Triglycidyl isocyanurate
(Synonyms: 1,3,5-三缩水甘油-S-三嗪三酮,TGIC; Teroxirone) 目录号 : GC61352
Triglycidyl Isocyanurate (Teroxirone, Tris(2,3-epoxypropyl) Isocyanurate, TGI, TGIC) is a triazene triepoxide with antineoplastic activity. It inhibits growth of human non-small cell lung cancer cells by activating p53. Triglycidyl Isocyanurate alkylates and cross-links DNA, thereby inhibiting DNA replication. Triglycidyl Isocyanurate is also used in various polyester powder coatings in the metal finishing industry.
Cas No.:2451-62-9
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Triglycidyl Isocyanurate (Teroxirone, Tris(2,3-epoxypropyl) Isocyanurate, TGI, TGIC) is a triazene triepoxide with antineoplastic activity. It inhibits growth of human non-small cell lung cancer cells by activating p53. Triglycidyl Isocyanurate alkylates and cross-links DNA, thereby inhibiting DNA replication. Triglycidyl Isocyanurate is also used in various polyester powder coatings in the metal finishing industry.
[1] Wang JP, et al. Toxicol Appl Pharmacol. 2013 Nov 15;273(1):110-20. [2] Je?ewska A, et al. Int J Environ Res Public Health. 2019 Nov 13;16(22).
| Cas No. | 2451-62-9 | SDF | |
| 别名 | 1,3,5-三缩水甘油-S-三嗪三酮,TGIC; Teroxirone | ||
| Canonical SMILES | O=C(N(C1=O)CC2CO2)N(C(N1CC3CO3)=O)CC4CO4 | ||
| 分子式 | C12H15N3O6 | 分子量 | 297.26 |
| 溶解度 | DMSO: 50 mg/mL (168.20 mM) | 储存条件 | Store at 4°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.3641 mL | 16.8203 mL | 33.6406 mL |
| 5 mM | 0.6728 mL | 3.3641 mL | 6.7281 mL |
| 10 mM | 0.3364 mL | 1.682 mL | 3.3641 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Determination of Triglycidyl isocyanurate in Workplace Air
Int J Environ Res Public Health 2019 Nov 13;16(22):4455.PMID:31766181DOI:10.3390/ijerph16224455.
Triglycidyl isocyanurate (TGIC) is a white solid in powder or granular form. TGIC does not occur naturally in the environment. It is intentionally manufactured and used as a crosslinking agent or hardener to produce polyester powder coatings. TGIC may cause genetic defects. This article presents the method of TGIC determination in workplace air using high-performance liquid chromatography (HPLC) with a diode-array detector (DAD). The method is based on the collection of TGIC present in the air on a polypropylene filter, extraction with acetonitrile, and chromatographic analysis of the solution obtained in this way. The determination was carried out in the reverse-phase system (mobile phase: acetonitrile: water) using an Ultra C18 column. The measurement range is 2 to 40 µg/m3 for a 720 liters air sample. Limit of detection (LOD) is 23 ng/m3 and limit of quantification (LOQ): 70 ng/m3. The method can be used for assessing occupational exposure to TGIC and associated risk to workers' health.
Determination of Triglycidyl isocyanurate from air samples by ultra-performance liquid chromatography coupled with coordination ion spray mass spectrometry
Rapid Commun Mass Spectrom 2015 May 30;29(10):913-8.PMID:26407305DOI:10.1002/rcm.7177.
Rationale: 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 not affected by any chromatographic interference and the filter extract is compatible with the UPLC system, as opposed to approaches using high-performance liquid chromatography coupled with ultraviolet detection and gas chromatography coupled with mass spectrometry. Methods: Accu-cap™ filters that had sampled Triglycidyl isocyanurate were extracted using a mixture of acetonitrile/acetone (95/5) diluted with 3 volumes of water and were then analyzed. The mass spectrometry method uses sodium as the alkali adduct complexing with the Triglycidyl isocyanurate in positive mode, and this complex is then analyzed using the survivor mode where the same ion is monitored in the first and third quadrupoles of a triple quadrupole mass spectrometer. Results: The method has a limit of detection and limit of quantitation of 50 and 170 ng/filter, respectively. The dynamic range was between 480 and 24,000 ng/sample, which is equivalent to 2 µg/m(3) and 100 µg/m(3) based on a sampling volume of 240 L. The intra- and inter-day precisions were both <4% and the overall accuracy was 97 ± 3%. The method was tested with personal breathing zone random samples collected from workers using Triglycidyl isocyanurate in their tasks, and all the random samples were easily quantified. Conclusions: A new method by UPLC coupled with coordination ion spray tandem mass spectrometry using sodium as the alkali adduct is now available for industrial hygienists who want to evaluate exposures of workers to Triglycidyl isocyanurate in workplaces.
