Valpromide

Names

[ Name ]:
Valpromide

[Synonym ]:
Depamide
2-Propylvaleramide
Valpromide
2,2-Di-n-propylacetamide
Pentanamide,2-propyl
EINECS 219-394-2
MFCD00051534
2-Ethylvaleramide
2-propylpentamide
2,2-BIS(TRIFLUOROMETHYL)PROPANOL
2-propylpentanamide
Dipropylacetamide
Valpramide

Biological Activity

[Description]:

Valpromide is an amide derivative of valproic acid and inhibits human epoxide hydrolase.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Infection

Research Areas >> Neurological Disease

[Target]

epoxide hydrolase[1]

[References]

[1]. Pacifici GM, et al. Valpromide inhibits human epoxide hydrolase. Br J Clin Pharmacol. 1986 Sep;22(3):269-74.

[2]. Gorres KL, et al. Valpromide Inhibits Lytic Cycle Reactivation of Epstein-Barr Virus. MBio. 2016 Mar 1;7(2):e00113.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.885g/cm3

[ Boiling Point ]:
274.6ºC at 760mmHg

[ Melting Point ]:
123-125°C

[ Molecular Formula ]:
C₈H₁₇NO

[ Molecular Weight ]:
143.22700

[ Flash Point ]:
119.9ºC

[ Exact Mass ]:
143.13100

[ PSA ]:
43.09000

[ LogP ]:
2.38840

[ Vapour Pressure ]:
0.00535mmHg at 25°C

[ Index of Refraction ]:
1.44

[ Storage condition ]:
room temp

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YV5965500

CHEMICAL NAME :: Valeramide, 2-propyl-

CAS REGISTRY NUMBER :: 2430-27-5

BEILSTEIN REFERENCE NO. :: 1750444

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C8-H17-N-O

MOLECULAR WEIGHT :: 143.26

WISWESSER LINE NOTATION :: ZVY3&3

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 :: 890 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GNAW "Pharmacodynamie de l'Acide Dipropylacetique (ou Propyl-2-Pentanoique) et de ses Amides," Carraz, G., Imprimerie Eymond, 1968 Volume(issue)/page/year: -,72,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 950 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GNAW "Pharmacodynamie de l'Acide Dipropylacetique (ou Propyl-2-Pentanoique) et de ses Amides," Carraz, G., Imprimerie Eymond, 1968 Volume(issue)/page/year: -,71,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 438 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 9,37,1988 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 600 mg/kg

SEX/DURATION :: female 8 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetal death

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 6,669,1986

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S22-S36/37

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
YV5965500

[ HS Code ]:
2924199090

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%

Articles

The synergistic effects of DNA-damaging drugs cisplatin and etoposide with a histone deacetylase inhibitor valproate in high-risk neuroblastoma cells.

Int. J. Oncol. 47 , 343-52, (2015)

High-risk neuroblastoma remains one of the most important therapeutic challenges for pediatric oncologists. New agents or regimens are urgently needed to improve the treatment outcome of this fatal tu...

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...

Polycomb homologs are involved in teratogenicity of valproic acid in mice.

Birth Defects Res. A Clin. Mol. Teratol. 70(11) , 870-9, (2004)

Valproic acid (VPA) is widely used to treat epilepsy and bipolar disorder and is also a potent teratogen, but its teratogenic mechanisms are unknown. We have attempted to describe a fundamental role o...