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  • Product Name: Tetrac
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  • Purity: 98.0%
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67-30-1

67-30-1 structure
67-30-1 structure
  • Name: Tetrac
  • Chemical Name: 2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid
  • CAS Number: 67-30-1
  • Molecular Formula: C14H8I4O4
  • Molecular Weight: 747.82900
  • Create Date: 2018-09-15 10:59:27
  • Modify Date: 2024-01-02 19:02:12
  • Tetrac (Tetraiodothyroacetic acid), a deaminated analogue of L-thyroxine (T4), and is a thyrointegrin receptor antagonist. Tetrac blocks the actions of T3 and T4 as well as different growth factors-mediated angiogenesis. Tetra also has anticancer activity[1][2].

Name 2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid
Synonyms 5-diiodophenoxy)-3
Thyroacetic acid,3,3',5,5'-tetraiodo
3,5-Diiodo-4-(4-hydroxy-3,5-diiodophenoxy)benzeneacetic acid
Tetrac
MFCD00055932
[4-(4-hydroxy-3
4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenylacetic acid
Benzeneacetic acid,3,5-diiodo-4-(4-hydroxy-3,5-diiodophenoxy)
3,3',5,5'-TETRAIODOTHYROACETIC ACID
Tetraiodothyroacetic acid
Acide 3,5,3',5'-tetraiodothyroacetique [French]
5-diiodophenyl] acetic acid
EINECS 200-649-1
Description Tetrac (Tetraiodothyroacetic acid), a deaminated analogue of L-thyroxine (T4), and is a thyrointegrin receptor antagonist. Tetrac blocks the actions of T3 and T4 as well as different growth factors-mediated angiogenesis. Tetra also has anticancer activity[1][2].
Related Catalog
In Vitro Tetrac (0.01-1 μM; 2-6 d) induces anti-proliferation in HT-29 and HCT116 cells with different K-RAS status[3]. Tetrac (0.1 μM; 30 min) inhibits activation of ERK1/2 in HT-29 and HCT116 cells[3]. Tetrac (0.1 μM; 24 h) inhibits expression of CCND1 and c-Myc, but promotes expression of CASP2 and THBS1[3]. Cell Proliferation Assay[3] Cell Line: HT-29 and HCT116 cells Concentration: 0.01, 0.1, 1 μM Incubation Time: 0, 2, 4, 6 days Result: Induced anti-proliferation of K-RAS wild-type colorectal cancer cells. Western Blot Analysis[3] Cell Line: HT-29 and HCT116 cells Concentration: 0.1 μM Incubation Time: 30 min Result: Inhibited constitutively activated ERK1/2, and this inhibition can remove by anti-integrin αvβ3 antibody pretreatment.
In Vivo Tetrac (35 μg; p.o. for 40 days) inhibits tumor inoculation, growth and integrin expression in mice[4]. Animal Model: Wild-type male Balb/C mice aged 8 weeks are inoculated with 102B16F10 or B16LS9 cells[4] Dosage: 35 μg per day Administration: P.o. (added to the drinking water) daily for 40 days Result: Delayed the onset of ocular melanoma. Reduced the S-100 and integrin staining level in the B16F10 mice model.
References

[1]. Schmohl KA, et, al. Tetrac as an anti-angiogenic agent in cancer. Endocr Relat Cancer. 2019 Jun 1; 26(6):R287-R304.

[2]. Davis PJ, et, al. Nongenomic Actions of Thyroid Hormone: the Integrin Component. Physiol Rev. 2020 Jun 25.

[3]. Chin YT, et, al. Tetrac and NDAT Induce Anti-proliferation via Integrin αvβ3 in Colorectal Cancers With Different K-RAS Status. Front Endocrinol (Lausanne). 2019 Mar 12; 10:130.

[4]. Ashur-Fabian O, et, al. Tetrac Delayed the Onset of Ocular Melanoma in an Orthotopic Mouse Model. Front Endocrinol (Lausanne). 2019 Jan 8; 9:775.

[5]. Rajabi M, et, al. Synthesis of new analogs of tetraiodothyroacetic acid (tetrac) as novel angiogenesis inhibitors for treatment of cancer. Bioorg Med Chem Lett. 2018 Apr 15;28(7):1223-1227.

Density 2.727g/cm3
Boiling Point 544.8ºC at 760 mmHg
Melting Point 230 °C
Molecular Formula C14H8I4O4
Molecular Weight 747.82900
Flash Point 283.3ºC
Exact Mass 747.66000
PSA 66.76000
LogP 5.23000
Index of Refraction 1.801
Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H300
Precautionary Statements P264-P301 + P310
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+
Risk Phrases 28
Safety Phrases 45
RIDADR UN 2811 6.1/PG 1
RTECS CY1585800
Hazard Class 6.1
HS Code 2918990090

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Literature: Bridoux, Alexandre; Khan, Riaz A.; Chen, Celei; Cheve, Gwenael; Cui, Huadong; Dyskin, Evgeny; Yasri, Aziz; Mousa, Shaker A. Journal of Enzyme Inhibition and Medicinal Chemistry, 2011 , vol. 26, # 6 p. 871 - 882

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Literature: Biochemical Journal, , vol. 63, p. 601,603

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Literature: Biochemical Journal, , vol. 50, p. 438

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Literature: Biochemical Journal, , vol. 50, p. 438
HS Code 2918990090
Summary 2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%