CAS 2451-62-9|Triglycidyl isocyanurate

Introduction:Basic information about CAS 2451-62-9|Triglycidyl isocyanurate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTriglycidyl isocyanurate
CAS Number2451-62-9Molecular Weight297.264
Density1.6±0.1 g/cm3Boiling Point501.1±15.0 °C at 760 mmHg
Molecular FormulaC12H15N3O6Melting Point95-98°C
MSDSChineseUSAFlash Point256.9±20.4 °C
Symbol
GHS05, GHS06, GHS08
Signal WordDanger

Names

Name1,3,5-Triglycidyl isocyanurate
SynonymMore Synonyms

Triglycidyl isocyanurate BiologicalActivity

DescriptionTriglycidyl isocyanurate (TGIC; Teroxirone) is a triazene triepoxide with antiangiogenic and antineoplastic activities. Triglycidyl isocyanurate inhibits the growth of non-small-cell-lung cancer cells via p53 activation. Triglycidyl isocyanurate induces cell apoptosis. Triglycidyl isocyanurate can be used for cancer research[1][2].
Related CatalogResearch Areas >>CancerSignaling Pathways >>Apoptosis >>MDM-2/p53Research Areas >>Inflammation/Immunology
In VitroTriglycidyl isocyanurate (0-30 μM; 48 hours) reduces the growth of spheroids of human non-small-cell-lung cancer cells in culture, it leads to a gradual reduction in size for tumorspheres of A549, H460 and H1299 cells[1]. Triglycidyl isocyanurate (0-30 μM; 48 hours) inhibits expression of akt1/2/3 and phosphorylated Aktser473/474/472 of A549, H460 and H1299 tumorspheres, however, the cleavage of PARP and procaspase-3 plus the emergent active caspase-3 fragment are only visible in H460 and A549 tumorspheres[1]. Cell Viability Assay[1] Cell Line: A549, H460 and H1299 cells Concentration: 0 μM; 5 μM; 10 μM; 30 μM Incubation Time: 48 hours Result: Inhibited tumor cells growth in soft agar. Western Blot Analysis[1] Cell Line: A549, H460 and H1299 cells Concentration: 0 μM; 5 μM; 10 μM; 30 μM Incubation Time: 48 hours Result: Inhibited akt1/2/3 expression and p-aktser473/474/472 expression of A549, H460 and H1299 tumorspheres
In VivoTriglycidyl isocyanurate (subcutaneous injection; 1.8 and 3.6 mg/kg; every 2–3 days for total seven times; 30 days) suppresses the growth of xenograft tumors and has no effects on weight in nude mice[2]. Animal Model: Female nu/nu mice with Huh7 cells subcutaneously injected into the dorsal area[2] Dosage: 1.8 mg/kg and 3.6 mg/kg Administration: Subcutaneous injection; every 2–3 days for total seven times; 30 days Result: Inhibited the growth of xenograft tumors.
References

[1]. Yu-Ling Ni, et al. Teroxirone motivates apoptotic death in tumorspheres of human lung cancer cells. Chem Biol Interact. 2018 Aug 1;291:137-143

[2]. Seung-Hun Kim, et al. Teroxirone suppresses growth and motility of human hepatocellular carcinoma cells.Biomed Pharmacother. 2018 Mar;99:997-1008

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point501.1±15.0 °C at 760 mmHg
Melting Point95-98°C
Molecular FormulaC12H15N3O6
Molecular Weight297.264
Flash Point256.9±20.4 °C
Exact Mass297.096100
PSA103.59000
LogP-2.77
Vapour Pressure0.0±1.3 mmHg at 25°C
Index of Refraction1.635
InChIKeyOUPZKGBUJRBPGC-UHFFFAOYSA-N
SMILESO=c1n(CC2CO2)c(=O)n(CC2CO2)c(=O)n1CC1CO1
Water Solubility<0.1 g/100 mL at 20 ºC

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XZ1994900
CHEMICAL NAME :
s-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2,3-epoxypropyl)-
CAS REGISTRY NUMBER :
2451-62-9
LAST UPDATED :
199806
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C12-H15-N3-O6
MOLECULAR WEIGHT :
297.30

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
188 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - hypermotility, diarrhea Skin and Appendages - hair
TYPE OF TEST :
Cytogenetic analysis

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
1200 ug/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 241,175,1990 *** REVIEWS *** ACGIH TLV-TWA 0.05 mg/m3 85INA8 "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986 Volume(issue)/page/year: 6,1/BEI,1997

Safety Information

Symbol
GHS05, GHS06, GHS08
Signal WordDanger
Hazard StatementsH301 + H331-H317-H318-H340-H373-H412
Precautionary StatementsP201-P261-P273-P280-P301 + P310-P305 + P351 + P338
Personal Protective EquipmentEyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard CodesT:Toxic
Risk PhrasesR23/25;R41;R43;R48/22;R52/53
Safety PhrasesS53-S45-S61
RIDADRUN 2811 6.1/PG 3
WGK Germany3
RTECSXZ1994900
Packaging GroupIII
Hazard Class6.1(b)
HS Code2933699090

Customs

HS Code2933699090
Summary2933699090 other compounds containing an unfused triazine ring (whether or not hydrogenated) in the structure。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:20.0%

Articles27

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Determination of triglycidyl isocyanurate from air samples by ultra-performance liquid chromatography coupled with coordination ion spray mass spectrometry.

Rapid Commun. Mass Spectrom. 29 , 913-8, (2015)

Ultra-performance liquid chromatography (UPLC) coupled with coordination ion spray tandem mass spectrometry was used for the analysis of air samples containing triglycidyl isocyanurate. The method is ...

Pharmacological characterization of teroxirone, a triepoxide antitumor agent, in rats, rabbits, and humans.

Cancer Res. 44(9) , 4151-6, (1984)

Teroxirone is an experimental triepoxide antitumor agent currently undergoing evaluation in clinical trials. We have developed an assay based on derivatization with diethyldithiocarbamate followed by ...

Occupational contact dermatitis from triglycidyl isocyanurate in a powder paint factory.

Contact Dermatitis 26(1) , 59, (1992)

Synonyms

XB 2615
tgt
(RS,RS,SR)-1,3,5-Tris(2,3-epoxypropyl)-s-triazine-2,4,6(1H,3H,5H)-trione
Teroxirone
EINECS 219-514-3
TGIC
1,3,5-Tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione,TGIC,Triglycidyl isocyanurate
1,3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(oxiranylmethyl)-
1,3,5-Tris(2-oxiranylmethyl)-1,3,5-triazinane-2,4,6-trione
Isocyanuric Acid Triglycidyl Ester
T6NVNVNVJ A1- BT3OTJ& C1- BT3OTJ& E1- BT3OTJ
1,3,5-triglycidyl-s-triazinetrione
MFCD00080670
araldite pt-810
triglycidyl
Triglycidyl Isocyanurate
TEPIC
Tris(2,3-epoxypropyl) Isocyanurate
TGIC,triglycidyl isocyanurate
1,3,5-Tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione
glycidylisocyanurate
Isocyanuric Acid Tris(2,3-epoxypropyl) Ester
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