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Key Documents

R1906

Sigma-Aldrich

RETRA

≥98% (HPLC), solid

Synonym(s):

2-(4,5-Dihydro-1,3-thiazol-2-ylthio)-1-(3,4-dihydroxyphenyl)ethanone hydrochloride, Reactivation of Transcriptional Reporter Activity

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About This Item

Empirical Formula (Hill Notation):
C11H12ClNO3S2
CAS Number:
Molecular Weight:
305.80
MDL number:
UNSPSC Code:
12352203
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

Cl.Oc1ccc(cc1O)C(=O)CSC2=NCCS2

InChI

1S/C11H11NO3S2.ClH/c13-8-2-1-7(5-9(8)14)10(15)6-17-11-12-3-4-16-11;/h1-2,5,13-14H,3-4,6H2;1H

InChI key

ZZAVDVMJZKDBIB-UHFFFAOYSA-N

Biochem/physiol Actions

RETRA is a mutant p53-dependent activator of p73, an activator of p53-regulated genes, and a suppressor of mutant p53-bearing tumor cells.
RETRA is a mutant p53-dependent activator of p73, an activator of p53-regulated genes, and a suppressor of mutant p53-bearing tumor cells. Greater than 50% of tumors express mutant p53 which is defective for the tumor-suppressor function and contributes to malignancy by blocking a p53 family member p73. Activation of p73 in human cancer produces a cytotoxic effect. RETRA increases expression level of p73 and releases p73 from the inhibitory complex with mutant 53. It thereby produces tumor-supressor effect, in vitro and in vivo, similar to functional reactivation of p53.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Jürgen Sonnemann et al.
European journal of cancer (Oxford, England : 1990), 51(7), 841-851 (2015-03-25)
Mutant p53 can exert oncogenic activity by inhibitory interaction with p73. The small-molecule RETRA has been described to disrupt this interaction and to suppress carcinoma cells (Kravchenko et al., 2008). RETRA's anticancer activity was restricted to tumour cells bearing mutant

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