valnoctamide Chemical Properties

Melting point:

113.5-1140C

Boiling point:

261.35°C (rough estimate)

Density 

0.9636 (rough estimate)

refractive index 

1.4614 (estimate)

storage temp. 

Refrigerator

solubility 

DMSO: soluble20mg/mL, clear

form 

powder

pka

16.81±0.50(Predicted)

color 

white to off-white

Water Solubility 

8.70g/L(temperature not stated)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

RTECS 

YV5950000

Toxicity

LD50 oral in rat: 760mg/kg

valnoctamide Usage And Synthesis

Description

Valnoctamide is an isomer of the valproic acid amide, valpromide. It has been marketed as an anxiolytic and sedative compound and suppresses neuropathic pain. Unlike valpromide, valnoctamide is not metabolized to its acid form, valnoctic acid, in vivo and has no teratogenicity. It abolishes the activity of myo-inositol-1-phosphate synthase in human brain crude homogenates (K_i = 0.18 mM). Valnoctamide suppresses electrographic seizures in animal models of status epilepticus, suggesting potential applications in managing epilepsy.

Chemical Properties

Crystalline Solid

Uses

Isomer of Valpromide. Anxiolytic.

Definition

ChEBI: Valnoctamide is a fatty amide.

brand name

Axiquel (Ortho-McNeil).

References

[1] ROGAWSKI M A. Diverse mechanisms of antiepileptic drugs in the development pipeline[J]. Epilepsy Research, 2006, 69 3: Pages 273-294. DOI: 10.1016/j.eplepsyres.2006.02.004
[2] ILAN WINKLER. Efficacy of antiepileptic isomers of valproic acid and valpromide in a rat model of neuropathic pain[J]. British Journal of Pharmacology, 2009, 146 2: 198-208. DOI: 10.1038/sj.bjp.0706310
[3] GALIT SHALTIEL. Effect of valproate derivatives on human brain myo-inositol-1-phosphate (MIP) synthase activity and amphetamine-induced rearing.[J]. Pharmacological Reports, 2007, 59 4: 402-407.
[4] JAY SPAMPANATO  F. E D. Valnoctamide enhances phasic inhibition: A potential target mechanism for the treatment of benzodiazepine-refractory status epilepticus[J]. Epilepsia, 2014, 55 9: e94-e98. DOI: 10.1111/epi.12702

valnoctamide(4171-13-5)Related Product Information

• Valpromide
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• AKOS BBS-00007887
• 2-(3,4-DICHLORO-PHENYLCARBAMOYL)-CYCLOHEXANECARBOXYLIC ACID
• DIHYDROCYTOCHALASIN B
• BISPYRAZOLONE