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DL-BUTHIONINE-[S,R]-SULFOXIMINE

Name: DL-BUTHIONINE-[S,R]-SULFOXIMINE
Brand: 2A Biotech
SKU: 2A-1180146

CAS Number5072-26-4

Synonyms2-amino-4-(butylsulfonimidoyl)butanoic acid; DL-Buthionine (S,R)-sulfoximine; EINECS 246-685-1; MFCD00070309; D,L-Buthionine-(S,R)-sulfoximine

Molecular FormulaC8H18N2O3S

Molecular Weight222.31

Purity98.00%

Density1.29g/cm3

Boiling Point382.3ºC at 760 mmHg

Melting Point215ºC (dec.)(lit.)

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Cat. No.: 2A-1180146 Purity: 98.00%

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Quality Control of [ 5072-26-4 ] Purity: 98.00% SDS Specification MoL

Chemical & Physical Properties
CAS Number	5072-26-4
Catalog No.	2A-1180146
Chinese Name	D,L-蛋氨酸-(S,R)-亚磺酰亚胺
Synonyms	2-amino-4-(butylsulfonimidoyl)butanoic acid; DL-Buthionine (S,R)-sulfoximine; EINECS 246-685-1; MFCD00070309; D,L-Buthionine-(S,R)-sulfoximine
Molecular Formula	C8H18N2O3S
Molecular Weight	222.31
Purity	98.00
Density	1.29g/cm3
Boiling Point	382.3ºC at 760 mmHg
Melting Point	215ºC (dec.)(lit.)
Water Solubility	H2O: 50 mg/mL, clear, colorless
Storage Condition	2-8℃, avoid light, keep in a cool and dry place, s
Application	D,L-Buthionine-(S,R)-sulfoximine is a potent inhibitor of glutamylcysteine synthetase biosynthesis.
PubChem ID	57647786
MDL Number	MFCD00070309
SMILES	CCCCS(=N)(=O)CCC(N)C(=O)O
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)
InChI Key	KJQFBVYMGADDTQ-UHFFFAOYSA-N
Beilstein/REAXYS	2367136
NACRES Code	NA.77
UNSPSC	12352202
Hazard Symbols	transportation
Bioactivity	D,L-Buthionine-(S,R)-sulfoximine is a potent inhibitor of glutamylcysteine synthetase biosynthesis. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer Target glutamylcysteine synthetase[1] In Vitro Buthionine sulfoximine is an analogs of methionine sulfoximine and inhibits gamma-glutamylcysteine synthetase about 20 times more effectively than prothionine sulfoximine and at least 100 times more effectively than methionine sulfoximine[1]. In Vivo Treatment of mice bearing HT1080 and HT1080/DR4 xenografts with a continuous i.v infusion of nontoxic doses of D,L-Buthionine-(S,R)-sulfoximine (300 and 600 mg/kg/day) produce a 60% reduction of GSH plasma levels and greater than 95 % reduction in GSH tumor levels in both parental and multidrug-resistant tumors[2]. Animal Admin Mice[2] D,L-Buthionine-(S,R)-sulfoximine is dissolved in sterile 0.9% saline, filtered through a 0.2-p.m polysulfone membrane filter, and administered by 48-h continuous iv. infusion at a dose of 300 mg/kg/day and 600 mg/kg/day starting at 24 h before doxorubicin administration. In vivo GSH levels after treatment with D,L-Buthionine-(S,R)-sulfoximine at a dose of 300 mg/kg and 600 mg/kg for 24 h as an iv. continuous infusion in munine plasma and in tumor tissue of HT1080 and HT1080/DR4 xenografts is measured[2]. References [1]. Griffith OW, et al. Potent and specific inhibition of glutathione synthesis by buthionine sulfoximine (S-n-butyl homocysteine sulfoximine). J Biol Chem. 1979 Aug 25;254(16):7558-60. [2]. Vanhoefer U, et al. d,l-buthionine-(S,R)-sulfoximine potentiates in vivo the therapeutic efficacy of doxorubicin against multidrug resistance protein-expressing tumors. Clin Cancer Res. 1996 Dec;2(12):1961-8. Chemical & Physical Properties Density 1.29g/cm3 Boiling Point 382.3ºC at 760 mmHg Melting Point 215ºC (dec.)(lit.) Molecular Formula C8H18N2O3S Molecular Weight 222.30500 Flash Point 185ºC Exact Mass 222.10400 PSA 112.62000 LogP 2.30100 Index of Refraction 1.537 InChIKey KJQFBVYMGADDTQ-UHFFFAOYSA-N SMILES CCCCS(=N)(=O)CCC(N)C(=O)O Storage condition 2-8°C Water Solubility H2O: 50 mg/mL, clear, colorless
Use of	D,L-Buthionine-(S,R)-sulfoximine is a potent inhibitor of glutamylcysteine synthetase biosynthesis. Properties Articles44 Name S-butyl-DL-homocysteine (S,R)-sulfoximine Synonym More Synonyms D,L-Buthionine-(S,R)-sulfoximine Biological Activity Description D,L-Buthionine-(S,R)-sulfoximine is a potent inhibitor of glutamylcysteine synthetase biosynthesis. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer glutamylcysteine synthetase[1] In Vitro Buthionine sulfoximine is an analogs of methionine sulfoximine and inhibits gamma-glutamylcysteine synthetase about 20 times more effectively than prothionine sulfoximine and at least 100 times more effectively than methionine sulfoximine[1]. References [1]. Griffith OW, et al. Potent and specific inhibition of glutathione synthesis by buthionine sulfoximine (S-n-butyl homocysteine sulfoximine). J Biol Chem. 1979 Aug 25;254(16):7558-60. [2]. Vanhoefer U, et al. d,l-buthionine-(S,R)-sulfoximine potentiates in vivo the therapeutic efficacy of doxorubicin against multidrug resistance protein-expressing tumors. Clin Cancer Res. 1996 Dec;2(12):1961-8. Chemical & Physical Properties Molecular Formula C8H18N2O3S Exact Mass 222.10400 PSA 112.62000 LogP 2.30100 Index of Refraction 1.537 InChIKey KJQFBVYMGADDTQ-UHFFFAOYSA-N SMILES CCCCS(=N)(=O)CCC(N)C(=O)O
Transport Info	Shipping Name: UN
MSDS Transport Info	Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available

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DL-BUTHIONINE-[S,R]-SULFOXIMINE

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