Primidone
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    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H318569

CAS#: 125-33-7

Description: Primidone is an anticonvulsant. It is a compound that potentiates GABA receptor function.


Chemical Structure

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Primidone
CAS# 125-33-7

Theoretical Analysis

Hodoodo Cat#: H318569
Name: Primidone
CAS#: 125-33-7
Chemical Formula: C12H14N2O2
Exact Mass: 218.11
Molecular Weight: 218.256
Elemental Analysis: C, 66.04; H, 6.47; N, 12.84; O, 14.66

Price and Availability

Size Price Availability Quantity
1g USD 150 2 Weeks
2g USD 250 2 Weeks
5g USD 450 2 Weeks
10g USD 650 2 Weeks
20g USD 950 2 Weeks
Bulk inquiry

Synonym: Primidone; Primaclone; Mylepsinum; Mizodin; Mysoline; Resimatil; Sanofi-Synthelabo Brand of Primidone; Sertan; XcelBrand of Primidone;

IUPAC/Chemical Name: 5-ethyl-5-phenyl-1,3-diazinane-4,6-dione

InChi Key: DQMZLTXERSFNPB-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: CCC1(C(=O)NCNC1=O)C2=CC=CC=C2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 218.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Nida A, Alston J, Schweinfurth J. Primidone Therapy for Essential Vocal
Tremor. JAMA Otolaryngol Head Neck Surg. 2016 Feb 1;142(2):117-21. doi:
10.1001/jamaoto.2015.2849. PubMed PMID: 26660910.


2: Louis ED, Hernandez N, Dyke JP, Ma R, Dydak U. Effect of Primidone on Dentate
Nucleus γ-Aminobutyric Acid Concentration in Patients With Essential Tremor. Clin
Neuropharmacol. 2016 Jan-Feb;39(1):24-8. doi: 10.1097/WNF.0000000000000127.
PubMed PMID: 26757316; PubMed Central PMCID: PMC4764876.


3: Celik S, Kecel-Gunduz S, Ozel AE, Akyuz S. Structural and vibrational study of
primidone based on monomer and dimer calculations. J Biomol Struct Dyn.
2015;33(4):911-23. doi: 10.1080/07391102.2014.913505. Epub 2014 May 7. PubMed
PMID: 24712318.


4: Dong MM, Trenholm R, Rosario-Ortiz FL. Photochemical degradation of atenolol,
carbamazepine, meprobamate, phenytoin and primidone in wastewater effluents. J
Hazard Mater. 2015 Jan 23;282:216-23. doi: 10.1016/j.jhazmat.2014.04.028. Epub
2014 Apr 21. PubMed PMID: 24798495.


5: Anagnostou E, Kararizou E, Evdokimidis I. Ocular flutter in essential tremor:
clinical course and response to primidone. J Neurol. 2013 Oct;260(10):2672-4.
doi: 10.1007/s00415-013-7109-6. Epub 2013 Sep 24. PubMed PMID: 24061767.


6: Arjunan V, Santhanam R, Subramanian S, Mohan S. Primidone--an antiepileptic
drug--characterisation by quantum chemical and spectroscopic (FTIR, FT-Raman, 1H,
13C NMR and UV-Visible) investigations. Spectrochim Acta A Mol Biomol Spectrosc.
2013 May 15;109:282-97. doi: 10.1016/j.saa.2013.03.025. Epub 2013 Mar 14. PubMed
PMID: 23542519.


7: Tanoshima R, 't Jong GW, Merlocco A, Simpson J, Friedman JN, Colantonio D,
Koren G. A child exposed to primidone not prescribed for her. Ther Drug Monit.
2013 Apr;35(2):145-9. doi: 10.1097/FTD.0b013e3182843206. Review. PubMed PMID:
23503440.


8: Serralheiro A, Alves G, Fortuna A, Rocha M, Falcão A. First HPLC-UV method for
rapid and simultaneous quantification of phenobarbital, primidone, phenytoin,
carbamazepine, carbamazepine-10,11-epoxide,
10,11-trans-dihydroxy-10,11-dihydrocarbamazepine, lamotrigine, oxcarbazepine and
licarbazepine in human plasma. J Chromatogr B Analyt Technol Biomed Life Sci.
2013 Apr 15;925:1-9. doi: 10.1016/j.jchromb.2013.02.026. Epub 2013 Feb 27. PubMed
PMID: 23507454.


