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Apaziquone

Catalog No.: 16071104
Cas No.: 114560-48-4
Purity : 98% by HPLC 
16071104 - Apaziquone | CAS 114560-48-4

Catalog number : 16071104

CAS number : 114560-48-4

Molecular Formula : C15H16N2O4 

Molecular Weight : 288.3 

Iupac Chemical Name : 5-(aziridin-1-yl)-3-(hydroxymethyl)-2-[(E)-3-hydroxyprop-1-enyl]-1-methylindole-4,7-dione 

Smile : N1(CC1)C=1C(C=2C(=C(N(C2C(C1)=O)C)\C=C\CO)CO)=O

InChiKey : MXPOCMVWFLDDLZ-NSCUHMNNSA-N

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SynonymsEO9; NSC 382459 
Molecular FormulaC15H16N2O4 
Molecular Weight288.3 
AppearanceSolid powder 
Purity98% by HPLC 
SolubilitySoluble in DMSO 
Storage-20 ºC for 3 years 
Shipping ConditionShipped under ambient temperature 
SmileN1(CC1)C=1C(C=2C(=C(N(C2C(C1)=O)C)\C=C\CO)CO)=O
InChiKeyMXPOCMVWFLDDLZ-NSCUHMNNSA-N
InChiInChI=1S/C15H16N2O4/c1-16-10(3-2-6-18)9(8-19)13-14(16)12(20)7-11(15(13)21)17-4-5-17/h2-3,7,18-19H,4-6,8H2,1H3/b3-2+
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Apaziquone, also known as EO9, EOquin, is a n indolequinone bioreductive prodrug and analog of mitomycin C with potential antineoplastic and radiosensitization activities. Apaziquone is converted to active metabolites in hypoxic cells by intracellular reductases, which are present in greater amounts in hypoxic tumor cells. The active metabolites alkylate DNA, resulting in apoptotic cell death. This agent displays activity towards both hypoxic solid tumors, which exhibits higher expression of cytochrome P450 reductase, and well-oxygenated malignant cells that overexpress the bioreductive enzyme NQO1 (NAD(P)H: quinone oxidoreductase). Apaziquone may selectively sensitize hypoxic tumor cells to radiocytotoxicity. Check for active clinical trials or closed clinical trials using this agent.  

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