3-(4-Pyridyl)indole

Base Information

• Chemical Name: 3-(4-Pyridyl)indole
• CAS No.: 7272-84-6
• Molecular Formula: C₁₃H₁₀N₂
• Molecular Weight: 194.236
• Mol file: 7272-84-6.mol

Synonyms:3--indol;3-(PYRIDIN-4-YL)INDOLE;3-(4-Pyridyl)-1H-indole;3-(pyridin-4-yl)-1H-indole;3-(4-Pyridyl)indole;4-(3-indolyl)-pyridine;rockout;

Chemical Property of 3-(4-Pyridyl)indole

Chemical Property:

• Vapor Pressure: 1.88E-06mmHg at 25°C
• Boiling Point: 406.7°C at 760 mmHg
• Flash Point: 185.2°C
• PSA: 28.68000
• Density: 1.211g/cm³
• LogP: 3.22990
• Storage Temp.: +2C to +8C
• Solubility.: DMSO, Methanol

Purity/Quality:

97% ^*data from raw suppliers

3-(4-Pyridyl)indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Two Rho-associated kinases (ROCK), ROCK1 and ROCK2, act downstream of the G protein Rho to regulate cytoskeletal stability. The ROCKs play important roles in diverse cellular functions including cell adhesion and proliferation, smooth muscle contraction, and stem cell renewal. 3-(4-Pyridyl)indole is a ROCK1 inhibitor (IC50 = 25 μM) that promotes cell spreading, inhibits membrane blebbing, and induces dissolution of actin stress fibers in a wound healing assay. It also inhibits ROCK2 and PRK2, another Rho-dependent kinase, with similar potency, while inhibiting MSK-1 and PKA with relatively weaker potency.
• Uses: A cell-permeable indolopyridine compound that acts as a selective, ATP-competitive inhibitor of Rho kinase (ROCK) activity Two Rho-associated kinases (ROCK), ROCK-I and ROCK-II, act downstream of the G protein Rho to regulate cytoskeletal stability. The ROCKs play important roles in diverse cellular functions including cell adhesion and proliferation, smooth muscle contraction, and stem cell renewal. 3-(4-Pyridyl)indole is a ROCK-I inhibitor (IC50 = 25 μM) that promotes cell spreading, inhibits membrane blebbing, and induces dissolution of actin stress fibers in a wound healing assay. It also inhibits ROCK-II and PRK2, another Rho-dependent kinase, with similar potency, while inhibiting MSK-1 and PKA with relatively weaker potency.[Cayman Chemical] A cell-permeable indolopyridine compound that acts as a selective, ATP-competitive inhibitor of Rho kinase (ROCK) activity.

Technology Process of 3-(4-Pyridyl)indole

There total 5 articles about 3-(4-Pyridyl)indole 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: 72.0%

4-pyridylacetylene (2510-22-7) + N-Phenylhydroxylamine (100-65-2) → 3-(4-pyridyl)indole (7272-84-6)

Guidance literature:

With iron(II) phthalocyanine; In toluene; regioselective reaction; Reflux; Inert atmosphere; Darkness;

DOI:10.1016/j.tet.2009.03.004

Reference yield: 60.0%

4-Chloropyridine (626-61-9) + indole (120-72-9) → 3-(4-pyridyl)indole (7272-84-6)

Guidance literature:

With 4-(2-pyridyl)pyridine; potassium tert-butylate; potassium bromide; In ammonia; at -40 ℃; for 1.5h;

DOI:10.1055/s-1994-25476

Reference yield: 53.0%

pyridine (110-86-1) + indole (120-72-9) + (trichloromethyl)mesitylene (707-74-4) → 2,4,6-trimethylbenzaldehyde azine (94678-96-3) + 3-(4-pyridyl)indole (7272-84-6) + 4-(3-indolyl)-1-(4-pyridyl)-1,4-dihydropyridine

Guidance literature:

pyridine; indole; (trichloromethyl)mesitylene; In dichloromethane; at 20 ℃; for 720h;

With hydrazine hydrate; In ethanol; water; at 20 ℃; for 12h;

DOI:10.1023/A:1002816615941

upstream raw materials:

4-Chloropyridine

indole

pyridine

(trichloromethyl)mesitylene

Downstream raw materials:

1-benzyl-4-(3-indolyl)pyridinium chloride

2-(4-Indol-3-ylidene-4H-pyridin-1-yl)-1-phenyl-ethanone

3-(1-Benzyl-1H-pyridin-4-ylidene)-3H-indole

1-phenacyl-4-(3-indolyl)pyridinium bromide