1009104-85-1

Basic information

• Product Name: Smad3 Inhibitor, SIS3
• Synonyms: Smad3 Inhibitor;Smad3 Inhibitor, SIS3;SIS3 free base
• CAS NO: 1009104-85-1
• Molecular Formula: C28H27N3O3
• Molecular Weight: 453.53228
• EINECS: -0
• Product Categories: Specific Inhibitor of Smad3, SIS3
• Mol File: 1009104-85-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Smad3 Inhibitor, SIS3(CAS DataBase Reference)
• NIST Chemistry Reference: Smad3 Inhibitor, SIS3(1009104-85-1)
• EPA Substance Registry System: Smad3 Inhibitor, SIS3(1009104-85-1)

Safety Data

• Hazardous Substances Data: 1009104-85-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Smad3 Inhibitor, SIS3 is used as a therapeutic agent for targeting TGF-β and activin pathways. It is particularly effective in reducing TGF-β1-induced type 1 procollagen expression and myofibroblast differentiation in normal dermal fibroblasts as well as scleroderma fibroblasts, making it a promising candidate for the treatment of fibrosis-related diseases.
Used in Research Applications:
In the field of research, Smad3 Inhibitor, SIS3 serves as a valuable tool for studying the role of TGF-β and activin signaling pathways in various biological processes. By selectively inhibiting these pathways, researchers can gain insights into the molecular mechanisms underlying the regulation of cell proliferation, differentiation, and migration, which can contribute to the development of novel therapeutic strategies for various diseases.

Upstream product

• 945608-15-1 3-iodo-1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridine 
• 245057-86-7 1-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)prop-2-ene-1-one 
• 945607-64-7 [3-(2,2-dichlorovinyl)pyridin-2-yl]carbamic acid tert-butyl ester 
• 945608-26-4 C₁₂H₁₆N₂O₃ 
• 1009104-87-3 C₁₃H₁₆Br₂N₂O₂ 
• 945607-75-0 [3-(2,2-dibromovinyl)-pyridin-2-yl]-methyl-amine 
• 945607-94-3 C₁₃H₁₆Cl₂N₂O₂ 
• 945607-77-2 [3-(2,2-dichlorovinyl)-pyridin-2-yl]-methyl-amine 
• 116026-94-9 2--3-pyridinecarboxaldehyde 
• 521984-94-1 1-methyl-2-phenyl-1H-pyrrolo-[2,3-b]pyridine 
• 13534-99-1 2-Amino-3-bromopyridine 
• 536-74-3 phenylacetylene 
• 521984-95-2 1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 
• 1745-07-9 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Synthesis of 3-Halo-7-azaindoles through a 5- endo -dig Electrophilic Cyclization Reaction

Biologically useful 7-azaindoles were synthesized by electrophilic cyclization of 3-alkynyl- N, N -dimethylpyridine-2-amines with molecular iodine. By this simple atom-economical approach under ambient reaction conditions, a library of interesting 3-iodo-7-azaindoles were synthesized in high yields. To synthesize the corresponding 3-bromo- and 3-chloro-7-azaindoles, an environmentally benign copper-mediated cyclization was employed, with inexpensive, nontoxic, and noncorrosive sodium chloride and sodium bromide as the sources of chlorine and bromine, respectively.

One-Pot Coupling-Cyclization-Alkylation Synthesis of 1,2,5-Trisubstituted 7-Azaindoles in a Consecutive Three-component Fashion

1,2,5-Trisubstituted 7-azaindoles are rapidly and efficiently prepared in a one-pot, copper-free alkynylation-cyclization-alkylation sequence starting from unprotected 2-aminopyridyl halides in a consecutive three-component fashion. By extension to a consecutive four-component coupling-cyclization-iodination-alkylation synthesis of 3-iodo-1-methyl-2-phenyl-1 H -pyrrolo[2,3- b ]pyridine, a concise synthesis of SIS3, a selective TGF-β1 and signaling inhibitor, was realized.

Azaindole compound and application thereof

The invention provides an azaindole compound with a structure shown as a formula (I) and application of the azaindole compound. The azaindole compound can effectively inhibit SMAD3-phosphorylation andhas good anti-tumor activity in a rat LCC induced tumor model. Compared with a compound SIS3, part of the azaindole compound provided by the invention is obviously improved in water solubility. The azaindole compound provided by the invention is expected to become an effective drug for preventing and treating tumors.

Discovery of a novel selective water-soluble SMAD3 inhibitor as an antitumor agent

Targeting the SMAD3 protein is an attractive therapeutic strategy for treating cancer, as it avoids the potential toxicities due to targeting the TGF-β signaling pathway upstream. Compound SIS3 was the first selective SMAD3 inhibitor developed that had acceptable activity, but its poor water solubility limited its development. Here, a series of SIS3 analogs was created to investigate the structure–activity relationship for inhibiting the activation of SMAD3. On the basis of this SAR, further optimization generated a water-soluble compound, 16d, which was capable of effectively blocking SMAD3 activation in vitro and had similar NK cell-mediated anticancer effects in vivo to its parent SIS3. This study not only provided a preferable lead compound, 16d, for further drug discovery or a potential tool to study SMAD3 biology, but also proved the effectiveness of our strategy for water-solubility driven optimization.

2-SUBSTITUTED AZAIN DOLES AND 2 SUBSTITUTED THIENOPYRROLES, THEIR PRECURSORS AND NOVEL PROCESSES FOR THE PREPARATION THEREOF

The present invention relates generally to processes for the chemical synthesis of azaindole and thienopyrrole compounds, in particular azaindole and thienopyrrole compounds that are substituted at the 2-position of the azaindole or thienopyrrole ring, an

A general modular method of azaindole and thienopyrrole synthesis via Pd-catalyzed tandem couplings of gem-dichloroolefins

(Chemical Equation Presented) A palladium-catalyzed reaction of gem-dichloroolefins and a boronic acid via a tandem intramolecular C-N and intermolecular Suzuki coupling process gave corresponding substituted azaindoles or thienopyrroles. This method is a