Marvin  02211316292D          

 14 15  0  0  0  0            999 V2000
    6.4029   -6.8638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0160   -6.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8445   -5.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0599   -5.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3294   -4.8374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8445   -4.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0599   -4.4249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8005   -6.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3454   -4.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6309   -4.4249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6309   -5.2499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3454   -5.6624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3455   -3.1771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9206   -4.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  4  7  1  0  0  0  0
  2  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
  9 13  2  0  0  0  0
 10 14  1  0  0  0  0
M  END
> <ID>
CHEBI:72564

> <NAME>
temozolomide

> <DEFINITION>
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.

> <STAR>
3

> <SYNONYM>
TMZ; Sch 52365; NSC 362856; methazolastone; M&B 39831; MB 39831; M & B 39831; CCRIS 8996; CCRG-81045; CCRG 81045; BRN 5547136; 8-carbamoyl-3-methylimidazo(5,1-d)-1,2,3,5-tetrazin-4(3H)-one; 3-methyl-4-oxo-3,4-dihydroimidazo(5,1-d)(1,2,3,5)tetrazine-8-carboxamide; 3,4-dihydro-3-methyl-4-oxoimidazo(5,1-d)-as-tetrazine-8-carboxamide; 3,4-dihydro-3-methyl-4-oxoimidazo(5,1-d)-1,2,3,5-tetrazine-8-carboxamide

> <IUPAC_NAME>
3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide

> <INN>
temozolomidum; temozolomide; temozolomide; temozolomida

> <BRAND_NAME>
Temodar; Temodal

> <FORMULA>
C6H6N6O2

> <MASS>
194.15080

> <MONOISOTOPIC_MASS>
194.05522

> <CHARGE>
0

> <SMILES>
Cn1nnc2c(ncn2c1=O)C(N)=O

> <INCHI>
InChI=1S/C6H6N6O2/c1-11-6(14)12-2-8-3(4(7)13)5(12)9-10-11/h2H,1H3,(H2,7,13)

> <INCHIKEY>
BPEGJWRSRHCHSN-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
85622-93-1

> <REAXYS_REGISTRY_NUMBER>
5547136

> <CHEMIDPLUS>
85622-93-1

> <DRUGBANK_ACCESSION>
DB00853

> <KEGG_DRUG_ACCESSION>
D06067

> <LINCS_ACCESSION>
LSM-4590

> <WIKIPEDIA_ACCESSION>
Temozolomide

> <PUBMED_CITATION>
22680781; 22818211; 23246370; 23254891; 23293540; 23335050; 23362460; 23377829; 23385995; 23389760

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