Cyclopentobarbital

Cyclopentobarbital
Clinical data
Other names	Allylpental, Cyclopental, 5-Allyl-5-Δ2-Cyclopentenyl Barbituric Acid
ATC code	None;
Legal status
Legal status	CA: Schedule IV;
Identifiers
	IUPAC name 5-(1-cyclopent-2-enyl)-5-prop-2-enyl-1,3-; diazinane-2,4,6-trione;
CAS Number	76-68-6 ; 302-34-1 (sodium salt);
PubChem CID	6454;
ChemSpider	6212 ;
UNII	2230XWG55Q;
CompTox Dashboard (EPA)	DTXSID90871549 ;
ECHA InfoCard	100.000.891
Chemical and physical data
Formula	C12H14N2O3
Molar mass	234.255 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1NC(=O)NC(=O)C1(C2/C=C\CC2)C\C=C;
	InChI InChI=1S/C12H14N2O3/c1-2-7-12(8-5-3-4-6-8)9(15)13-11(17)14-10(12)16/h2-3,5,8H,1,4,6-7H2,(H2,13,14,15,16,17) ; Key:XOVJAYNMQDTIJD-UHFFFAOYSA-N ;
	(verify)

Cyclopentobarbital sodium (Cyclopal, Dormisan) is a barbiturate derivative invented in the 1940s.^[1] It has sedative and anticonvulsant properties, and was used primarily as an anaesthetic in veterinary medicine.^[2] Cyclopal is considered similar in effects to phenobarbital but lasts almost three times as long, and is considered a long-acting barbiturate with a fairly slow onset of action.

References

^ Martin JR, Godel T, Hunkeler W, Jenck F, Moreau JL, Sleight AJ, Widmer U (December 2000). "Psychopharmacological agents.". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.1619250313011820.a01. ISBN 0471238961.
^ Vander Brook MJ, Cartland GF (1944). "A Pharmacologic Study of 5-Allyl-5-Cyclopentenyl Barbituric Acid (Cyclopal)". Journal of Pharmacology and Experimental Therapeutics. 80 (2): 119–125. CiteSeerX 10.1.1.983.6071.

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[MartinGodel2000-1] Martin JR, Godel T, Hunkeler W, Jenck F, Moreau JL, Sleight AJ, Widmer U (December 2000). "Psychopharmacological agents.". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.1619250313011820.a01. ISBN 0471238961.

[2] Vander Brook MJ, Cartland GF (1944). "A Pharmacologic Study of 5-Allyl-5-Cyclopentenyl Barbituric Acid (Cyclopal)". Journal of Pharmacology and Experimental Therapeutics. 80 (2): 119–125. CiteSeerX 10.1.1.983.6071.

[1]

[2]

Clinical data

Other names	Allylpental, Cyclopental, 5-Allyl-5-Δ²-Cyclopentenyl Barbituric Acid
ATC code	None
Legal status
Legal status	CA: Schedule IV
Identifiers
IUPAC name 5-(1-cyclopent-2-enyl)-5-prop-2-enyl-1,3- diazinane-2,4,6-trione
CAS Number	76-68-6 302-34-1 (sodium salt)
PubChem CID	6454
ChemSpider	6212^Y
UNII	2230XWG55Q
CompTox Dashboard (EPA)	DTXSID90871549
ECHA InfoCard	100.000.891
Chemical and physical data
Formula	C₁₂H₁₄N₂O₃
Molar mass	234.255 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C1NC(=O)NC(=O)C1(C2/C=C\CC2)C\C=C
InChI InChI=1S/C12H14N2O3/c1-2-7-12(8-5-3-4-6-8)9(15)13-11(17)14-10(12)16/h2-3,5,8H,1,4,6-7H2,(H2,13,14,15,16,17)^Y Key:XOVJAYNMQDTIJD-UHFFFAOYSA-N^Y
(verify)

Cyclopentobarbital

See also

References