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SML1081

Ezatiostat

≥98% (HPLC)

Synonym(s):

γ-Glu-S-BzCys-PhGly diethyl ester, (2S)-2-Amino-5-[[(2R)-3-benzylsulfanyl-1-[[(1R)-2-ethoxy-2-oxo-1-phenylethyl]amino]-1-oxopropan-2-yl]amino]-5-oxopentanoate, TER 199, TER199, TLK199, Terrapin 199

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Size/SKUAvailabilityPrice
5 mg

Available to ship TODAYfromMILWAUKEE

$146.00
25 mg

Available to ship TODAYfromMILWAUKEE

$589.00
$500.65

About This Item

Empirical Formula (Hill Notation):
C27H35N3O6S
CAS Number:
Molecular Weight:
529.65
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder

$146.00


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Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

S(C[C@H](NC(=O)CC[C@H](N)C(=O)OCC)C(=O)N[C@H](c2ccccc2)C(=O)OCC)Cc1ccccc1

InChI

1S/C27H35N3O6S/c1-3-35-26(33)21(28)15-16-23(31)29-22(18-37-17-19-11-7-5-8-12-19)25(32)30-24(27(34)36-4-2)20-13-9-6-10-14-20/h5-14,21-22,24H,3-4,15-18,28H2,1-2H3,(H,29,31)(H,30,32)/t21-,22-,24+/m0/s1

InChI key

GWEJFLVSOGNLSS-WPFOTENUSA-N

Application

Ezatiostat has been used as glutathione S-transferase P1 (GSTP1) inhibitor:
  • to study its effects on peroxiredoxin 6 (PRDX6) inhibition in neonatal rat testicular gonocytes
  • for the incubation of bronchial epithelial cells in proteolysis assay
  • to study its effects on the cystine-glutamate antiporter xCT (SLC7A11) expression in tumor cells

Biochem/physiol Actions

Ezatiostat is an inhibitor of glutathione S-transferase P1-1 (GSTP1-1) with hematopoiesis-stimulating activity.
Ezatiostat is an inhibitor of glutathione S-transferase P1-1 (GSTP1-1) with hematopoiesis-stimulating activity. After intracellular de-esterification, the active form of ezatiostat binds to and inhibits GST P1-1, leading to activation of Jun kinase (JNK), a key regulator of cellular growth and differentiation of blood precursor cells, thereby restoring JNK and MAPK pathway activities and promoting MAPK-mediated cellular proliferation and differentiation. Ezatiostat promotes the proliferation and maturation of hematopoietic precursor cells, granulocytes, monocytes, erythrocytes and platelets. Ezatiostat has recently been given orphan drug designation for it for the treatment of myelodysplastic syndrome.

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This Item
SML2413PZ0038SML2080
description

≥98% (HPLC)

description

≥98% (HPLC)

description

≥98% (HPLC)

description

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

storage temp.

−20°C

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

white to light brown

color

white to beige

color

orange to brown


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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