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Chemical Structure| 85622-93-1 Chemical Structure| 85622-93-1
Chemical Structure| 85622-93-1

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CAS No.: 85622-93-1

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Temozolomide is a DNA-methylating agent and an alkylating cytostatic drug used in the treatment of some brain cancers, astrocytoma and glioblastoma multiforme.

Synonyms: NSC 362856; CCRG 81045; MB 39831

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Product Citations

Product Citations

Ingraham, Charles H. IV ; Stalinska, Joanna ; Carson, Sean C. ; Colley, Susan B. ; Rak, Monika ; Lassak, Adam , et al.

Abstract: Glioblastomas are highly aggressive brain tumors for which therapeutic options are very limited. In a quest for new anti-glioblastoma drugs, we focused on specific structural modifications to the benzoyl-phenoxy-acetamide (BPA) structure present in a common lipid-lowering drug, fenofibrate, and in our first prototype glioblastoma drug, PP1. Here, we propose extensive computational analyses to improve the selection of the most effective glioblastoma drug candidates. Initially, over 100 structural BPA variations were analyzed and their physicochemical properties, such as water solubility (- logS), calculated partition coefficient (ClogP), probability for BBB crossing (BBB_SCORE), probability for CNS penetration (CNS-MPO) and calculated cardiotoxicity (hERG), were evaluated. This integrated approach allowed us to select pyridine variants of BPA that show improved BBB penetration, water solubility, and low cardiotoxicity. Herein the top 24 compounds were synthesized and analyzed in cell culture. Six of them demonstrated glioblastoma toxicity with IC50 ranging from 0.59 to 3.24 μM. Importantly, one of the compounds, HR68, accumulated in the brain tumor tissue at 3.7 ± 0.5 μM, which exceeds its glioblastoma IC50 (1.17 μM) by over threefold.

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Product Details of Temozolomide

CAS No. :85622-93-1
Formula : C6H6N6O2
M.W : 194.15
SMILES Code : C1=NC(=C2[N]1C(N(C)N=N2)=O)C(N)=O
Synonyms :
NSC 362856; CCRG 81045; MB 39831
MDL No. :MFCD00866492
InChI Key :BPEGJWRSRHCHSN-UHFFFAOYSA-N
Pubchem ID :5394

Safety of Temozolomide

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315-H319-H335-H340-H350-H401-H411
Precautionary Statements:P201-P202-P261-P264-P270-P271-P273-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338-P308+P313-P332+P313-P337+P313-P403+P233-P405-P501
Class:9
UN#:3077
Packing Group:

Application In Synthesis of Temozolomide

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 85622-93-1 ]
 

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