7272-84-6

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-Pyridyl)indole is used as a ROCK-I inhibitor for promoting cell spreading, inhibiting membrane blebbing, and inducing 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.
Used in Research Applications:
3-(4-Pyridyl)indole is used as a selective, ATP-competitive inhibitor of Rho kinase (ROCK) activity for studying the roles of ROCKs in diverse cellular functions, including cell adhesion and proliferation, smooth muscle contraction, and stem cell renewal.
Used in Drug Development:
3-(4-Pyridyl)indole is used as a potential therapeutic agent for conditions involving cytoskeletal stability and ROCK activity dysregulation, due to its ability to inhibit ROCK-I and ROCK-II with similar potency.

Biochem/physiol Actions

Cell permeable: yes

references

[1] yarrow j c, totsukawa g, charras g t, et al. screening for cell migration inhibitors via automated microscopy reveals a rho-kinase inhibitor[j]. chemistry & biology, 2005, 12(3): 385-395.[2] amano m, fukata y, kaibuchi k. regulation and functions of rho-associated kinase[j]. experimental cell research, 2000, 261(1): 44-51.

InChI:InChI=1/C13H10N2/c1-2-4-13-11(3-1)12(9-15-13)10-5-7-14-8-6-10/h1-9,15H

Upstream product

• 626-61-9 4-Chloropyridine 
• 120-72-9 indole 
• 110-86-1 pyridine 
• 707-74-4 (trichloromethyl)mesitylene 
• 2510-22-7 4-pyridylacetylene 
• 100-65-2 N-Phenylhydroxylamine 
• 17403-09-7 3-(4-piperidinyl)-1H-indole 

Downstream Products

• 81243-56-3 1-benzyl-4-(3-indolyl)pyridinium chloride 
• 81243-60-9 2-(4-Indol-3-ylidene-4H-pyridin-1-yl)-1-phenyl-ethanone 
• 81243-59-6 3-(1-Benzyl-1H-pyridin-4-ylidene)-3H-indole 
• 81243-57-4 1-phenacyl-4-(3-indolyl)pyridinium bromide 

Relevant academic research and scientific papers

Direct synthesis of 3-arylindoles via annulation of aryl hydroxylamines with alkynes

3-Arylindoles are produced in moderate to excellent yields from the reaction between aryl hydroxylamines and alkynes catalyzed by 10 mol % iron(II) phthalocyanine [Fe(Pc)]. Terminal and internal alkynes afford 3-aryl substituted indoles exclusively. Elect

Low molecular weight indole fragments as IMPDH inhibitors

The study of non-oxazole containing indole fragments as inhibitors of inosine monophosphate dehydrogenase (IMPDH) is described. The synthesis and in vitro inhibitory values for IMPDH II are discussed.

Some reactions of pyridinium salts derived from trichloromethylarenes with N- and C-nucleophiles

The reaction of N-(4-pyridyl)pyridinium and 4-chloropyridinium salts obtained from 1-trichloromethyl-2,4,6-trimethylbenzene and pyridine with N-nucleophiles such as piperidine and morpholine and with C-nucleophiles such as N,N-dimethylaniline and indole proceeds through hetarylation and gives the corresponding 4-substituted pyridines. N-(α,α-Dichlorobenzyl)pyridinium and N,N'-(α-chlorobenzylidene)bispyridinium salts obtained from trichloromethylbenzene do not undergo hetarylation.

Dipeptides which promote release of growth hormone

Compounds of formula (I) are growth hormone releasing peptide mimetics which are useful for the treatment and prevention of osteoporosis. STR1

Electrosynthesis of arylpyrroles and -indoles under S(RN)1 conditions

Arylpyrroles and -indoles are electrosynthesized via a S(RN)1 type reaction. With pyrrolyl anion, the reaction leads mainly to α-substitution, but β-substitution and disubstitution are also observed. With indolyl anion, the main product corresponds to β-substitution. In both cases, the yield of the main product is higher than 50%.