Buthionine sulfoximine

Buthionine sulfoximine
Names
	IUPAC name 2-amino-4-(butylsulfonimidoyl)butanoic acid
	Other names BSO
Identifiers
CAS Number	5072-26-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28714 ;
ChemSpider	19896 ;
ECHA InfoCard	100.156.351
MeSH	Buthionine+sulfoximine
PubChem CID	21157;
UNII	LW4108Q0BV ;
CompTox Dashboard (EPA)	DTXSID6044434 ;
	InChI InChI=1S/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12) Key: KJQFBVYMGADDTQ-UHFFFAOYSA-N ; InChI=1/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12) Key: KJQFBVYMGADDTQ-UHFFFAOYAW;
	SMILES CCCCS(=N)(=O)CCC(C(=O)O)N;
Properties
Chemical formula	C8H18N2O3S
Molar mass	222.305 g/mol
Density	1.29 g/mL
Melting point	215 °C (419 °F; 488 K)
Boiling point	382.3 °C (720.1 °F; 655.5 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Buthionine sulfoximine (BSO) is a sulfoximine which reduces levels of glutathione and is being investigated as an adjunct with chemotherapy in the treatment of cancer.[1] The compound inhibits gamma-glutamylcysteine synthetase, the enzyme required in the first step of glutathione synthesis. Buthionine sulfoximine may also be used to increase the sensitivity of parasites to oxidative antiparasitic drugs.[2]

References

Defty, CL; Marsden, JR (2012). "Melphalan in regional chemotherapy for locally recurrent metastatic melanoma". Current Topics in Medicinal Chemistry. 12 (1): 53–60. doi:10.2174/156802612798919187. PMID 22196271.
"Definition of buthionine sulfoximine - National Cancer Institute Drug Dictionary". 2011-02-02.

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[1] Defty, CL; Marsden, JR (2012). "Melphalan in regional chemotherapy for locally recurrent metastatic melanoma". Current Topics in Medicinal Chemistry. 12 (1): 53–60. doi:10.2174/156802612798919187. PMID 22196271.

[urlDefinition_of_buthionine_sulfoximine_-_National_Cancer_Institute_Drug_Dictionary-2] "Definition of buthionine sulfoximine - National Cancer Institute Drug Dictionary". 2011-02-02.