Buthionine sulfoximine

Buthionine sulfoximine

Names
IUPAC name 2-amino-4-(butylsulfonimidoyl)butanoic acid
Other names BSO
Identifiers
CAS Number	5072-26-4  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28714  Y
ChemSpider	19896  Y
ECHA InfoCard	100.156.351
MeSH	Buthionine+sulfoximine
PubChem CID	21157
UNII	LW4108Q0BV  Y
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) Y Key: KJQFBVYMGADDTQ-UHFFFAOYSA-N Y 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). N  verify  (what is  YN ?) Infobox references

Buthionine sulfoximine (BSO) is a sulfoximine derivative 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

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.
2. "Definition of buthionine sulfoximine - National Cancer Institute Drug Dictionary". 2011-02-02.