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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
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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 Sat Dec 16 08:35:40 GMT 2023
Edited
by admin
on Sat Dec 16 08:35:40 GMT 2023
Record UNII
M35A7FW55W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
TEMOZOLOMIDE IMPURITY B [EP IMPURITY]
Common Name English
Code System Code Type Description
CAS
113942-30-6
Created by admin on Sat Dec 16 08:35:40 GMT 2023 , Edited by admin on Sat Dec 16 08:35:40 GMT 2023
PRIMARY
PUBCHEM
11830328
Created by admin on Sat Dec 16 08:35:40 GMT 2023 , Edited by admin on Sat Dec 16 08:35:40 GMT 2023
PRIMARY
FDA UNII
M35A7FW55W
Created by admin on Sat Dec 16 08:35:40 GMT 2023 , Edited by admin on Sat Dec 16 08:35:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID40150614
Created by admin on Sat Dec 16 08:35:40 GMT 2023 , Edited by admin on Sat Dec 16 08:35:40 GMT 2023
PRIMARY
Related Record Type Details
Structure of TEMOZOLOMIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
NIH
NCATS
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