(E)-N-(4-(N-(3-Methoxypyrazin-2-yl)sulfaMoyl)phenyl)-3-(5-nitrothiophen-2-yl)acrylaMide

Base Information

• Chemical Name: (E)-N-(4-(N-(3-Methoxypyrazin-2-yl)sulfaMoyl)phenyl)-3-(5-nitrothiophen-2-yl)acrylaMide
• CAS No.: 1360614-48-7
• Molecular Formula: C18H15N5O6S2
• Molecular Weight: 461.4716
• Mol file: 1360614-48-7.mol

Synonyms:(E)-N-(4-(N-(3-Methoxypyrazin-2-yl)sulfaMoyl)phenyl)-3-(5-nitrothiophen-2-yl)acrylaMide

Chemical Property of (E)-N-(4-(N-(3-Methoxypyrazin-2-yl)sulfaMoyl)phenyl)-3-(5-nitrothiophen-2-yl)acrylaMide

Chemical Property:

• PKA: 6.37±0.40(Predicted)
• PSA: 192.72000
• Density: 1.578±0.06 g/cm3(Predicted)
• LogP: 4.65760
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (up to 10 mg/ml)

Purity/Quality:

99%, ^*data from raw suppliers

Necrosulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Necrosulfonamide (1360614-48-7) specifically blocks necroptosis downstream of RIP3 activation by preventing MLKL-RIP3 interaction.1 Displays neuroprotective effects after ischemic brain injury.2 Prevents cystine-starvation-induced necroptosis and ferroptosis in human triple negative breast cancer cells.3 Binds to gasdermin D inhibiting pyroptosis and associated inflammatory cell death and sepsis.4 Rescues cells from TLR3 ligand-induced death.5
• Uses: Necrosulfonamide is a necroptosis inhibitor. Necrosulfonamide is a pharmacological inhibitor of mixed lineage kinase domain-like protein (MLKL).

Technology Process of (E)-N-(4-(N-(3-Methoxypyrazin-2-yl)sulfaMoyl)phenyl)-3-(5-nitrothiophen-2-yl)acrylaMide

There total 4 articles about (E)-N-(4-(N-(3-Methoxypyrazin-2-yl)sulfaMoyl)phenyl)-3-(5-nitrothiophen-2-yl)acrylaMide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(E)-3-(2-nitrothiophen-5-yl)propenoic acid (50868-70-7) → (2E)-N-[4-[[(3-methoxy-2-pyrazinyl)amino]sulfonyl]phenyl]-3-(5-nitro-2-thienyl)-2-propenamide (1360614-48-7,432531-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / toluene / 5 h / 110 °C / Inert atmosphere

2: sodium hydrogencarbonate / toluene / 0 - 20 °C / Inert atmosphere; Molecular sieve

With thionyl chloride; sodium hydrogencarbonate; In toluene;

DOI:10.1039/c3md00278k

Reference yield:

2-amino-3-methoxypyrazine (4774-10-1) → (2E)-N-[4-[[(3-methoxy-2-pyrazinyl)amino]sulfonyl]phenyl]-3-(5-nitro-2-thienyl)-2-propenamide (1360614-48-7,432531-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 0 - 60 °C / Inert atmosphere

2: sodium hydroxide / water / 4 h / 105 °C / Inert atmosphere

3: sodium hydrogencarbonate / toluene / 0 - 20 °C / Inert atmosphere; Molecular sieve

With sodium hydrogencarbonate; sodium hydroxide; In pyridine; water; toluene;

DOI:10.1039/c3md00278k

Reference yield:

4-acetylamino-N-(3-methoxy-pyrazin-2-yl)-benzenesulfonamide (655-78-7) → (2E)-N-[4-[[(3-methoxy-2-pyrazinyl)amino]sulfonyl]phenyl]-3-(5-nitro-2-thienyl)-2-propenamide (1360614-48-7,432531-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water / 4 h / 105 °C / Inert atmosphere

2: sodium hydrogencarbonate / toluene / 0 - 20 °C / Inert atmosphere; Molecular sieve

With sodium hydrogencarbonate; sodium hydroxide; In water; toluene;

DOI:10.1039/c3md00278k

upstream raw materials:

(E)-3-(5-nitrothiophen-2-yl)acryloyl chloride

Sulfalen

(E)-3-(2-nitrothiophen-5-yl)propenoic acid

2-amino-3-methoxypyrazine

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