For research use only. Not for therapeutic Use.
Temozolomide Acid, also known as TMZA, is a metabolite of temozolomide (TMZ) with demonstrable anticancer activity in vitro. Temozolomide, (TMZ) (brand names Temodar and Temodal and Temcad) is an oral chemotherapy drug. It is an alkylating agent used as a treatment of some brain cancers; as a second-line treatment for astrocytoma and a first-line treatment for glioblastoma multiforme.
| Catalog Number | R013912 |
| CAS Number | 113942-30-6 |
| Synonyms | 3,4-Dihydro-3-methyl-4-oxo-imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic Acid; 3-Methyl-4-oxo-8-imidazolo[5,1-d][1,2,3,5]tetrazinecarboxylic Acid; ?Temozolomide-8-carboxylic Acid; ?? |
| Molecular Formula | C6H5N5O3 |
| Purity | ≥95% |
| Storage | -80°C |
| IUPAC Name | 3-methyl-4-oxoimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylic acid |
| InChI | InChI=1S/C6H5N5O3/c1-10-6(14)11-2-7-3(5(12)13)4(11)8-9-10/h2H,1H3,(H,12,13) |
| InChIKey | VVTMIOYTNALQAW-UHFFFAOYSA-N |
| SMILES | CN1C(=O)N2C=NC(=C2N=N1)C(=O)O |
| Reference | </br>1:Dual bioluminescence and near-infrared fluorescence monitoring to evaluate spherical nucleic acid nanoconjugate activity in vivo. Sita TL, Kouri FM, Hurley LA, Merkel TJ, Chalastanis A, May JL, Ghelfi ST, Cole LE, Cayton TC, Barnaby SN, Sprangers AJ, Savalia N, James CD, Lee A, Mirkin CA, Stegh AH.Proc Natl Acad Sci U S A. 2017 Apr 18;114(16):4129-4134. doi: 10.1073/pnas.1702736114. Epub 2017 Apr 3. PMID: 28373576 </br>2:Pharmacological effects of asiatic acid in glioblastoma cells under hypoxia. Thakor FK, Wan KW, Welsby PJ, Welsby G.Mol Cell Biochem. 2017 Jun;430(1-2):179-190. doi: 10.1007/s11010-017-2965-5. Epub 2017 Feb 15. PMID: 28205096 </br>3:The Effect of Ascorbic Acid over the Etoposide- and Temozolomide-Mediated Cytotoxicity in Glioblastoma Cell Culture: A Molecular Study. Göktürk D, Kelebek H, Ceylan S, Yilmaz DM.Turk Neurosurg. 2017 Jan 19. doi: 10.5137/1019-5149.JTN.19111-16.1. [Epub ahead of print] PMID: 28191621 Free Article</br>4:The use of amino acid PET and conventional MRI for monitoring of brain tumor therapy. Galldiks N, Law I, Pope WB, Arbizu J, Langen KJ.Neuroimage Clin. 2016 Dec 18;13:386-394. doi: 10.1016/j.nicl.2016.12.020. eCollection 2017. Review. PMID: 28116231 Free PMC Article</br>5:Identification of aurintricarboxylic acid as a selective inhibitor of the TWEAK-Fn14 signaling pathway in glioblastoma cells. Roos A, Dhruv HD, Mathews IT, Inge LJ, Tuncali S, Hartman LK, Chow D, Millard N, Yin HH, Kloss J, Loftus JC, Winkles JA, Berens ME, Tran NL.Oncotarget. 2017 Feb 14;8(7):12234-12246. doi: 10.18632/oncotarget.14685. PMID: 28103571 Free PMC Article</br>6:Valproic acid reduces hair loss and improves survival in patients receiving temozolomide-based radiation therapy for high-grade glioma. Watanabe S, Kuwabara Y, Suehiro S, Yamashita D, Tanaka M, Tanaka A, Ohue S, Araki H.Eur J Clin Pharmacol. 2017 Mar;73(3):357-363. doi: 10.1007/s00228-016-2167-1. Epub 2016 Nov 26. PMID: 27889835 </br>7:Molecular dissection of the valproic acid effects on glioma cells. Hoja S, Schulze M, Rehli M, Proescholdt M, Herold-Mende C, Hau P, Riemenschneider MJ.Oncotarget. 2016 Sep 27;7(39):62989-63002. doi: 10.18632/oncotarget.11379. PMID: 27556305 Free PMC Article</br>8:Interactions of Nucleic Acid Bases with Temozolomide. Stacked, Perpendicular, and Coplanar Heterodimers. Kasende OE, Nziko Vde P, Scheiner S.J Phys Chem B. 2016 Sep 8;120(35):9347-61. doi: 10.1021/acs.jpcb.6b06150. Epub 2016 Aug 25. PMID: 27513011 </br>9:Ursolic acid attenuates temozolomide resistance in glioblastoma cells by downregulating O(6)-methylguanine-DNA methyltransferase (MGMT) expression. Zhu Z, Du S, Ding F, Guo S, Ying G, Yan Z.Am J Transl Res. 2016 Jul 15;8(7):3299-308. eCollection 2016. PMID: 27508051 Free PMC Article</br>10:Boswellic acid activity against glioblastoma stem-like cells. Schneider H, Weller M.Oncol Lett. 2016 Jun;11(6):4187-4192. Epub 2016 May 4. PMID: 27313764 Free PMC Article |
