Dibutyl squarate

Dibutyl squarate (also known as squaric acid dibutyl ester or SADBE) is a chemical compound with the molecular formula C₁₂H₁₈O₄. It is the dibutyl derivative of squaric acid.

Dibutyl squarate

Names
IUPAC name 3,4-Dibutoxy-3-cyclobutene-1,2-dione
Other names Squaric acid dibutyl ester; SADBE
Identifiers
CAS Number	2892-62-8 Y
3D model (JSmol)	Interactive image
Beilstein Reference	1968189
ChEBI	CHEBI:53612
ChEMBL	ChEMBL2435707
ChemSpider	58618
DrugBank	DB12223
ECHA InfoCard	100.157.137
EC Number	628-906-7
PubChem CID	65108
UNII	4RTO57VG65
CompTox Dashboard (EPA)	DTXSID30183113
InChI InChI=1S/C12H18O4/c1-3-5-7-15-11-9(13)10(14)12(11)16-8-6-4-2/h3-8H2,1-2H3 Key: XBRWELTXMQSEIN-UHFFFAOYSA-N
SMILES CCCCOC1=C(C(=O)C1=O)OCCCC
Properties
Chemical formula	C12H18O4
Molar mass	226.272 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317, H319, H335
Precautionary statements	P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P313, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Medically, it is used for the treatment of warts^[1] and for treating alopecia areata or alopecia totalis (autoimmune hair loss) through topical immunotherapy involving the production of an allergic rash.^[2][3] Dibutyl squarate is currently undergoing trials for use in treating herpes labialis (cold sores).^[4]