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Primidone

Primidone structure

CAS No:
125-33-7
Formula:
C12H14N2O2
Chemical Name:
Primidone
Synonyms:
4,6(1H,5H)-Pyrimidinedione,5-ethyldihydro-5-phenyl-;5-Ethyldihydro-5-phenyl-4,6(1H,5H)-pyrimidinedione;Roe 101;2-Desoxyphenobarbital;5-Ethylhexahydro-5-phenylpyrimidine-4,6-dione;5-Ethyl-5-phenylhexahydropyrimidine-4,6-dione;Misodine;Mizodin;Mylepsin;Mysoline;5-Phenyl-5-ethyl-hexahydropyrimidine-4,6-dione;Primaclone;Primidone;Hexamidine;Sertan;2-Deoxyphenobarbital;Pyrimidone Medi-pets;Lepimidin;Mizolin;Milepsin;Primakton;Primidon;Primacone;Misolyne;Mysedon;Hexamidine (antiepileptic);Hexamydin;Liskantin;Neurosyn;Resimatil;NSC 41701;5-Ethyl-5-phenyl-1,3-diazinane-4,6-dione;1340-05-2;8023-71-0
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

Crystalline SolidChEBI: A pyrimidone that is dihydropyrimidine-4,6(1H,5H)-dione substituted by an ethyl and a phenyl group at position 5. It is used as an anticonvulsant for treatment of various types of seizures.Odorless white crystalline powder. Slightly bitter taste. No acidic properties.

Primidone Basic Attributes

Molecular Weight：

218.25

Exact Mass：

218.25

EC Number：

204-737-0

HScode：

29335990

Characteristics

PSA：

58.2

XLogP3：

0.9

Appearance：

Primaclone is an odorless white crystalline powder. Slightly bitter taste. No acidic properties. (NTP, 1992)

Density：

1.1402 (rough estimate)

Melting Point：

281-282 °C

Boiling Point：

358.94°C (rough estimate)

Flash Point：

9℃

Refractive Index：

1.6660 (estimate)

Water Solubility：

H2O: <0.1 g/100 mL at 19 ºC

Storage Conditions：

Store at RT

Vapor Pressure：

3.3X10-10 mm Hg at 25 °C (est)

Odor：

Odorless

Taste：

Practically tasteless

PH：

Has no acidic properties

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

3249

wgk germany：

hazard class code：

22-40-39/23/24/25-23/24/25-11

safety instructions：

22-36-45-36/37-16-7

RTECS Number：

UV9100000

Marks：

Xn,T,F

Stability/Shelf Life：

Stable under recommended storage conditions.

Precautionary statement(s)：

P280-P301 + P312 + P330

Hazard Statements：

H302-H351

Primidone Use and Manufacturing

Anticonvulsant

Computed Properties

Molecular Weight:218.25
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:218.105527694
Monoisotopic Mass:218.105527694
Topological Polar Surface Area:58.2
Heavy Atom Count:16
Complexity:279
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Formic acid

Drug Function and Efficacy

It is oxidized in the body to phenobarbital and phenethyl malonamide, which have anti-epileptic activity. Its anti-epileptic effect is similar to that of phenobarbital, but its intensity and toxicity are lower. It is rapidly and completely absorbed orally, reaching the peak plasma concentration in about 3 hours. The half-life is about 8 hours, and the plasma protein binding rate is 20%. It can easily pass through the blood-brain barrier, the placenta, and appear in breast milk. At therapeutic concentrations, it can reduce the excitatory effect of glutamate, enhance the inhibitory effect of gamma-aminobutyric acid, inhibit monosynaptic and polysynaptic transmission of the central nervous system, lead to a decrease in the excitability of the entire nerve cell, and increase the electrical stimulation threshold of the motor cortex. It can increase the threshold of seizures and inhibit the spread of discharges of epileptic foci.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Primidone Tablets
Ingredients	The main ingredient of this product is primidone, whose chemical name is: 5-ethyl-5-phenyl-dihydro-4,6 (1H, 5H) pyrimidinedione Molecular formula: C12H14N2O2 Molecular weight: 218.26
Indication	1. When this product is used in combination with alcohol, general anesthetics, drugs with central nervous system depressant effects, and magnesium sulfate for injection, it may increase central nervous system activity or respiratory depression, and the dosage needs to be adjusted. 2. When used in combination with anticoagulants, corticosteroids, digitalis, digoxin, doxycycline hydrochloride, or tricyclic antidepressants, the metabolism of these drugs is accelerated and the efficacy is reduced due to the induction of liver enzymes by phenobarbital. 3. When used in combination with monoamine oxidase inhibitors, the metabolic inhibition of this product may cause poisoning. 4. This product can reduce the intestinal absorption of vitamin B12, increase the excretion of vitamin C by the kidneys, and accelerate the metabolism of vitamin D due to the positive induction of liver enzymes. 5. When used in combination with posterior pituitary hormone, there is an increased risk of arrhythmia or coronary insufficiency. 6. When used in combination with carbamazepine, the efficacy is reduced due to the mutual positive induction of liver enzymes between the two, and the blood drug concentration should be measured. 7. When used in combination with other anti-epileptic drugs, the form of epileptic seizures changes due to metabolic changes, and the dosage needs to be adjusted in time. 8. When used in combination with sodium valproate, the blood concentration of this product increases and the half-life of valproate is shortened. The dosage should be adjusted to avoid poisoning. It should not be used in combination with phenobarbital. The metabolism of this product is accelerated when used in combination with phenytoin sodium. When used in combination with contraceptives, it may cause contraceptive failure.
Specifications	0.25g
Manufacturer	Hebei Dongfeng Pharmaceutical Co., Ltd.

