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183204-74-2,MFCD17215839
Catalog No.:AA0027C3

183204-74-2 | Tipiracil

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5mg
1 week  
$136.00   $95.00
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10mg
1 week  
$181.00   $127.00
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25mg
1 week  
$250.00   $175.00
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50mg
1 week  
$312.00   $219.00
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100mg
1 week  
$398.00   $279.00
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200mg
1 week  
$501.00   $351.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0027C3
Chemical Name:
Tipiracil
CAS Number:
183204-74-2
Molecular Formula:
C9H11ClN4O2
Molecular Weight:
242.6622
MDL Number:
MFCD17215839
SMILES:
O=c1[nH]c(CN2CCCC2=N)c(c(=O)[nH]1)Cl
Properties
Computed Properties
 
Complexity:
404  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
-0.7  

Literature

Title: A phase 1 study of the pharmacokinetics of nucleoside analog trifluridine and thymidine phosphorylase inhibitor tipiracil (components of TAS-102) vs trifluridine alone.

Journal: Investigational new drugs 20170101

Title: Emerging combination therapies for metastatic colorectal cancer - impact of trifluridine/tipiracil.

Journal: Cancer management and research 20170101

Title: Effect of food on the pharmacokinetics of TAS-102 and its efficacy and safety in patients with advanced solid tumors.

Journal: Cancer science 20160501

Title: Trifluridine/Tipiracil (Lonsurf) for the Treatment of Metastatic Colorectal Cancer.

Journal: P & T : a peer-reviewed journal for formulary management 20160501

Title: Human mass balance study of TAS-102 using (14)C analyzed by accelerator mass spectrometry.

Journal: Cancer chemotherapy and pharmacology 20160301

Title: TAS-102, a novel antitumor agent: a review of the mechanism of action.

Journal: Cancer treatment reviews 20151101

Title: Repeated oral dosing of TAS-102 confers high trifluridine incorporation into DNA and sustained antitumor activity in mouse models.

Journal: Oncology reports 20141201

Title: TAS-102: more than an antimetabolite.

Journal: The Lancet. Oncology 20121201

Title: Fluorophosphonylated nucleoside derivatives as new series of thymidine phosphorylase multisubstrate inhibitors.

Journal: Journal of medicinal chemistry 20120322

Title: Platelet derived endothelial cell growth factor/thymidine phosphorylase enhanced human IgE production.

Journal: Allergology international : official journal of the Japanese Society of Allergology 20110301

Title: The role of phosphate in the action of thymidine phosphorylase inhibitors: Implications for the catalytic mechanism.

Journal: Bioorganic & medicinal chemistry letters 20100301

Title: [Influence of the thymidine phosphorylase (platelet-derived endothelial cell growth factor) on tumor angiogenesis. Catalytic activity of enzyme inhibitors].

Journal: Postepy biochemii 20100101

Title: Discovery of 5-substituted-6-chlorouracils as efficient inhibitors of human thymidine phosphorylase.

Journal: Journal of medicinal chemistry 20071129

Title: Therapeutic potential of the dual-targeted TAS-102 formulation in the treatment of gastrointestinal malignancies.

Journal: Cancer science 20070601

Title: Thymidine phosphorylase from Escherichia coli: tight-binding inhibitors as enzyme active-site titrants.

Journal: Journal of enzyme inhibition and medicinal chemistry 20060201

Title: Cooperative stimulation of vascular endothelial growth factor expression by hypoxia and reactive oxygen species: the effect of targeting vascular endothelial growth factor and oxidative stress in an orthotopic xenograft model of bladder carcinoma.

Journal: British journal of cancer 20050509

Title: Pharmacokinetic modeling of species-dependent enhanced bioavailability of trifluorothymidine by thymidine phosphorylase inhibitor.

Journal: Drug metabolism and pharmacokinetics 20040601

Title: Thymidine kinase and thymidine phosphorylase level as the main predictive parameter for sensitivity to TAS-102 in a mouse model.

Journal: Oncology reports 20040201

Title: Crystal structure of human thymidine phosphorylase in complex with a small molecule inhibitor.

Journal: Structure (London, England : 1993) 20040101

Title: Identification of a novel class of inhibitor of human and Escherichia coli thymidine phosphorylase by in silico screening.

Journal: Bioorganic & medicinal chemistry letters 20031103

Title: Thymidine phosphorylase and 2-deoxyribose stimulate human endothelial cell migration by specific activation of the integrins alpha 5 beta 1 and alpha V beta 3.

Journal: The Journal of biological chemistry 20030523

Title: Design of novel N-(2,4-dioxo-1,2,3,4-tetrahydro-thieno[3,2-d]pyrimidin-7-yl)-guanidines as thymidine phosphorylase inhibitors, and flexible docking to a homology model.

Journal: Bioorganic & medicinal chemistry letters 20030106

Title: Significance of platelet-derived endothelial cell growth factor in the angiogenesis of human gastric cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 19980201

Title: Lee SJ, et al. Thymidine phosphorylase influences [(18)Ffluorothymidine uptake in cancer cells and patients with non-small cell lung cancer. Eur J Nucl Med Mol Imaging. 2014 Jul;41(7):1327-35.

Title: Raedler LA. Lonsurf (Trifluridine plus Tipiracil): A New Oral Treatment Approved for Patients with Metastatic Colorectal Cancer. Am Health Drug Benefits. 2016 Mar;9(Spec Feature):97-100.

Title: Tanaka N, et al. Repeated oral dosing of TAS-102 confers high trifluridine incorporation into DNA and sustained antitumor activity in mouse models. Oncol Rep. 2014 Dec;32(6):2319-26.

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