2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide

Base Information

• Chemical Name: 2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide
• CAS No.: 442633-00-3
• Molecular Formula: C18H17FN2O
• Molecular Weight: 296.344
• Mol file: 442633-00-3.mol

Synonyms:2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide;CK 666;CK-0944666

Chemical Property of 2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide

Chemical Property:

• Boiling Point: 528.2±50.0 °C(Predicted)
• PKA: 13.86±0.46(Predicted)
• PSA: 48.38000
• Density: 1.235±0.06 g/cm3(Predicted)
• LogP: 4.16270
• Storage Temp.: Store at -20°C
• Solubility.: DMSO: ≥25mg/mL

Purity/Quality:

97% ^*data from raw suppliers

CK 666 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Description: CK-666 (442633-00-3) is a potent, selective and reversible inhibitor of ARP2/3 complex (actin related proteins 2 and 3) with an IC50?= 4 μM for human ARP2/3.1?Blocks actin nucleation and radically alters lamellipodial actin architecture, suspended cell shape and the cell spreading process.2 CK-666 attenuates BBB dysfunction induced by methamphetamine.3?It is an important new tool for studying actin assembly and the diverse range of actin-related processes in normal4 and pathophysiology5.
• Uses: CK-666 may be used to study Arp2/3-mediated structural changes in cells.

Technology Process of 2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide

There total 4 articles about 2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide 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:

2-methyltryptamine (2731-06-8) + 2-Fluorobenzoyl chloride (393-52-2) → 2-fluoro-N-(2-(2-methyl-1H-indol-3-yl)ethyl)benzamide (442633-00-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1002/cmdc.201200104

Reference yield:

C11H10N2O2 (2826-91-7) → 2-fluoro-N-(2-(2-methyl-1H-indol-3-yl)ethyl)benzamide (442633-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tris(acetoxy)borohydride / tetrahydrofuran

2: palladium 10% on activated carbon; ammonium formate / methanol

3: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

With palladium 10% on activated carbon; ammonium formate; sodium tris(acetoxy)borohydride; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1002/cmdc.201200104

Reference yield:

2-methyl-1H-indole (95-20-5) → 2-fluoro-N-(2-(2-methyl-1H-indol-3-yl)ethyl)benzamide (442633-00-3)

Guidance literature:

Multi-step reaction with 5 steps

1: trichlorophosphate / N,N-dimethyl-formamide

2: ammonium acetate

3: sodium tris(acetoxy)borohydride / tetrahydrofuran

4: palladium 10% on activated carbon; ammonium formate / methanol

5: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

With palladium 10% on activated carbon; ammonium acetate; ammonium formate; sodium tris(acetoxy)borohydride; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201200104

upstream raw materials:

2-methyl-1H-indole

2-methyl-1H-indole-3-carbaldehyde

C₁₁H₁₀N₂O₂

2-methyltryptamine