S8442
SU 5416
≥98% (HPLC), powder, neuronal nitric oxide synthase inhibitor
Synonym(s):
1,3-Dihydro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-2H-indol-2-one
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About This Item
Empirical Formula (Hill Notation):
C15H14N2O
CAS Number:
Molecular Weight:
238.28
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
SU 5416, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
yellow to yellow-orange
mp
221-222 °C
solubility
DMSO: 20 mg/mL, clear (warmed), H2O: insoluble
storage temp.
−20°C
SMILES string
Cc1cc(C)c(C=C2C(=O)Nc3ccccc23)[nH]1
InChI
1S/C15H14N2O/c1-9-7-10(2)16-14(9)8-12-11-5-3-4-6-13(11)17-15(12)18/h3-8,16H,1-2H3,(H,17,18)/b12-8+
InChI key
WUWDLXZGHZSWQZ-XYOKQWHBSA-N
Gene Information
human ... EGFR(1956), FLT1(2321), IGFBP1(3484), IL2(3558), KDR(3791), PDGFRB(5159)
mouse ... Flt1(14254), Kdr(16542)
Related Categories
General description
SU 5416 is a vascular endothelial growth factor (VEGF) receptor protein tyrosine kinase 1/2 inhibitor. SU 5416 is known to prevent tumor growth and tumor angiogenesis. SU 5416 inhibits the activity of neuronal nitric oxide synthase and protects the neuronal cells from nitric oxide-mediated neurotoxicity. It also acts as an agonist of aryl hydrocarbon receptor and may be an effective clinical agent for treating autoimmune diseases and transplant rejection.
Application
SU 5416 has been used to treat HUVEC cells before the tube formation assay to assess its impact on the network generated from tube formation. to induce pulmonary hypertension (PH) in mice to serve as an experimental model
Biochem/physiol Actions
SU 516 inhibits the activity of neuronal nitric oxide synthase and protects the neuronal cells from nitric oxide-mediated neurotoxicity.1 It also acts an agonist of aryl hydrocarbon receptor and is an effective clinical agent for treating autoimmune diseases and transplant rejection.2
SU 5416 is a vascular endothelial growth factor (VEGF) receptor protein tyrosine kinase 1/2 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.
Storage Class
11 - Combustible Solids
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Joshua D Mezrich et al.
PloS one, 7(9), e44547-e44547 (2012-09-13)
The experimental compound SU5416 went as far as Phase III clinical trials as an anticancer agent, putatively because of its activity as a VEGFR-2 inhibitor, but showed poor results. Here, we show that SU5416 is also an aryl hydrocarbon receptor
Loredana Ciuclan et al.
American journal of respiratory and critical care medicine, 184(10), 1171-1182 (2011-08-27)
The complex pathologies associated with severe pulmonary arterial hypertension (PAH) in humans have been a challenge to reproduce in mice due to the subtle phenotype displayed to PAH stimuli. Here we aim to develop a novel murine model of PAH
Aglaia Ntokou et al.
JCI insight, 6(6) (2021-02-17)
Excess macrophages and smooth muscle cells (SMCs) characterize many cardiovascular diseases, but crosstalk between these cell types is poorly defined. Pulmonary hypertension (PH) is a lethal disease in which lung arteriole SMCs proliferate and migrate, coating the normally unmuscularized distal
Charlene Watterston et al.
PLoS genetics, 17(8), e1009769-e1009769 (2021-08-24)
Vessel growth integrates diverse extrinsic signals with intrinsic signaling cascades to coordinate cell migration and sprouting morphogenesis. The pro-angiogenic effects of Vascular Endothelial Growth Factor (VEGF) are carefully controlled during sprouting to generate an efficiently patterned vascular network. We identify
Florian Ulrich et al.
Developmental biology, 357(1), 134-151 (2011-07-13)
The brain is made of billions of highly metabolically active neurons whose activities provide the seat for cognitive, affective, sensory and motor functions. The cerebral vasculature meets the brain's unusually high demand for oxygen and glucose by providing it with
Global Trade Item Number
| SKU | GTIN |
|---|---|
| S8442-25MG | 04061836960797 |
| S8442-5MG | 04061836960803 |
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