Valnoctamide

Modify Date: 2024-01-05 22:04:28

Valnoctamide Structure
Valnoctamide structure
Common Name Valnoctamide
CAS Number 4171-13-5 Molecular Weight 143.22700
Density 0.883g/cm3 Boiling Point 274.4ºC at 760mmHg
Molecular Formula C8H17NO Melting Point 113.5-114ºC
MSDS Chinese USA Flash Point 119.8ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of Valnoctamide


Valnoctamide (Valmethamide), a derivative of valproate, suppresses benzodiazepine-refractory status epilepticus. Valnoctamide (Valmethamide) acts directly on GABAA receptors[1].

 Names

Name 2-ethyl-3-methyl-pentanamide Axiquel Nirvanil
Synonym More Synonyms

 Valnoctamide Biological Activity

Description Valnoctamide (Valmethamide), a derivative of valproate, suppresses benzodiazepine-refractory status epilepticus. Valnoctamide (Valmethamide) acts directly on GABAA receptors[1].
Related Catalog
Target

GABAA receptor[1]

References

[1]. Spampanato J, et al. Valnoctamide enhances phasic inhibition: a potential target mechanism for the treatment of benzodiazepine-refractory status epilepticus. Epilepsia. 2014 Sep;55(9):e94-8.

 Chemical & Physical Properties

Density 0.883g/cm3
Boiling Point 274.4ºC at 760mmHg
Melting Point 113.5-114ºC
Molecular Formula C8H17NO
Molecular Weight 143.22700
Flash Point 119.8ºC
Exact Mass 143.13100
PSA 43.09000
LogP 2.24430
Index of Refraction 1.438

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YV5950000
CHEMICAL NAME :
Valeramide, 2-ethyl-3-methyl-
CAS REGISTRY NUMBER :
4171-13-5
BEILSTEIN REFERENCE NO. :
1749434
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C8-H17-N-O
MOLECULAR WEIGHT :
143.26
WISWESSER LINE NOTATION :
ZVY2&Y2&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
760 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,429,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
580 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,429,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
999 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 62,404,1966
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
540 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,429,1972 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
700 mg/kg
SEX/DURATION :
female 6-12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 159,6,1965
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
600 mg/kg
SEX/DURATION :
female 6-8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 159,6,1965

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
RIDADR NONH for all modes of transport
RTECS YV5950000
HS Code 2924199090

 Synthetic Route

~%

Valnoctamide Structure

Valnoctamide

CAS#:4171-13-5

Literature: Kaufmann, Dan; Bialer, Meir; Shimshoni, Jakob Avi; Devor, Marshall; Yagen, Boris Journal of Medicinal Chemistry, 2009 , vol. 52, # 22 p. 7236 - 7248

~%

Valnoctamide Structure

Valnoctamide

CAS#:4171-13-5

Literature: Freifelder,M. et al. Journal of Organic Chemistry, 1961 , vol. 26, p. 203 - 206

~%

Valnoctamide Structure

Valnoctamide

CAS#:4171-13-5

Literature: Kaufmann, Dan; Yagen, Boris; Minert, Anne; Wlodarczyk, Bogdan; Finnell, Richard H.; Schurig, Volker; Devor, Marshall; Bialer, Meir Neuropharmacology, 2010 , vol. 58, # 8 p. 1228 - 1236

~%

Valnoctamide Structure

Valnoctamide

CAS#:4171-13-5

Literature: Katznelson; Kondakowa Doklady Akademii Nauk SSSR, 1934 , p. II 24 Chem. Zentralbl., 1935 , vol. 106, # I p. 2521

~%

Valnoctamide Structure

Valnoctamide

CAS#:4171-13-5

Literature: Katznelson; Kondakowa Doklady Akademii Nauk SSSR, 1934 , p. II 24 Chem. Zentralbl., 1935 , vol. 106, # I p. 2521

 Customs

HS Code 2924199090
Summary 2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles23

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A comparative electrographic analysis of the effect of sec-butyl-propylacetamide on pharmacoresistant status epilepticus.

Neuroscience 231 , 145-56, (2013)

Better treatment of status epilepticus (SE), which typically becomes refractory after about 30 min, will require new pharmacotherapies. The effect of sec-butyl-propylacetamide (SPD), an amide derivati...

Amidic modification of valproic acid reduces skeletal teratogenicity in mice.

Birth Defects Res. B Dev. Reprod. Toxicol. 71(1) , 47-53, (2004)

The antiepileptic drug valproic acid (VPA) is well known to cause neural tube and skeletal defects in both humans and animals. The amidic VPA analogues valpromide (VPD) and valnoctamide (VCD) have muc...

 Synonyms

2-ethyl-3-methylpentanamide
Valnoctamide