Tetrac

Modify Date: 2025-08-25 10:43:23

Tetrac Structure
Tetrac structure
 Common Name Tetrac
CAS Number 67-30-1 Molecular Weight 747.82900
Density 2.727g/cm3 Boiling Point 544.8ºC at 760 mmHg
Molecular Formula C14H8I4O4 Melting Point 230 °C
MSDS Chinese USA Flash Point 283.3ºC
Symbol GHS06
GHS06		 Signal Word Danger

 Use of Tetrac


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].

 Names

Name 2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid
Synonym More Synonyms

 Tetrac Biological Activity

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.

 Chemical & Physical Properties

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
InChIKey PPJYSSNKSXAVDB-UHFFFAOYSA-N
SMILES O=C(O)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1

 Safety Information

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

 Synthetic Route

3,5-Diiodothyroacetic Acid structure

3,5-Diiodothyro...

CAS#:1155-40-4

~90%

Tetrac Structure

Tetrac

CAS#:67-30-1

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
(4-hydroxy-3,5-dinitro-phenyl)-acetic acid ethyl ester structure

(4-hydroxy-3,5-...

CAS#:83799-60-4

~%

Tetrac Structure

Tetrac

CAS#:67-30-1

Literature: US2011/105482 A1, ;
[4-(4-methoxy-phenoxy)-3,5-dinitro-phenyl]-acetic acid ethyl ester structure

[4-(4-methoxy-p...

CAS#:861065-72-7

~%

Tetrac Structure

Tetrac

CAS#:67-30-1

Literature: US2011/105482 A1, ;
Mequinol structure

Mequinol

CAS#:150-76-5

~%

Tetrac Structure

Tetrac

CAS#:67-30-1

Literature: US2011/105482 A1, ;
ethyl 3,5-diiodo-4-(4-methoxyphenoxy)phenylacetate structure

ethyl 3,5-diiod...

CAS#:85828-82-6

~%

Tetrac Structure

Tetrac

CAS#:67-30-1

Literature: Biochemical Journal, , vol. 63, p. 601,603
ethyl 2-(3,5-diamino-4-(4-methoxyphenoxy)phenyl)acetate structure

ethyl 2-(3,5-di...

CAS#:101588-11-8

~%

Tetrac Structure

Tetrac

CAS#:67-30-1

Literature: US2011/105482 A1, ;
1-(4-chloromethyl-2,6-diiodo-phenoxy)-4-methoxy-benzene structure

1-(4-chlorometh...

CAS#:860687-73-6

~%

Tetrac Structure

Tetrac

CAS#:67-30-1

Literature: Biochemical Journal, , vol. 50, p. 438
[3,5-diiodo-4-(4-methoxy-phenoxy)-phenyl]-acetonitrile structure

[3,5-diiodo-4-(...

CAS#:855937-68-7

~%

Tetrac Structure

Tetrac

CAS#:67-30-1

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

 Customs

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%

 Articles28

More Articles
Tetraiodothyroacetic acid-tagged liposomes for enhanced delivery of anticancer drug to tumor tissue via integrin receptor

J. Control. Release 164(2) , 213-20, (2012)

Nanoparticles have demonstrated potential for promoting drug delivery to tumor sites and enhancing uptake. Here, we report tetraiodothyroacetic acid (tetrac) as a promising new targeting moiety for de...

Tetraiodothyroacetic acid and tetraiodothyroacetic acid nanoparticle effectively inhibit the growth of human follicular thyroid cell carcinoma.

Thyroid 20(3) , 281-6, (2010)

Tetraiodothyroacetic acid (tetrac) is a deaminated analogue of L-thyroxine that blocks the actions of L-thyroxine and 3,5,3'-triiodo-L-thyronine at the cell surface receptor for thyroid hormone on int...

Tetraiodothyroacetic acid and its nanoformulation inhibit thyroid hormone stimulation of non-small cell lung cancer cells in vitro and its growth in xenografts.

Lung Cancer 76(1) , 39-45, (2012)

Thyroid hormone stimulates cell proliferation of several types of cancers and stimulates cancer-relevant angiogenesis. In the present study, we investigated the proliferative effect of thyroid hormone...

 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
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