Crotylbarbital

Crotylbarbital
Clinical data
ATC code	none;
Identifiers
	IUPAC name 5-but-2-enyl-5-ethyl-1,3-diazinane-2,4,6-trione;
CAS Number	1952-67-6 ;
PubChem CID	5364821;
ChemSpider	4516954 ;
UNII	SXW2HL5JU7;
CompTox Dashboard (EPA)	DTXSID90905095 ;
ECHA InfoCard	100.016.162
Chemical and physical data
Formula	C10H14N2O3
Molar mass	210.233 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1NC(=O)NC(=O)C1(CC)C/C=C/C;
	InChI InChI=1S/C10H14N2O3/c1-3-5-6-10(4-2)7(13)11-9(15)12-8(10)14/h3,5H,4,6H2,1-2H3,(H2,11,12,13,14,15)/b5-3+ ; Key:KNMOHCLEINXVBG-HWKANZROSA-N ;
	(verify)

Crotylbarbital (Mepertan, Kalipnon, Barotal), also known as crotarbital, is a barbiturate derivative developed by Eli Lilly in the 1930s.^[1] It has sedative and hypnotic effects,^[2] and was used for the treatment of insomnia until it was replaced by newer alternative drugs with fewer side effects and lower risk of overdose.

References

^ US 2250422, Shonle HA, Doran WJ, "Alkyl-crotyl barbituric acids and their salts", issued 22 July 1941, assigned to Eli Lilly
^ Walther T, Meyer FP, Puchta K, Walther H (June 1983). "Effect of an acute dose of crotylbarbital on reaction time and attention testing in healthy human subjects". International Journal of Clinical Pharmacology, Therapy, and Toxicology. 21 (6): 306–10. PMID 6136469.

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[1] US 2250422, Shonle HA, Doran WJ, "Alkyl-crotyl barbituric acids and their salts", issued 22 July 1941, assigned to Eli Lilly

[pmid6136469-2] Walther T, Meyer FP, Puchta K, Walther H (June 1983). "Effect of an acute dose of crotylbarbital on reaction time and attention testing in healthy human subjects". International Journal of Clinical Pharmacology, Therapy, and Toxicology. 21 (6): 306–10. PMID 6136469.

[1]

[2]

Clinical data

ATC code	none
Identifiers
IUPAC name 5-but-2-enyl-5-ethyl-1,3-diazinane-2,4,6-trione
CAS Number	1952-67-6^Y
PubChem CID	5364821
ChemSpider	4516954^Y
UNII	SXW2HL5JU7
CompTox Dashboard (EPA)	DTXSID90905095
ECHA InfoCard	100.016.162
Chemical and physical data
Formula	C₁₀H₁₄N₂O₃
Molar mass	210.233 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C1NC(=O)NC(=O)C1(CC)C/C=C/C
InChI InChI=1S/C10H14N2O3/c1-3-5-6-10(4-2)7(13)11-9(15)12-8(10)14/h3,5H,4,6H2,1-2H3,(H2,11,12,13,14,15)/b5-3+^Y Key:KNMOHCLEINXVBG-HWKANZROSA-N^Y
(verify)

Crotylbarbital

See also

References