3-(1-METHYLINDOL-3-YLMETHYLENE)-2-OXO-2,3-DIHYDROINDOLE-5-SULFONIC ACID AMIDE

Base Information

• Chemical Name: 3-(1-METHYLINDOL-3-YLMETHYLENE)-2-OXO-2,3-DIHYDROINDOLE-5-SULFONIC ACID AMIDE
• CAS No.: 622387-85-3
• Molecular Formula: C₁₈H₁₅N₃O₃S
• Molecular Weight: 353.401
• Mol file: 622387-85-3.mol

Synonyms:OXSI 2

Chemical Property of 3-(1-METHYLINDOL-3-YLMETHYLENE)-2-OXO-2,3-DIHYDROINDOLE-5-SULFONIC ACID AMIDE

Chemical Property:

• PSA: 102.57000
• Density: 1.48g/cm³
• LogP: 4.23750
• Sensitive.: Light Sensitive
• Solubility.: Soluble in DMSO

Purity/Quality:

98%Min ^*data from raw suppliers

OXSI2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Spleen tyrosine kinase (Syk) is a non-receptor tyrosine kinase that upon phosphorylation binds to immunoreceptor tyrosine-based activation motifs (ITAMs) of FcRγ chains and mediates downstream signaling related to platelet function and inflammation. Syk inhibitor is an oxindole compound that potently blocks Syk activity with an IC50 value of 14 nM and inhibits FcεRI-mediated rat RBL-2H3 basophil cell degranulation (EC50 = 313 nM). At 2 μM, 3-(1-METHYLINDOL-3-YLMETHYLENE)-2-OXO-2,3-DIHYDROINDOLE-5-SULFONIC ACID AMIDE completely abolishes convulxin-induced platelet aggregation and shape change.
• Uses: OXSI 2 is a Syk selective inhibitor.

Technology Process of 3-(1-METHYLINDOL-3-YLMETHYLENE)-2-OXO-2,3-DIHYDROINDOLE-5-SULFONIC ACID AMIDE

There total 4 articles about 3-(1-METHYLINDOL-3-YLMETHYLENE)-2-OXO-2,3-DIHYDROINDOLE-5-SULFONIC ACID AMIDE 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:

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → SyK inhibitor (622387-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 20 °C

2: piperidine / ethanol / Heating

With piperidine; sodium hydride; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00658-9

Reference yield:

2-oxoindole (59-48-3) → SyK inhibitor (622387-85-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HSO₃Cl / 2 h / 60 °C

2: aq. NH₃ / 20 h / 20 °C

3: piperidine / ethanol / Heating

With piperidine; chlorosulfonic acid; ammonium hydroxide; In ethanol;

DOI:10.1016/S0960-894X(03)00658-9

Reference yield:

2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride (199328-31-9) → SyK inhibitor (622387-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NH₃ / 20 h / 20 °C

2: piperidine / ethanol / Heating

With piperidine; ammonium hydroxide; In ethanol;

DOI:10.1016/S0960-894X(03)00658-9

upstream raw materials:

N-methyl-3-formylindole

5-aminosulfonyl-2-oxindole

Indole-3-carboxaldehyde

2-oxoindole

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