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Temozolomide

VETRANAL®, analytical standard

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Synonym(s):
3,4-Dihydro-3-methyl-4-oxoimidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxamide, 3-Methyl-4-oxo-8-imidazolo[5,1-d][1,2,3,5]tetrazinecarboxamide, 4-Methyl-5-oxo-2,3,4,6,8-pentazabicyclo[4.3.0]nona-2,7,9-triene-9-carboxamide, 8-Carbamoyl-3-methylimidazo[5,1-d]-1,2,3,5-tetrazin-4(3H)-one, NSC 362856
Empirical Formula (Hill Notation):
C6H6N6O2
CAS Number:
85622-93-1
Molecular Weight:
194.15
MDL number:
MFCD00866492
UNSPSC Code:
41116107
PubChem Substance ID:
329767423
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

VETRANAL®

Assay

≥99.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

ign. residue

≤0.2%

loss

≤0.5% loss on drying

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

2-8°C

SMILES string

CN1N=Nc2c(ncn2C1=O)C(N)=O

InChI

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

InChI key

BPEGJWRSRHCHSN-UHFFFAOYSA-N

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General description

Temozolomide (TMZ) is an alkylating agent of the imidazotetrazine derivatives that shows broad-spectrum antitumor activity against murine tumors.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
TMZ may be used as a reference standard for the analysis of temozolomide in serum and brain tumor samples by micellar electrokinetic capillary chromatography (MEKC), in aqueous solutions by liquid chromatography-electrospray-tandem mass spectrometry (LC-ESI-MS/MS), in active pharmaceutical ingredients (APIs) by high performance liquid chromatography (HPLC) with MS/MS and in pharmaceutical dosage form by HPLC equipped with photodiode array (PDA) detector.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Muta. 1B - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stability of sample solution as a crucial point during HPLC determination of chemical purity of temozolomide drug substance
Jedynak L, et al.
Journal of Pharmaceutical and Biomedical Analysis, 83(23), 19-27 (2013)
Development and Validation of Simultaneous Detrmination of Anastrozole and Temozolomide in Pharmaceutical Dosage Forms.
Daphal VN, et al.
International Journal of Theoretical & Applied Sciences, 4(23), 48-55 (2012)
Determination of temozolomide in serum and brain tumor with micellar electrokinetic capillary chromatography.
Andrasi M, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 879(23), 2229-2233 (2011)
Multianalyte determination of 24 cytostatics and metabolites by liquid chromatography-electrospray-tandem mass spectrometry and study of their stability and optimum storage conditions in aqueous solution.
Negreira N, et al.
Talanta, 116(23), 290-299 (2013)
High-performance liquid chromatographic analysis and stability of anti-tumor agent temozolomide in human plasma.
Kim H, et al.
Journal of Pharmaceutical and Biomedical Analysis, 24(3), 461-468 (2001)
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