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SML2528

Sigma-Aldrich

K-TMZ

≥98% (HPLC)

Synonym(s):

8-Acetyl-3-methylimidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one

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About This Item

Empirical Formula (Hill Notation):
C7H7N5O2
CAS Number:
2269482-26-8
Molecular Weight:
193.16
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC(C(N=C1)=C2N1C(N(C)N=N2)=O)=O

InChI

1S/C7H7N5O2/c1-4(13)5-6-9-10-11(2)7(14)12(6)3-8-5/h3H,1-2H3

InChI key

QXYCTGXCOQXVRU-UHFFFAOYSA-N

Biochem/physiol Actions

K-TMZ is a more potent, more brain-penetrable, less toxic analog of temozolomide (TMZ). It showed superior activity to TMZ in a mouse model of glioblastoma with significantly less myelotoxicity.
Less toxic analog of temozolomide with more potent anticancer activity

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H341,H351,H361d

Hazard Classifications

Carc. 2 - Muta. 2 - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Riley L Svec et al.
ACS chemical biology, 13(11), 3206-3216 (2018-10-09)
Even in the era of personalized medicine and immunotherapy, temozolomide (TMZ), a small molecule DNA alkylating agent, remains the standard-of-care for glioblastoma (GBM). TMZ has an unusual mode-of-action, spontaneously converting to its active component via hydrolysis in vivo. While TMZ

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