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Details

Stereochemistry ACHIRAL
Molecular Formula C6H5N5O3
Molecular Weight 195.1356
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEMOZOLOMIDE ACID

SMILES

CN1N=NC2=C(N=CN2C1=O)C(O)=O

InChI

InChIKey=VVTMIOYTNALQAW-UHFFFAOYSA-N
InChI=1S/C6H5N5O3/c1-10-6(14)11-2-7-3(5(12)13)4(11)8-9-10/h2H,1H3,(H,12,13)

HIDE SMILES / InChI
Molecular Formula C6H5N5O3
Molecular Weight 195.1356
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Temozolomide acid is the inactive metabolite of temozolomide. However, it was demonstrated to have small anti-cancer activity in vitro.

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Skin delivery potency and antitumor activities of temozolomide ester prodrugs.
2006 Nov 28
Synthesis and antitumor activity of 3-methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides.
2010 Dec 20
Patents

Patents

WO2010149968A1
1
WO2015038649A1
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Human cancer cell lines HCT-8, A549, MCF-7, Bel-7402, BGC-823, MV3, M14, two mouse melanoma cell lines B16 and B16-BL6, and three human glioma cell lines TJ899, SHG-44 and TJ905 (10(3) cells per well) were treated with different concentrations of temozolomide acid for 96 h. IC50 values measured in MTT assay were: 184.72 uM (MV4), 185.35 uM (B16), 222.92 uM (B16-B6), 36.21 uM (SHG-44). 76.41 uM (MCF-7), 86.90 uM (Bel-7402), 94.93 uM (HCT-8).
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:11:40 GMT 2025
Edited
by admin
on Mon Mar 31 22:11:40 GMT 2025
Record UNII
M35A7FW55W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TEMOZOLOMIDE IMPURITY B [EP IMPURITY]
Preferred Name English
TEMOZOLOMIDE ACID
Common Name English
TEMOZOLOMIDE-8-CARBOXYLIC ACID
Systematic Name English
IMIDAZO(5,1-D)-1,2,3,5-TETRAZINE-8-CARBOXYLIC ACID, 3,4-DIHYDRO-3-METHYL-4-OXO-
Systematic Name English
3-METHYL-4-OXO-3,4-DIHYDROIMIDAZO(5,1-D)(1,2,3,5)TETRAZINE-8-CARBOXYLIC ACID
Systematic Name English
TEMOZOLOMIDE IMPURITY, TEMOZOLOMIDE ACID- [USP IMPURITY]
Common Name English
Code System Code Type Description
CAS
113942-30-6
Created by admin on Mon Mar 31 22:11:40 GMT 2025 , Edited by admin on Mon Mar 31 22:11:40 GMT 2025
PRIMARY
SMS_ID
300000053592
Created by admin on Mon Mar 31 22:11:40 GMT 2025 , Edited by admin on Mon Mar 31 22:11:40 GMT 2025
PRIMARY
PUBCHEM
11830328
Created by admin on Mon Mar 31 22:11:40 GMT 2025 , Edited by admin on Mon Mar 31 22:11:40 GMT 2025
PRIMARY
FDA UNII
M35A7FW55W
Created by admin on Mon Mar 31 22:11:40 GMT 2025 , Edited by admin on Mon Mar 31 22:11:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID40150614
Created by admin on Mon Mar 31 22:11:40 GMT 2025 , Edited by admin on Mon Mar 31 22:11:40 GMT 2025
PRIMARY
Related Record Type Details
Structure of TEMOZOLOMIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
NIH
NCATS
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