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temozolomide
An imidazotetrazine that is 3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine which is substituted at positions 3, 4, and 8 by methyl, oxo, and carboxamide groups, respectively. A prodrug for MTIC (5-(3-methyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide, formed by spontaneous hydrolysis of temozolomide in the body), it is used as an oral alkylating agent for the treatment of newly diagnosed malignant glioblastoma multiforme (concomitantly with radiotherapy) and malignant melanoma.


Current search:

05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > antineoplastic agent [CHEBI:35610] > temozolomide [CHEBI:72564]
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more general categories    information about this item
03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 aetiopathogenetic uses [CHEBI:52209] (178) 
 genotoxin [CHEBI:50902] (78) 
 mutagen [CHEBI:25435] (74) 
 alkylating agent [CHEBI:22333] (29) 
 temozolomide [CHEBI:72564] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 temozolomide [CHEBI:72564] (1)
 prodrug [CHEBI:50266] (88) 
 temozolomide [CHEBI:72564] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 amide [CHEBI:32988] (1863) 
 primary amide [CHEBI:33256] (1586) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 temozolomide [CHEBI:72564] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 temozolomide [CHEBI:72564] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 triazene derivative [CHEBI:72573] (3) 
 temozolomide [CHEBI:72564] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 temozolomide [CHEBI:72564] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 temozolomide [CHEBI:72564] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 temozolomide [CHEBI:72564] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 temozolomide [CHEBI:72564] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 bicyclic compound [CHEBI:33636] (1511) 
 heterobicyclic compound [CHEBI:33672] (1315) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 heterobicyclic compound [CHEBI:33672] (1315) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 imidazotetrazine [CHEBI:72565] (1) 
 temozolomide [CHEBI:72564] (1)
ChEBI Compound Accession Identifier  [CHEBI:72564]
ChEBI Compound Description  An imidazotetrazine that is 3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine which is substituted at positions 3, 4, and 8 by methyl, oxo, and carboxamide groups, respectively. A prodrug for MTIC (5-(3-methyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide, formed by spontaneous hydrolysis of temozolomide in the body), it is used as an oral alkylating agent for the treatment of newly diagnosed malignant glioblastoma multiforme (concomitantly with radiotherapy) and malignant melanoma.
ChEBI Compound Identification Number  72564
ChEBI InChI Value  InChI=1S/C6H6N6O2/c1-11-6(14)12-2-8-3(4(7)13)5(12)9-10-11/h2H,1H3,(H2,7,13)
ChEBI InChIKey Value  BPEGJWRSRHCHSN-UHFFFAOYSA-N
ChEBI Compound Name  temozolomide
ChEBI SMILES Value  Cn1nnc2c(ncn2c1=O)C(N)=O
ChEBI Substance ID  160962826
ChEBI URL  ChEBI:72564
ChemSpider ID  5201
Ontomatica Chemical Accession Key (OnChAKey)  BPEGJWRSRHCHSN_UHFFFAOYSA_N_000_000000
PubChem Compound ID  5394