Triglycidyl isocyanurate

Modify Date: 2024-01-01 21:56:06

Triglycidyl isocyanurate Structure
Triglycidyl isocyanurate structure
Common Name Triglycidyl isocyanurate
CAS Number 2451-62-9 Molecular Weight 297.264
Density 1.6±0.1 g/cm3 Boiling Point 501.1±15.0 °C at 760 mmHg
Molecular Formula C12H15N3O6 Melting Point 95-98°C
MSDS Chinese USA Flash Point 256.9±20.4 °C
Symbol GHS05 GHS06 GHS08
GHS05, GHS06, GHS08
Signal Word Danger

 Use of Triglycidyl isocyanurate


Triglycidyl 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].

 Names

Name 1,3,5-Triglycidyl isocyanurate
Synonym More Synonyms

 Triglycidyl isocyanurate Biological Activity

Description Triglycidyl 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 Catalog
In Vitro Triglycidyl 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 Vivo Triglycidyl 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

Density 1.6±0.1 g/cm3
Boiling Point 501.1±15.0 °C at 760 mmHg
Melting Point 95-98°C
Molecular Formula C12H15N3O6
Molecular Weight 297.264
Flash Point 256.9±20.4 °C
Exact Mass 297.096100
PSA 103.59000
LogP -2.77
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.635
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
GHS05, GHS06, GHS08
Signal Word Danger
Hazard Statements H301 + H331-H317-H318-H340-H373-H412
Precautionary Statements P201-P261-P273-P280-P301 + P310-P305 + P351 + P338
Personal Protective Equipment Eyeshields;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 Codes T:Toxic
Risk Phrases R23/25;R41;R43;R48/22;R52/53
Safety Phrases S53-S45-S61
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS XZ1994900
Packaging Group III
Hazard Class 6.1(b)
HS Code 2933699090

 Precursor & DownStream

Precursor  0

DownStream  2

 Customs

HS Code 2933699090
Summary 2933699090 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

More Articles
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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