ChemicalBook--->CAS DataBase List--->221174-33-0

221174-33-0

221174-33-0 Structure

221174-33-0 Structure
IdentificationBack Directory
[Name]

L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride
[CAS]

221174-33-0
[Synonyms]

L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride
Glycine, L-γ-glutaMyl-S-[[(4-broMophenyl)hydroxyaMino]carbonyl]-L-cysteinyl-, diethyl ester, Monohydrochloride (9CI)
ethyl (2S)-2-amino-5-[[(2R)-3-[(4-bromophenyl)-hydroxycarbamoyl]sulfanyl-1-[(2-ethoxy-2-oxoethyl)amino]-1-oxopropan-2-yl]amino]-5-oxopentanoate
[Molecular Formula]

C21H29BrN4O8S.HCl
[MDL Number]

MFCD20270724
[MOL File]

221174-33-0.mol
[Molecular Weight]

613.907
Chemical PropertiesBack Directory
[storage temp. ]

4°C, protect from light, stored under nitrogen
[solubility ]

Soluble in DMSO
[form ]

Powder
[color ]

Off-white to light yellow
Hazard InformationBack Directory
[Uses]

Glyoxalase I inhibitor (3(Et)2) is the inhibitor for glyoxalase I (GLO), and can be used in antitumor research[1].
[Biological Activity]

s-(n-aryl-n-hydroxycarbamoyl)glutathione derivatives have been proposed as possible anticancer agents, because of their ability to strongly inhibit the methylglyoxal-detoxifying enzyme glyoxalase i. glyoxalase i inhibitor is a potent inhibitor of glyoxalase i.
[in vitro]

as a tumor-selective anticancer agent, glyoxalase i inhibitor [3(et)2] was evaluated against b16 melanotic melanoma, l1210 murine leukemia, and nonproliferating murine splenic lymphocytes in culture. the diethyl ester prodrugs of glyoxalase i inhibitor [3(et)2] also displayed significant tumour-selective toxicity towards l1210 cells compared with normal murine splenic lymphocytes in vitro [1].
[in vivo]

small-scale efficacy studies indicated that 3b(et)2 could effectively inhibit tumour growth in plasma esterase-deficient mice bearing murine b16 melanoma and in esterasedeficient athymic nude mice bearing androgen-independent human prostate pc-3 tumours or human colon ht-29 tumours [2].
[target]

glyoxalase I
[References]

[1] kavarana mj, kovaleva eg, creighton dj, wollman mb, eiseman jl. mechanism-based competitive inhibitors of glyoxalase i: intracellular delivery, in vitro antitumor activities, and stabilities in human serum and mouse serum. j med chem. 1999;42(2):221-8.
[2] creighton dj, zheng zb, holewinski r, hamilton ds, eiseman jl. glyoxalase i inhibitors in cancer chemotherapy. biochem soc trans. 2003;31(pt 6):1378-82.
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