause cancer according to The National Toxicology Program.

CAS Number125-33-7
PubChem CID4909
IUPAC Name5-ethyl-5-phenyl-1,3-diazinane-4,6-dione
Molecular FormulaC12H14N2O2
Molecular Weight218.25
XLogP0.9
Topological Polar Surface Area58.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count16
Formal Charge0
Complexity279
SMILES
CCC1(C(=O)NCNC1=O)C2=CC=CC=C2
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)
InChIKey
DQMZLTXERSFNPB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Primidone
CAS: 125-33-7
CID: 4909
Formula: C12H14N2O2
MW: 218.25
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight218.25
XLogP30.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass218.105527694
Monoisotopic Mass218.105527694
Topological Polar Surface Area58.2 Ų
Heavy Atom Count16
Formal Charge0
Complexity279
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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