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213261-59-7,MFCD03235294
Catalog No.:AA00BE82

213261-59-7 | 5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL

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1mg
98%
in stock  
$34.00   $24.00
- +
2mg
98%
in stock  
$50.00   $35.00
- +
5mg
98%
in stock  
$64.00   $45.00
- +
10mg
98%
in stock  
$83.00   $58.00
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1g
98%
in stock  
$866.00   $607.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00BE82
Chemical Name:
5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL
CAS Number:
213261-59-7
Molecular Formula:
C14H12O3S2
Molecular Weight:
292.3733
MDL Number:
MFCD03235294
SMILES:
OCc1ccc(s1)c1ccc(o1)c1ccc(s1)CO
NSC Number:
652287
Properties
Computed Properties
 
Complexity:
274  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
2  

Downstream Synthesis Route

[1]Lin,Jinshun;Jin,Xiuli;Bu,Yiwen;Cao,Deliang;Zhang,Nannan;Li,Shangfu;Sun,Qinsheng;Tan,Chunyan;Gao,Chunmei;Jiang,Yuyang[OrganicandBiomolecularChemistry,2012,vol.10,#48,p.9734-9746]

[1]Lin,Jinshun;Jin,Xiuli;Bu,Yiwen;Cao,Deliang;Zhang,Nannan;Li,Shangfu;Sun,Qinsheng;Tan,Chunyan;Gao,Chunmei;Jiang,Yuyang[OrganicandBiomolecularChemistry,2012,vol.10,#48,p.9734-9746]

[1]Lin,Jinshun;Jin,Xiuli;Bu,Yiwen;Cao,Deliang;Zhang,Nannan;Li,Shangfu;Sun,Qinsheng;Tan,Chunyan;Gao,Chunmei;Jiang,Yuyang[OrganicandBiomolecularChemistry,2012,vol.10,#48,p.9734-9746]

[1]Lin,Jinshun;Jin,Xiuli;Bu,Yiwen;Cao,Deliang;Zhang,Nannan;Li,Shangfu;Sun,Qinsheng;Tan,Chunyan;Gao,Chunmei;Jiang,Yuyang[OrganicandBiomolecularChemistry,2012,vol.10,#48,p.9734-9746]

[1]Lin,Jinshun;Jin,Xiuli;Bu,Yiwen;Cao,Deliang;Zhang,Nannan;Li,Shangfu;Sun,Qinsheng;Tan,Chunyan;Gao,Chunmei;Jiang,Yuyang[OrganicandBiomolecularChemistry,2012,vol.10,#48,p.9734-9746]

Literature

Title: Drug resistance to inhibitors of the human double minute-2 E3 ligase is mediated by point mutations of p53, but can be overcome with the p53 targeting agent RITA.

Journal: Molecular cancer therapeutics 20121001

Title: Chk2 mediates RITA-induced apoptosis.

Journal: Cell death and differentiation 20120601

Title: Human neuroblastoma cells with acquired resistance to the p53 activator RITA retain functional p53 and sensitivity to other p53 activating agents.

Journal: Cell death & disease 20120401

Title: Synergistic growth inhibition based on small-molecule p53 activation as treatment for intraocular melanoma.

Journal: Oncogene 20120301

Title: Inability of p53-reactivating compounds Nutlin-3 and RITA to overcome p53 resistance in tumor cells deficient in p53Ser46 phosphorylation.

Journal: Biochemical and biophysical research communications 20120120

Title: Targeting p53 via JNK pathway: a novel role of RITA for apoptotic signaling in multiple myeloma.

Journal: PloS one 20120101

Title: Pharmacological activation of a novel p53-dependent S-phase checkpoint involving CHK-1.

Journal: Cell death & disease 20110501

Title: p53-Reactivating small molecules induce apoptosis and enhance chemotherapeutic cytotoxicity in head and neck squamous cell carcinoma.

Journal: Oral oncology 20110101

Title: HIPK2 regulation by MDM2 determines tumor cell response to the p53-reactivating drugs nutlin-3 and RITA.

Journal: Cancer research 20090801

Title: Combination chemotherapy and photodynamic therapy with fab' fragment targeted HPMA copolymer conjugates in human ovarian carcinoma cells.

Journal: Molecular pharmaceutics 20081006

Title: Mutated and non-mutated TP53 as targets in the treatment of leukaemia.

Journal: British journal of haematology 20080501

Title: Enhanced antitumor activity of combinations of free and HPMA copolymer-bound drugs.

Journal: International journal of pharmaceutics 20080303

Title: The ubiquitin system, disease, and drug discovery.

Journal: BMC biochemistry 20080101

Title: Targeting MDM2 by the small molecule RITA: towards the development of new multi-target drugs against cancer.

Journal: Theoretical biology & medical modelling 20050101

Title: Small molecule RITA binds to p53, blocks p53-HDM-2 interaction and activates p53 function in tumors.

Journal: Nature medicine 20041201

Title: Identification of the major metabolite of 2,5-bis(5-hydroxymethyl-2-thienyl)furan (NSC 652287), an antitumor agent, in the S9 subcellular fraction of dog liver cells.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020205

Title: Issaeva N, et al. Small molecule RITA binds to p53, blocks p53-HDM-2 interaction and activates p53 function in tumors. Nat Med. 2004 Dec;10(12):1321-8. Epub 2004 Nov 21.

Title: Nieves-Neira W, et al. DNA protein cross-links produced by NSC 652287, a novel thiophene derivative active against human renal cancer cells. Mol Pharmacol. 1999 Sep;56(3):478-84.

Title: Zhao CY, et al. Rescue of p53 function by small-molecule RITA in cervical carcinoma by blocking E6-mediated degradation. Cancer Res. 2010 Apr 15;70(8):3372-81.

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Tags:213261-59-7 Molecular Formula|213261-59-7 MDL|213261-59-7 SMILES|213261-59-7 5,5'-(2,5-FURANDIYL)BIS-2-THIOPHENEMETHANOL