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Merck
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Key Documents

T3787

Sigma-Aldrich

3,3′,5,5′-Tetraiodothyroacetic acid

≥98% (TLC), powder, thyrointegrin receptor antagonist

동의어(들):

4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzeneacetic acid, Tetrac

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About This Item

Linear Formula:
C14H8O4I4
CAS Number:
Molecular Weight:
747.83
EC Number:
MDL number:
UNSPSC 코드:
12352106
PubChem Substance ID:
NACRES:
NA.77

product name

3,3′,5,5′-Tetraiodothyroacetic acid,

solubility

acetone: soluble 19.60-20.40 mg/mL, clear, colorless (or faintly yellow to yellow)

Quality Level

저장 온도

−20°C

SMILES string

OC(=O)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1

InChI

1S/C14H8I4O4/c15-8-4-7(5-9(16)13(8)21)22-14-10(17)1-6(2-11(14)18)3-12(19)20/h1-2,4-5,21H,3H2,(H,19,20)

InChI key

PPJYSSNKSXAVDB-UHFFFAOYSA-N

애플리케이션

3,3′,5,5′-Tetraiodothyroacetic acid has been used:
  • as a positive control to study the effects of ioxynil (IOX)
  • diethylstilbestrol (DES) exposure on zebrafish embryos
  • to study its effects on long-term potentiation (LTP) and long-term depression (LTD) in the dentate gyrus in urethane-anesthetized male rats
  • to determine its influence on the actions of thyroid-stimulating hormone
  • thyroid-stimulating immunoglobulins in orbital fibroblast

생화학적/생리학적 작용

3,3′,5,5′-Tetraiodothyroacetic acid (Tetrac) is a deaminated analog of L-thyroxine (T4). It prevents the pro-angiogenesis actions of T4 and 3,5,3′-triiodo-L-thyronine. It is a thyrointegrin receptor antagonist. Tetrac prevents the binding of thyroid hormones.
Studies in rats have reported that Tetrac may regulate TSH secretion under in vivo conditions1.

결합

Thyroid hormone analog

제조 메모

3,3′,5,5′-Tetraiodothyroacetic acid is soluble in acetone at 19.60 - 20.40 mg/ml and yields a clear, faint yellow to yellow solution.

픽토그램

Skull and crossbones

신호어

Danger

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 3

1 of 3

Elevated serum tetrac in Graves disease: potential pathogenic role in thyroid-associated ophthalmopathy
Fernando R, et al.
The Journal of clinical endocrinology and metabolism, 102(3), 776-785 (2016)
Synthesis of new analogs of tetraiodothyroacetic acid (tetrac) as novel angiogenesis inhibitors for treatment of cancer
Rajabi M, et al.
Bioorganic & Medicinal Chemistry Letters, 28(7), 1223-1227 (2018)
M E Everts et al.
Endocrinology, 136(10), 4454-4461 (1995-10-01)
We compared the uptake, metabolism, and biological effects of tetraiodothyroacetic acid (Tetrac) and rT3 in anterior pituitary cells with those of T4 and T3. Cells were isolated from adult male Wistar rats and cultured for 3 days in medium with
Mary K Luidens et al.
Vascular pharmacology, 52(3-4), 142-145 (2009-11-03)
In models of thyroid hormone-induced cardiac hypertrophy, there is appropriate, supportive angiogenesis. Twenty years ago in one such model, angiogenesis in response to the hormone was observed before hypertrophy developed and it is now understood that iodothyronines induce neovascularization in
Tetrac and NDAT induce Anti-proliferation via Integrin alphavbeta3 in Colorectal Cancers with Different K-RAS Status
Chin YT, et al.
Frontiers in Endocrinology, 10, 130-130 (2019)

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