3,3',5,5'-四碘甲腺-乙酸

3,3',5,5'-四碘甲腺-乙酸用途

Tetrac (Tetraiodothyroacetic acid),L-甲状腺素 (T4) 的脱氨基类似物,是甲状腺素整合素受体拮抗剂。Tetrac 阻断 T3 和 T4 的作用以及不同的生长因子介导的血管生成。Tetra 还具有抗肿瘤活性。

3,3',5,5'-四碘甲腺-乙酸名称

[ CAS 号 ]:
67-30-1

[ 中文名 ]:
3,3,5,5-四碘甲腺乙酸

[ 英文名 ]:
Tetrac

[英文别名 ]:

5-diiodophenoxy)-3
Thyroacetic acid,3,3',5,5'-tetraiodo
Tetrac
MFCD00055932
[4-(4-hydroxy-3
3,3',5,5'-TETRAIODOTHYROACETIC ACID
Tetraiodothyroacetic acid
Acide 3,5,3',5'-tetraiodothyroacetique [French]
5-diiodophenyl] acetic acid
EINECS 200-649-1

3,3',5,5'-四碘甲腺-乙酸生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 癌症

[体外研究]

四环素(0.01-1μM；2-6d)诱导不同K-RAS状态的HT-29和HCT116细胞的抗增殖作用[3]。四环素(0.1μM；30min)抑制HT-29和HCT116细胞中ERK1/2的激活[3]。四环素(0.1μM；24h)抑制CCND1和c-Myc的表达,但促进CASP2和THBS1的表达[3]。细胞增殖试验[3]细胞系：HT-29和HCT116细胞浓度：0.01、0.1、1μM孵育时间：0、2、4、6d结果：诱导K-RAS野生型大肠癌细胞增殖。Western Blot分析[3]细胞株：HT-29和HCT116细胞浓度：0.1μM孵育时间：30min结果：抑制组成性激活的ERK1/2,这种抑制作用可通过抗整合素αvβ3抗体预处理而消除。

[体内研究]

四环素(35μg；p.o.40天)抑制小鼠肿瘤接种、生长和整合素表达[4]。动物模型：8周龄野生型雄性Balb/C小鼠接种102B16F10或B16LS9细胞[4]剂量：35μg/天给药：P.o.(加饮用水中)连续40天。结果：延缓了眼部黑色素瘤的发病。降低B16F10小鼠模型的S-100和整合素染色水平。

[参考文献]

[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.

3,3',5,5'-四碘甲腺-乙酸物理化学性质

[ 密度 ]:
2.727g/cm3

[ 沸点 ]:
544.8ºC at 760 mmHg

[ 熔点 ]:
230 °C

[ 分子式 ]:
C₁₄H₈I₄O₄

[ 分子量 ]:
747.82900

[ 闪点 ]:
283.3ºC

[ 精确质量 ]:
747.66000

[ PSA ]:
66.76000

[ LogP ]:
5.23000

[ 外观性状 ]:
固体;White to Yellow to Green powder to crystal

[ 折射率 ]:
1.801

[ 储存条件 ]:
<0°C;避免加热

3,3',5,5'-四碘甲腺-乙酸安全信息

[ 符号 ]:

GHS06

[ 信号词 ]:
Danger

[ 危害声明 ]:
H300

[ 警示性声明 ]:
P264-P301 + P310

[ 个人防护装备 ]:
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

[ 危害码 (欧洲) ]:
T+

[ 风险声明 (欧洲) ]:
28

[ 安全声明 (欧洲) ]:
45

[ 危险品运输编码 ]:
UN 2811 6.1/PG 1

[ RTECS号 ]:
CY1585800

[ 危险类别 ]:
6.1

[ 海关编码 ]:
2918990090

3,3',5,5'-四碘甲腺-乙酸合成路线

详细合成路线

3,3',5,5'-四碘甲腺-乙酸上下游产品

3,3',5,5'-四碘甲腺-乙酸上游产品

3,3',5,5'-四碘甲腺-乙酸下游产品

3,3',5,5'-四碘甲腺-乙酸海关

[ 海关编码 ]: 2918990090

[ 中文概述 ]:
2918990090. 其他含其他附加含氧基羧酸（包括酸酐、酰卤化物、过氧化物和过氧酸及该税号的衍生物）. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ 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%

3,3',5,5'-四碘甲腺-乙酸文献

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...

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