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T7697

Sigma-Aldrich

I-OMe-Tyrphostin AG 538

solid

Synonym(s):

α-Cyano-(3-methoxy-4-hydroxy-5-iodocinnamoyl)-(3′,4′-dihydroxyphenyl)ketone, I-OMe-AG 538

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About This Item

Empirical Formula (Hill Notation):
C17H12INO5
Molecular Weight:
437.19
MDL number:
MFCD03453582
UNSPSC Code:
12352203
PubChem Substance ID:
24278758
NACRES:
NA.77

form

solid

Quality Level

100

solubility

DMSO: 50 mg/mL

storage temp.

−20°C

SMILES string

COc1cc(cc(I)c1O)\C=C(/C#N)C(=O)c2ccc(O)c(O)c2

InChI

1S/C17H12INO5/c1-24-15-6-9(5-12(18)17(15)23)4-11(8-19)16(22)10-2-3-13(20)14(21)7-10/h2-7,20-21,23H,1H3/b11-4+

InChI key

HSRMHXWCTRFVHK-NYYWCZLTSA-N

Gene Information

human ... IGF1(3479) , IGF1R(3480)

Application

I-OMe-Tyrphostin AG 538 has been used as a cell signaling inhibitor in PC-1 cell lines. It has also been used in high throughput screening assays for IGF1R inhibitors.

Biochem/physiol Actions

Insulin growth factor 1 (IGF-1) receptor protein tyrosine kinase inhibitor.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Preparation Note

I-OMe-Tyrphostin AG 538 is soluble in DMSO at 50 mg/ml.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sara M Garrett et al.
PloS one, 14(11), e0225422-e0225422 (2019-11-26)
Type 2 insulin-like growth factor (IGF-II) levels are increased in fibrosing lung diseases such as idiopathic pulmonary fibrosis (IPF) and scleroderma/systemic sclerosis-associated pulmonary fibrosis (SSc). Our goal was to investigate the contribution of IGF receptors to IGF-II-mediated fibrosis in these
Haifeng Geng et al.
PloS one, 6(12), e29504-e29504 (2012-01-05)
Small molecules have been identified as potential therapeutic agents for lysosomal storage diseases (LSDs), inherited metabolic disorders caused by defects in proteins that result in lysosome dysfunctional. Some small molecules function assisting the folding of mutant misfolded lysosomal enzymes that
R Moriev et al.
Acta naturae, 5(2), 90-99 (2013-07-03)
The aim of this study was to identify small molecule compounds that inhibit the kinase activity of the IGF1 receptor and represent novel chemical scaffolds, which can be potentially exploited to develop drug candidates that are superior to the existing
Mahsa Hamzeh et al.
The Journal of endocrinology, 209(1), 55-64 (2011-01-12)
Androgens are the primary regulators of epididymal structure and functions. In the classical view of androgen action, binding of androgen to the intracellular androgen receptor (AR) produces the receptor-steroid complex that has high affinity for DNA response elements and regulates

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