Glutarimide

Glutarimide
Names
	Preferred IUPAC name Piperidine-2,6-dione
	Other names 2,6-Diketopiperidine
Identifiers
CAS Number	1121-89-7;
3D model (JSmol)	Interactive image;
ChemSpider	63891;
ECHA InfoCard	100.013.038
PubChemCID	70726;
UNII	MV728O9612;
CompTox Dashboard(EPA)	DTXSID7074452;
	InChI InChI=1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8) Key: KNCYXPMJDCCGSJ-UHFFFAOYSA-N;
	SMILES C1CC(=O)NC(=O)C1;
Properties
Chemical formula	C5H7NO2
Molar mass	113.11 g/mol
Melting point	155-157 °C
	Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa). Infobox references

Glutarimideis theorganic compoundwith the formula (CH₂)₃(CO)₂NH. It is a white solid. The compound forms upon dehydration of the amide ofglutaric acid.^[2]

Glutarimide is sometimes called 2,6-piperidinedione. It is the core of a variety ofdrugs,includingthalidomide,a medication used to treatmultiple myeloma^[3]andleprosy,^[4]andcycloheximide,a potent inhibitor of protein synthesis.^[5]

References[edit]

^Glutarimide-Sigma-Aldrich
^Paris, G.; Berlinguet, L.; Gaudry, R.; English, Jr., J.; Dayan, J. E. (1957). "Glutaric Acid and Glutarimide".Organic Syntheses.37:47.doi:10.15227/orgsyn.037.0047.
^"A to Z List of Cancer Drugs: Thalidomide".National Cancer Institute.Retrieved20 September2021.
^Stolberg SG (17 July 1998)."Thalidomide Approved to Treat Leprosy, With Other Uses Seen".New York Times.Retrieved20 September2021.
^Sisler, Hugh D.; Siegel, Malcolm R. (1967)."Cycloheximide and Other Glutarimide Antibiotics".Mechanism of Action.pp. 283–307.doi:10.1007/978-3-642-46051-7_21.ISBN 978-3-642-46053-1.

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[1] Glutarimide-Sigma-Aldrich

[2] Paris, G.; Berlinguet, L.; Gaudry, R.; English, Jr., J.; Dayan, J. E. (1957). "Glutaric Acid and Glutarimide".Organic Syntheses.37:47.doi:10.15227/orgsyn.037.0047.

[3] "A to Z List of Cancer Drugs: Thalidomide".National Cancer Institute.Retrieved20 September2021.

[nyt-fda-4] Stolberg SG (17 July 1998)."Thalidomide Approved to Treat Leprosy, With Other Uses Seen".New York Times.Retrieved20 September2021.

[5] Sisler, Hugh D.; Siegel, Malcolm R. (1967)."Cycloheximide and Other Glutarimide Antibiotics".Mechanism of Action.pp. 283–307.doi:10.1007/978-3-642-46051-7_21.ISBN 978-3-642-46053-1.

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