9: Naderi F, Javadi SA, Motamedi M, Sahraian MA. The efficacy of primidone in
reducing severe cerebellar tremors in patients with multiple sclerosis. Clin
Neuropharmacol. 2012 Sep-Oct;35(5):224-6. doi: 10.1097/WNF.0b013e31826249bb.
PubMed PMID: 22821064.


10: Bentué-Ferrer D, Verdier MC, Tribut O. [Therapeutic drug monitoring of
primidone and phenobarbital]. Therapie. 2012 Jul-Aug;67(4):381-90. doi:
10.2515/therapie/2012036. Epub 2012 Nov 1. French. PubMed PMID: 23110839.


11: Rezaei B, Jafari MT, Khademi R. Selective separation and determination of
primidone in pharmaceutical and human serum samples using molecular imprinted
polymer-electrospray ionization ion mobility spectrometry (MIP-ESI-IMS). Talanta.
2009 Aug 15;79(3):669-75. doi: 10.1016/j.talanta.2009.04.046. Epub 2009 May 3.
PubMed PMID: 19576428.


12: Westerman AT, Roma PG, Creed ET, Hurwitz ZE, Dominguez JM. The antiepileptic
primidone impairs male rat sexual behavior. Pharmacol Biochem Behav. 2009
Aug;93(2):160-4. doi: 10.1016/j.pbb.2009.05.006. Epub 2009 May 15. PubMed PMID:
19447126.


13: Lopez-Gomez M, Ramirez-Bermudez J, Campillo C, Sosa AL, Espinola M, Ruiz I.
Primidone is associated with interictal depression in patients with epilepsy.
Epilepsy Behav. 2005 May;6(3):413-6. PubMed PMID: 15820351.


14: de Haan GJ, Carpay JA, van Donselaar CA. [Antiepileptic primidone shortly to
be withdrawn from sale: change medication now]. Ned Tijdschr Geneeskd. 2003 Nov
22;147(47):2325-6. Review. Dutch. PubMed PMID: 14669538.


15: Serrano-Dueñas M. Use of primidone in low doses (250 mg/day) versus high
doses (750 mg/day) in the management of essential tremor. Double-blind
comparative study with one-year follow-up. Parkinsonism Relat Disord. 2003
Oct;10(1):29-33. PubMed PMID: 14499204.


16: Queiroz ME, Silva SM, Carvalho D, Lanças FM. Determination of lamotrigine
simultaneously with carbamazepine, carbamazepine epoxide, phenytoin,
phenobarbital, and primidone in human plasma by SPME-GC-TSD. J Chromatogr Sci.
2002 Apr;40(4):219-23. PubMed PMID: 12004942.


17: Ferranti V, Chabenat C, Marchais H, Ménager S, Hue H, Orecchioni AM, Lafont
O. Effects of encapsulation of primidone on its oxidative metabolism in rats.
Drug Metabol Drug Interact. 2001;18(3-4):191-208. PubMed PMID: 11791884.


18: Katano H, Fukushima T, Karasawa K, Sugiyama N, Ohkura A, Kamiya K.
Primidone-induced hyperammonemic encephalopathy in a patient with cerebral
astrocytoma. J Clin Neurosci. 2002 Jan;9(1):79-81. PubMed PMID: 11749025.


19: Kanner AM, Parra J, Frey M. The "forgotten" cross-tolerance between
phenobarbital and primidone: it can prevent acute primidone-related toxicity.
Epilepsia. 2000 Oct;41(10):1310-4. PubMed PMID: 11051127.


20: Nagaki S, Ratnaraj N, Patsalos PN. Blood and cerebrospinal fluid
pharmacokinetics of primidone and its primary pharmacologically active
metabolites, phenobarbital and phenylethylmalonamide in the rat. Eur J Drug Metab
Pharmacokinet. 1999 Jul-Sep;24(3):255-64. PubMed PMID: 10716065.