While this product is stored frozen at -20°C, it is stable for relatively short periods at room temperature. The item is shipped ambient, and shipping routes are configured to minimize transit time. Freezer storage products that ship at ambient temperature are considered stable up to 2 weeks to allow for transit time.
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:
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Product Name
SU 5416, ≥98% (HPLC)
SMILES string
Cc1cc(C)c(C=C2C(=O)Nc3ccccc23)[nH]1
InChI key
WUWDLXZGHZSWQZ-XYOKQWHBSA-N
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+
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
Quality Level
Gene Information
human ... EGFR(1956), FLT1(2321), IGFBP1(3484), IL2(3558), KDR(3791), PDGFRB(5159)
mouse ... Flt1(14254), Kdr(16542)
Related Categories
1 of 4
This Item | S9692 | S8567 | SML0443 |
|---|---|---|---|
| form powder | form powder | form powder | form powder |
| assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| storage temp. −20°C | storage temp. −20°C | storage temp. 2-8°C | storage temp. −20°C |
| solubility DMSO: 20 mg/mL, clear (warmed), H2O: insoluble | solubility DMSO: 12 mg/mL (orange solution) | solubility DMSO: >10 mg/mL, H2O: insoluble | solubility DMSO: 10 mg/mL (clear solution) |
| color yellow to yellow-orange | color orange-brown | color orange | color light yellow to dark orange |
Application
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.
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.[3] 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.[4]
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
Hidenori Moriyama et al.
Nature communications, 13(1), 3013-3013 (2022-06-01)
Pulmonary hypertension is a fatal rare disease that causes right heart failure by elevated pulmonary arterial resistance. There is an unmet medical need for the development of therapeutics focusing on the pulmonary vascular remodeling. Bioactive lipids produced by perivascular inflammatory
Xiaowei Nie et al.
Journal of hypertension, 35(12), 2419-2435 (2017-07-14)
Similar to cancer, pulmonary arterial hypertension (PAH) is characterized by vascular remodeling, which leads to obliteration of the small pulmonary arteriole, with marked proliferation of pulmonary artery smooth muscle cells (PASMC) and/or endothelial cells dysfunction. Aberrant expression of tumor suppressor
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
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