Sodium Valproate CAS number
1069-66-5
DRUG DESCRIPTION
DOSAGE
SIDE EFFECTS
PRECAUTIONS
INTERACTION
CONSUMER
INFORMATION
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Details
Molecular Structure
Sodium Valproate
CAS number 1069-66-5
Formula C8H15NaO2
Molecular Weight 166.19
ATC code N03AG01
PubChem 14047
ChemSpider 13428
Chemical data
Mol. mass 166.20 g/mol
Pharmacokinetic data
Bioavailability ?
Protein binding 90–95%
Metabolism 75% by CYP enzymes
Half life 9–18 hours
Excretion 20% excreted as glucuronide
- CAS
number 1069-66-5
- Formula
C8H15NaO2
- Molecular
Weight 166.19
- ATC code
N03AG01
- Pub Chem
14047
- Chem
Spider 13428
Microbiological Test
Total plate count MAX 1000/g
Yeast&mold MAX 100/g
E.Coli Negative
IUPAC Name: sodium 2-propylpentanoate | CAS Registry Number: 1069-66-5
Synonyms: Sodium valproate, Valproate sodium, Depakene, Epilim,
Convulex, Eurekene, Labazene, Orfiril, Valerin, Natrium valproat,
Selenica, Sodium 2-propylpentanoate, Valproic acid sodium salt,
Dipropylacetate sodium, Sodium dipropylacetate, Depakene (TN), Selenica
(TN), Sodium bispropylacetate, Valproic acid sodium, Valproinsaeure,
natrium
Molecular Formula: C8H15NaO2 Molecular Weight: 166.193270 [g/mol]
H-Bond Donor: 0 H-Bond Acceptor: 2
Description
Sodium valproate is indicated mainly for complex or pure absence
seizure, it can also be kinds to treat myoclonia or assist to treat it.
Which is white powder, slightly subastringent, soluble to water.
Chemistry
Sodium valproate (INN) or valproate sodium (USAN) is the sodium salt of
Valproic acid and is an anticonvulsantanticonvulsant
used in the treatment of epilepsy and bipolar disorder, as well as other
psychiatric conditions requiring the administration of a mood
stabilizer. The intravenous formulations are used when oral
administration is not possible.
-
MF: C8H15NaO2
-
MW: 166.20 g/mol
-
Metabolism75% by CYP enzymes
-
Half life9-18 hours
-
Excretion: 20% excreted as glucuronide
Uses
- Sodium
valproate is the widely used an anti-epileptic drug in the pediatric
population. Nausea, vomiting, anorexia, amenorrhoea, sedation, tremor,
weight gain, alopecia, and hepato-toxicity are the most common side
effects of this drug.The hepatotoxicity may manifest in several ways:
transient elevation of transaminase values, reversible hyperammonemia
with liver disease, or Reye syndrome - like syndrome, or progressive
hepatitis.
- Patients
with epilepsy who are on sodium valproate have been reported to have
low serum carnitine levels and this secondary carnitine deficiency has
been reported in the literature. Prolonged treatment with sodium
valproate more than other anticonvulsantsanticonvulsants,
enhances renal losses of carnitine esters, lowers serum carnitine
levels, and results in secondary carnitine deficiency.It also may
cause a decrease in serum free carnitine levels by inhibition of
plasmalemmal carnitine uptake.
Production
This compound has been obtained by two different ways:
- The
reaction of dipropylcarbinoldipropylcarbinol
with HBr gives 4-bromoheptane, which is treated with KCN to yield
2-propylpentanenitrilepropylpentanenitrile
.Finally, this compound is hydrolyzed to the target compound with NaOH
or with H2SO4.
- The
condensation of cyanacetic acid ethyl ester with propyl bromide by
means of sodium propoxide in propanol gives crude dipropylcyanaaceticdipropylcyanaacetic
acid ethyl ester, which, without isolation, is hydrolyzed with NaOH in
hot water yielding dipropylcyanaceticdipropylcyanacetic
acid .The decarboxylationdecarboxylation
of dipropylcyanaceticdipropylcyanacetic
acid at 140-
Safety Profile
All
antiepilepic medications have been shown to be associated with higher
risks of fetal abnormalities (mostly for spina bifida) since at least
1983 with the risks being related to the strength of medication used and
use of more than one drug.Valproate has also been recognised as
sometimes causing a specific facial changes ("facial phenotype") termed
"fetal valproate syndrome".Sodium valproate has been associated with the
rare condition paroxysmal tonic upgaze of childhood, also known as
Ouvrier-Billson syndrome, from childhood or fetal exposure (this
condition resolved after discontinuing valproate therapy)
Mechanism Of Toxic Effects
Valproate is a drug with anticonvulsant activity against a wide range of
seizure types and appears to be well tolerated at therapeutic doses. In
therapeutic use valproate's action may be related to altered turnover of
GABA and actions on voltage sensitive sodium channels. The mechanisms
involved in toxicity are unclear. It appears to have teratogenic effects
in therapeutic doses.
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