Primidone Tablets
Ingredients	The main ingredient of this product is primidone, whose chemical name is: 5-ethyl-5-phenyl-dihydro-4,6 (1H, 5H) pyrimidinedione Molecular formula: C12H14N2O2 Molecular weight: 218.26
Indication	1. When this product is used in combination with alcohol, general anesthetics, drugs with central nervous system depressant effects, and magnesium sulfate for injection, it may increase central nervous system activity or respiratory depression, and the dosage needs to be adjusted. 2. When used in combination with anticoagulants, corticosteroids, digitalis, digoxin, doxycycline hydrochloride, or tricyclic antidepressants, the metabolism of these drugs is accelerated and the efficacy is reduced due to the induction of liver enzymes by phenobarbital. 3. When used in combination with monoamine oxidase inhibitors, the metabolic inhibition of this product may cause poisoning. 4. This product can reduce the intestinal absorption of vitamin B12, increase the excretion of vitamin C by the kidneys, and accelerate the metabolism of vitamin D due to the positive induction of liver enzymes. 5. When used in combination with posterior pituitary hormone, there is an increased risk of arrhythmia or coronary insufficiency. 6. When used in combination with carbamazepine, the efficacy is reduced due to the mutual positive induction of liver enzymes between the two, and the blood drug concentration should be measured. 7. When used in combination with other anti-epileptic drugs, the form of epileptic seizures changes due to metabolic changes, and the dosage needs to be adjusted in time. 8. When used in combination with sodium valproate, the blood concentration of this product increases and the half-life of valproate is shortened. The dosage should be adjusted to avoid poisoning. It should not be used in combination with phenobarbital. The metabolism of this product is accelerated when used in combination with phenytoin sodium. When used in combination with contraceptives, it may cause contraceptive failure.
Specifications	250mg
Manufacturer	China Resources Zizhu Pharmaceutical Co., Ltd.

Primidone Tablets
Ingredients	The main ingredient of this product is primidone, whose chemical name is: 5-ethyl-5-phenyl-dihydro-4,6 (1H, 5H) pyrimidinedione Molecular formula: C12H14N2O2 Molecular weight: 218.26
Indication	1. When this product is used in combination with alcohol, general anesthetics, drugs with central nervous system depressant effects, and magnesium sulfate for injection, it may increase central nervous system activity or respiratory depression, and the dosage needs to be adjusted. 2. When used in combination with anticoagulants, corticosteroids, digitalis, digoxin, doxycycline hydrochloride, or tricyclic antidepressants, the metabolism of these drugs is accelerated and the efficacy is reduced due to the induction of liver enzymes by phenobarbital. 3. When used in combination with monoamine oxidase inhibitors, the metabolic inhibition of this product may cause poisoning. 4. This product can reduce the intestinal absorption of vitamin B12, increase the excretion of vitamin C by the kidneys, and accelerate the metabolism of vitamin D due to the positive induction of liver enzymes. 5. When used in combination with posterior pituitary hormone, there is an increased risk of arrhythmia or coronary insufficiency. 6. When used in combination with carbamazepine, the efficacy is reduced due to the mutual positive induction of liver enzymes between the two, and the blood drug concentration should be measured. 7. When used in combination with other anti-epileptic drugs, the form of epileptic seizures changes due to metabolic changes, and the dosage needs to be adjusted in time. 8. When used in combination with sodium valproate, the blood concentration of this product increases and the half-life of valproate is shortened. The dosage should be adjusted to avoid poisoning. It should not be used in combination with phenobarbital. The metabolism of this product is accelerated when used in combination with phenytoin sodium. When used in combination with contraceptives, it may cause contraceptive failure.
Specifications	0.25 g
Manufacturer	ORxes Biopharmaceuticals (Shenyang) Co., Ltd.

See More Related Drugs

Registered Holders

BIOPHORE INDIA PHARMACEUTICALS PVT LTD

United States
Active
RAKS PHARMA PVT LTD

United States
Active
Nantong Jinghua Pharmaceutical Co Ltd

United States
Active

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Primidone CAS125-33-7

CAS No.: 125-33-7

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