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Merck

S0447

SIS3

≥98% (HPLC), TGF-β1/ALK-5 phosphorylation inhibitor, powder

Synonym(s):

(2E)-1-(6,7-Dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-propenone hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C28H27N3O3 · HCl
CAS Number:
521984-48-5
Molecular Weight:
489.99
UNSPSC Code:
12352200
PubChem Substance ID:
24724599
NACRES:
NA.77
MDL number:
MFCD09265258

Product Name

SIS3, ≥98% (HPLC), powder

SMILES string

Cl.COc1cc2CCN(Cc2cc1OC)C(=O)\C=C\c3c(-c4ccccc4)n(C)c5ncccc35

InChI key

CDKIEBFIMCSCBB-CALJPSDSSA-N

InChI

1S/C28H27N3O3.ClH/c1-30-27(19-8-5-4-6-9-19)22(23-10-7-14-29-28(23)30)11-12-26(32)31-15-13-20-16-24(33-2)25(34-3)17-21(20)18-31;/h4-12,14,16-17H,13,15,18H2,1-3H3;1H/b12-11+;

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

H2O: <2 mg/mL
DMSO: >20 mg/mL

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

SIS3 is a novel specific inhibitor of TGF-β1/ALK-5 phosphorylation of Smad3
Sugar insensitive 3 (SIS3) promotes drug-induced apoptosis and hinders the function of adenosine triphosphate (ATP)-binding cassette (ABC) transporter (ABCB1) and ABCG2. It resensitizes ABCB1 and ABCG2 overexpressed in cancerous cells, which contributes to chemotherapeutics.

Application

Sugar insensitive 3 (SIS3) has been used as smad3 inhibitor in various cells.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000483098
0000483098
0000242232
0000242232
0000434978

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Ming-Heng Wu et al.
Scientific reports, 7(1), 11006-11006 (2017-09-10)
Concomitant expressions of glycan-binding proteins and their bound glycans regulate many pathophysiologic processes, but this issue has not been addressed in liver fibrosis. Activation of hepatic stellate cells (HSCs) is a rate-limiting step in liver fibrosis and is an important
Karl David Brown et al.
Investigative ophthalmology & visual science, 58(7), 3011-3017 (2017-06-13)
Fibrotic scarring after ocular surgeries and chemical burn injuries can impede clarity of the cornea and cause vision impairment. Transforming growth factor β (TGFβ) signaling pathway is known to mediate fibrotic scarring, and NADPH oxidase-derived reactive oxygen species has been
Qinghui Zhang et al.
Cancer science, 110(8), 2507-2519 (2019-06-20)
Abnormal tumor microenvironment and the epithelial-mesenchymal transition (EMT) are important features of tumor metastasis. However, it remains unknown how signals can form complicated networks to regulate the sustainability of the EMT process. The aim of our study is to explore
The proto-oncogene tyrosine protein kinase Src is essential for macrophage-myofibroblast transition during renal scarring
Tang PMK, et al.
Kidney International, 93(1), 173-187 (2018)
Transforming growth factor-beta2 utilizes the canonical Smad-signaling pathway to regulate tissue transglutaminase expression in human trabecular meshwork cells
Tovar-Vidales T, et al.
Experimental Eye Research, 93(4), 442-451 (2011)
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