Self-Plasticized PVC Prepared by Introducing Fatty Acid to the PVC with Triglycidyl isocyanurate as an Intermediate Bridge
ACS Omega 2022 Sep 26;7(40):35694-35704.PMID:36249389DOI:10.1021/acsomega.2c03655.
The phthalate-free self-plasticization of poly(vinyl chloride) (PVC) conforms to the concept of green chemistry. In this work, phthalate-free, biocontaining, self-plasticized PVC with nonmigration (4-an-TG-X-PVC; X = R, P, or O) was prepared by covalent attachment of ricinoleic acid, palmitic acid, and oleic acid, respectively, to the PVC matrix with 4-aminothiophenol and Triglycidyl isocyanurate (TGIC) as intermediate bridges. 4-Aminothiophenol and TGIC acted as the nucleophilic reagent and the thermally stable substance, respectively. The 4-an-TG-X-PVC was observed by diverse characterization methods. Specifically, Fourier transform infrared spectra, 1H nuclear magnetic resonance, gel permeation chromatography, and migration stability tests proved the successful synthesis of 4-an-TG-X-PVC. Compared to the neat PVC, the mechanical property of 4-an-TG-X-PVC is better. The glass transition temperature (T g) of PVC is 81.24 °C, while that of 4-an-TG-X-PVC decreased to 41.88, 31.49, and 46.91 °C. The 4-an-TG-X-PVC showed higher elongation at break and lower tensile strength than neat PVC. Simultaneously, the thermal property of 4-an-TG-X-PVC got a boost. Thermogravimetry-infrared and thermogravimetry-mass spectrometry showed that 4-an-TG-X-PVC released less HCl than neat PVC in a thermal environment. Discoloration experiments demonstrated that 4-an-TG-P-PVC had better heat stabilization and better color than 4-an-TG-O-PVC and 4-an-TG-R-PVC. This work provides a viable solution to the dependence on phthalates, reduced human health and ecological risks, and endowed PVC with improved thermal stability and nonmigration performance.
Occupational asthma caused by Triglycidyl isocyanurate
Int Arch Occup Environ Health 2011 Jun;84(5):547-9.PMID:20717691DOI:10.1007/s00420-010-0570-y.
Background: Several cases of allergic contact dermatitis, two cases of occupational asthma from over one decade ago and one case of hypersensitivity pneumonitis have been documented in painters who use polyester powder paint containing Triglycidyl isocyanurate (TGIC). Methods: We report a 28-year-old female who, 4 months after beginning work in a powder-coating factory, developed asthma-like symptoms. In her workplace, aluminium frames were treated with an electrostatic powder paint containing 2.5-10% TGIC. Results: Serial peak-flow measurements performed during both working and non-working periods demonstrated peak-flow variability of up to 46% on work days. Bronchial methacholine test results also varied between times at work and away from work. PC(20) methacholine was 0.32 mg/ml and fraction of exhaled nitric oxide (FENO) was 18 ppb. A controlled exposure challenge was performed with a placebo yielding no changes in FEV(1) over a 24-hour period. On visit 2, the patient was placed in the chamber and exposed to TGIC (4% in lactose) at a mean concentration of 3.61 mg/m(3) for a total of 15 min. A 20% fall in FEV(1) from baseline was elicited at 10 min, together with cough and wheezing. No late response was demonstrated. Twenty-four hours after the challenge, neither methacholine PC(20) nor FENO levels varied from baseline values. No IgE was detected by ELISA testing and no IgE-binding bands were found by immunoblot analysis of patient and control serum. Conclusions: The aforementioned results demonstrate that TGIC inhalation induced immunologic occupational asthma, although no IgE mechanism was evidenced.
Determination of Triglycidyl isocyanurate from powder coatings in occupational hygiene samples by gas chromatography with mass spectrometric detection
Ann Occup Hyg 2004 Aug;48(6):555-63.PMID:15292038DOI:10.1093/annhyg/meh046.
A method for the determination of Triglycidyl isocyanurate (TGIC) from powder coatings using gas chromatography with mass spectrometric (GC/MS) detection is presented. The new method is considerably easier to use than the existing methods and has superior performance. It has been novelly applied to the determination of TGIC in a variety of occupational hygiene samples (cotton swabs, gloves and whole suits). Using the GC/MS method, the following percentage recoveries were found: gloves 114 +/- 1.9; swabs 73 +/- 6.5; whole suit 125 +/- 16.3 and 108 +/- 6.8 (two powder coatings); filter 79 +/- 8. The estimated limit of detection was 0.002 micro g/ml.