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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H15N3O6
Molecular Weight 297.264
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIGLYCIDYL ISOCYANURATE, (R,R,S)-

SMILES

O=C1N(C[C@H]2CO2)C(=O)N(C[C@@H]3CO3)C(=O)N1C[C@@H]4CO4

InChI

InChIKey=OUPZKGBUJRBPGC-HLTSFMKQSA-N
InChI=1S/C12H15N3O6/c16-10-13(1-7-4-19-7)11(17)15(3-9-6-21-9)12(18)14(10)2-8-5-20-8/h7-9H,1-6H2/t7-,8-,9+/m1/s1

HIDE SMILES / InChI

Molecular Formula C12H15N3O6
Molecular Weight 297.264
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Teroxirone is a triazene triepoxide patented by Shell Internationale Research Maatschappij NV as an antineoplastic agent. Teroxirone alkylates and cross-links DNA, thereby inhibiting DNA replication. Teroxirone has good cytotoxic activity against sublines of P388 and L1210 leukemias resistant to another alkylating agent. In preclinical trials, Teroxirone shows potent antineoplastic activity against murine tumors. In clinical trials, Teroxirone shows good anticancer activity and high rate of adverse events including nausea, vomiting, and myelosuppression.

Approval Year

PubMed

PubMed

TitleDatePubMed
A review on plant-derived natural products and their analogs with anti-tumor activity.
2008-03
A novel chip device based on wired capillary packed with high performance polymer-based monolith for HPLC: reproducibility in preparation processes to obtain long columns.
2008-01
Hypersensitivity pneumonitis caused by triglycidyl isocyanurate.
2004-10
Determination of triglycidyl isocyanurate from powder coatings in occupational hygiene samples by gas chromatography with mass spectrometric detection.
2004-08
Dermal exposure to dry powder spray paints using PXRF and the method of Dirichlet tesselations.
2004-04
Selective amino acids changes in the medial and lateral preoptic area in the formalin test in rats.
2004
Worker exposure to 1,3,5-triglycidyl isocyanurate (TGIC) in powder paint coating operations.
2003-03
Cross-reactivity among epoxy acrylates and bisphenol F epoxy resins in patients with bisphenol A epoxy resin sensitivity.
2002-09
Degradation of triglycidyl isocyanurate as a cause of false-negative patch test reaction.
2001-01
Occupational allergic contact dermatitis caused by 2,4,6-tris-(dimethylaminomethyl)phenol, and review of sensitizing epoxy resin hardeners.
1996-12
Concomitant sensitization to triglycidyl isocyanurate, diaminodiphenylmethane and 2-hydroxyethyl methacrylate from silk-screen printing coatings in the manufacture of circuit boards.
1994-01
Pharmacological characterization of teroxirone, a triepoxide antitumor agent, in rats, rabbits, and humans.
1984-09
Patents

Sample Use Guides

maximal tolerated dose of 340 mg/m2/day as a single iv push for 5 sequential days every 4 weeks.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Tue Apr 01 16:43:18 GMT 2025
Edited
by admin
on Tue Apr 01 16:43:18 GMT 2025
Record UNII
24N3OU2YDR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1,3,5-TRIAZINE-2,4,6(1H,3H,5H)-TRIONE, 1,3-BIS((2R)-2-OXIRANYLMETHYL)-5-((2S)-2-OXIRANYLMETHYL)-
Preferred Name English
TRIGLYCIDYL ISOCYANURATE, (R,R,S)-
Common Name English
1,3-BIS((2R)-2-OXIRANYLMETHYL)-5-((2S)-2-OXIRANYLMETHYL)-1,3,5-TRIAZINE-2,4,6(1H,3H,5H)-TRIONE
Common Name English
1,3,5-TRIAZINE-2,4,6(1H,3H,5H)-TRIONE, 1,3-BIS((2R)-OXIRANYLMETHYL)-5-((2S)-OXIRANYLMETHYL)-
Systematic Name English
Code System Code Type Description
CAS
240408-79-1
Created by admin on Tue Apr 01 16:43:18 GMT 2025 , Edited by admin on Tue Apr 01 16:43:18 GMT 2025
PRIMARY
PUBCHEM
6917771
Created by admin on Tue Apr 01 16:43:18 GMT 2025 , Edited by admin on Tue Apr 01 16:43:18 GMT 2025
PRIMARY
FDA UNII
24N3OU2YDR
Created by admin on Tue Apr 01 16:43:18 GMT 2025 , Edited by admin on Tue Apr 01 16:43:18 GMT 2025
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER