5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL

ChemicalBook > CAS DataBase List > 5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL

5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL

Product Name: 5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL
CAS No.: 213261-59-7
Chemical Name: 5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL
Synonyms: RITA;ZNF331;ZNF361;ZNF463;RITA, >99%;RITA, >=98%;RITA (NSC 652287);p53 Activator III;NSC-652287; NSC 652287;Zinc finger protein 331
CBNumber: CB7839285
Molecular Formula: C14H12O3S2
Formula Weight: 292.37
MOL File: 213261-59-7.mol

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5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL Property

Melting point:: 160 °C
Boiling point:: 464.9±40.0 °C(Predicted)
Density: 1.396±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility: Soluble in DMSO (up to 20 mg/ml)
form: Crystalline solid
pka: 13.43±0.10(Predicted)
color: Yellow
Sensitive: Light Sensitive
Stability:: Stable for 2 years as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

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Safety

HS Code: 29321900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 506149
Product name: p53 Activator III, RITA
Packaging: 1mg
Price: $142
Updated: 2024/03/01

TCI Chemical

Product number: F1235
Product name: RITA
Packaging: 5MG
Price: $119
Updated: 2024/03/01

TCI Chemical

Product number: F1235
Product name: RITA
Packaging: 25MG
Price: $414
Updated: 2024/03/01

Alfa Aesar

Product number: J65379
Product name: RITA, p53 activator III
Packaging: 10mg
Price: $294
Updated: 2023/06/20

Alfa Aesar

Product number: J65379
Product name: RITA, p53 activator III
Packaging: 1mg
Price: $134
Updated: 2021/12/16

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5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL Chemical Properties,Usage,Production

Description

RITA (reactivation of p53 and induction of tumor cell apoptosis, 213261-59-7) binds to p53 (Kd = 1.5 nM), changing its conformation, preventing it from binding to HDM2 and preventing its proteasomal degradation.1 It also weakly (computed Kd = 22 μM) binds HDM2 in the cleft that contacts the p53 transactivation domain.2 Its restoration of mutant p53 function depends on eIF2α phosphorylation, and it induces apoptosis via p53-dependent and -independent (JNK/SAPK/p38; protein translation) pathways.3-5 Induces senescence in head and neck cancer cells.6

Uses

NSC 652287, a DNA damaging agent. It induces p53 tumor suppressor protein.

Uses

A cell-permeable, p53-targeting, tricyclic thiophene derivative

Definition

ChEBI: [5-[5-[5-(hydroxymethyl)-2-thiophenyl]-2-furanyl]-2-thiophenyl]methanol is a member of thiophenes.

Biological Activity

Anti-tumor agent that binds wild-type p53 (K d = 1.5 nM) preventing p53-MDM2 (HDM2) interaction. Induces p53 accumulation and stimulates apoptosis in tumor cell lines expressing wild-type p53 in vitro and in vivo .

in vitro

a number of cell lines showed a striking differential sensitivity to nsc 652287 when compared with the other cell lines in the panel, with gi50 values of 10–60 nm. the compound was found to decrease the initial number of cells by 50% (lc50) at a concentration of 100 nm in the a-498 cell line, compared with ~100 mm for the majority of the tumor cell lines. the a-498 and tk-10 cell lines were particularly sensitive to nsc 652287-induced cytotoxicity compared with achn and uo-31 cell lines [1].

in vivo

nsc 652287 was evaluated against a-498 tumor cell xenografts grown subcutaneously in nude mice. when nsc 652287 was administered twice a day, all three doses resulted in complete tumor regression in 100% of the treated mice by the end of the third treatment period. the tumors did not regrow during the remaining 40 days of the study, and no gross evidence of toxicity was observed. studies with xenografts derived from other sensitive cell lines including the renal caki-1, melanoma uacc-257, ovarian ovcar-5, and colon hcc-2998, showed moderate or minimal in vivo activity [2].

IC 50

2 nm and 20 nm for a-498 and tk-10, respectively

storage

Store at -20°C

References

Issaeva et al. (2004), Small molecule RITA binds to p53, blocks p53-HDM-2 interaction and activates p53 function in tumors; Nat. Med., 10 1321 Espinoza-Fonseca et al. (2005), Targeting MDM2 by the small molecule RITA: towards the development of new multi-target drugs against cancer; Theor. Biol. Med. Model, 2 38 Ristau et al. (2019), RITA requires eIF2α-dependent modulation of mRNA translation for its anti-cancer activity; Cell Death Dis., 10 845 Zhao et al. (2010), Rescue of the apoptotic-inducing function of mutant p53 by small molecule RITA; Cell Cycle, 9 1847 Weilbacher et al. (2014), RITA can induce cell death in p53-defective cells independently of p53 function via activation of JNK/SAPK and p38; Cell Death Dis., 5 e1318 Chuang et al. (2014), The p53-reactivating small molecule RITA induces senescence in head and neck cancer cells.; PLoS One, 9(8) e104821

5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL manufacturers

Career Henan Chemical Co

Product: 5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL 213261-59-7
Price: US $5.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1ton
Release date: 2019-09-03

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5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL

p53 Activator III

RITA (NSC 652287)

(5,5'-(furan-2,5-diyl)bis(thiophene-5,2-diyl))diMethanol

2-Thiophenemethanol, 5,5'-(2,5-furandiyl)bis-

5,5'-(2,5-Furandiyl)bis-2-thiophenemethanol RITA (NSC 652287)

5,5'-(2,5-Furandiyl)bis-2-thiophenemethanol NSC 652287

NSC 652287 5,5'-(2,5-Furandiyl)bis-2-thiophenemethanol

ANTI-ZNF331 (N-TERM) antibody produced in rabbit

Zinc finger protein 331

ZNF331

ZNF361

ZNF463

p53 Activator III, RITA

[5-[5-[5-(hydroxymethyl)thiophen-2-yl]furan-2-yl]thiophen-2-yl]methanol

RITA

RITA, >99%

RITA, >=98%

p53 Activator III, RITA - CAS 213261-59-7 - Calbiochem

NSC-652287; NSC 652287

2,5-Bis(5-hydroxymethyl-2-thienyl)furan

5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL USP/EP/BP

(5,5'-(Furan-2,5-diyl)bis(thiophene-5,2-diyl))dimethanol

213261-59-7

Inhibitor

Inhibitors