Name | 2-propylvaleramide |
Synonyms | depamid depamide Valpromide 2-propyl-valeramid 2-propylvaleramide 2-propylpentanamide alpha-propylvaleramide 2-n-Propylvaleramide) 2,2-Di-n-propylacetamide Sodium Valproate Impurity 1 Valproic Acid EP Impurity F Sodium Valproate EP Impurity F Valproic Acid Impurity 6(Valproic Acid EP Impurity F) Heptane-4-carboxamide~2-n-Propylpentanamide~2-n-Propylvaleramide~Valpromide 2,2-Di-n-propylacetamide, (Heptane-4-carboxamide |
CAS | 2430-27-5 |
EINECS | 219-394-2 |
InChI | InChI=1/C8H17NO/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H2,9,10) |
Molecular Formula | C8H17NO |
Molar Mass | 143.23 |
Density | 0.9636 (rough estimate) |
Melting Point | 123-125°C |
Boling Point | 261.35°C (rough estimate) |
Flash Point | 119.9°C |
Water Solubility | Soluble in chloroform, dimethyl sulfoxide and methanol. Insoluble in water. |
Solubility | DMSO: >10mg/mL |
Vapor Presure | 0.00535mmHg at 25°C |
Appearance | powder |
Color | white to off-white |
Merck | 14,9914 |
BRN | 1750444 |
pKa | 16.76±0.50(Predicted) |
Storage Condition | room temp |
Refractive Index | 1.4614 (estimate) |
MDL | MFCD00051534 |
Use | Antiepileptic drugs for the treatment and prevention of multiple types of epilepsy |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
Safety Description | S22 - Do not breathe dust. S36/37 - Wear suitable protective clothing and gloves. |
WGK Germany | 3 |
RTECS | YV5965500 |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 6.982 ml | 34.909 ml | 69.818 ml |
5 mM | 1.396 ml | 6.982 ml | 13.964 ml |
10 mM | 0.698 ml | 3.491 ml | 6.982 ml |
5 mM | 0.14 ml | 0.698 ml | 1.396 ml |
background | valeramide (valpromide) is a broad-spectrum anti-epilepsy drug with low toxicity. Its synthesis method has been reported. Methyl cyanoacetate is used as the starting material in China, and it is prepared by propylation, hydrolysis, decarboxylation and hydrolysis. Cycloisopropyl malonate is a ubiquitous intermediate in the organic synthesis of valolamide, which can be easily prepared from malonic acid and acetone in acetic anhydride. Because its methylene group is affected by adjacent ester groups and shows strong acidity (pKa4.83), it is easy to lose protons to form carbanion when encountering alkali, and it is easy to undergo double alkylation reaction with haloalkane. |
determination method | valproamide is the main pharmacological component in the prescription. the following methods have been tried for determination, but no satisfactory results have been obtained. For example, the "nitrogen determination method" is used to determine its content, but phenytoin sodium, vitamin B6, etc. interfere with the determination; using a chromatographic column with octaalkylsilane bonded silica gel as a filler, tried methanol and water as the mobile phase, methanol and potassium dihydrogen phosphate as the mobile phase, and valolamide could not be well separated from other components; later, a chromatographic column with cyano-bonded silica gel as a filler, methanol and water as the mobile phase, valolamide did not get a better peak shape. Therefore, the content determination of valproamide needs further discussion in the future. |
Biological activity | Valpromide (Depamide, Dipropylacetamide, 2-propylpentanamide) is an antiepileptic drug, a derivative of Valproic acid (VPA), which is used as a mood stabilizer in bipolar disorder. |
target | epoxide hydrolase |
use | antiepileptic drugs for the treatment and prevention of various types of epilepsy |