3-(4-Fluorophenyl)-1-isopropylindole

CAS Number 93957-49-4

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

3-(4-Fluorophenyl)-1-isopropylindole MSDS

3-(4-Fluorophenyl)-1-isopropylindole CAS 93957-49-4

A fluorinated heterocyclic building block

Used as a synthesis intermediate for APIs and dyes in application of drug discovery and photonics

Overview
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3-(4-Fluorophenyl)-1-isopropylindole (CAS number 93957-49-4) is a derivative of indole, a heterobicyclic compound, with a 4-fluorophenyl (3-position) and an isopropyl substituent (1-position). 3-(4-Fluorophenyl)-1-isopropylindole is the nucleus of Fluvastatin, a drug used to treat hypercholesterolemia for preventing cardiovascular diseases. A series of 3-(4-Fluorophenyl)-1-isopropylindole derivatives are synthesized, presenting a significant decrease of serum total cholesterol, triglycerides, and low-density lipoprotein levels. The syntheses involve a Vilsmeier-Haack reaction for introducing an aldehyde to the 2-position and then a Claisen-Schmidt condensation for the modification of the aldehyde.

Chemical structure of Fluvastatin, a drug for treating hypercholesterolemia

3-(4-Fluorophenyl)-1-isopropylindole also shows non-linear optical properties. The electron-withdrawing substituent of indole increases the hyperpolarizability coefficient, thus resulting a better non-linear optical response.

Multiple functional groups

For facile synthesis

Fluorinated indole building block

For drug discovery, biochemistry, and photonics

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	93957-49-4
Chemical Formula	C₁₇H₁₆FN
Full Name	3-(4-Fluorophenyl)-1-isopropyl-1H-indole
Molecular Weight	253.32 g/mol
Synonyms	1-Isopropyl-3-(4-fluorophenyl)indole
Classification / Family	Fluorinated building block, heterocyclic building block, APIs, Photonics

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 95 °C – 98 °C
Appearance	Off-white to pale beige powder

MSDS Documentation

3-(4-Fluorophenyl)-1-isopropylindole MSDS Sheet

Literature and Reviews

Interaction of indole derivative with human serum albumin: a combined spectroscopic and molecular dynamics study, S. Pawar et al., ChemistrySelect, 3, 12080–12088(2008); DOI: 10.1002/slct.201802466.
Optical properties of 3-substituted indoles, J. Kumar et al., RSC Adv., 10, 28213(2020); DOI: 10.1039/d0ra05405d.
Photoredox cyanomethylation of indoles: catalyst modification and mechanism, O'Brien et al., J. Org. Chem., 83(16), 8926–8935(2018); DOI: 10.1021/acs.joc.8b01146.
Synthesis, crystal studies and in vivo anti-hyperlipidemic activities of indole derivatives containing Fluvastatin nucleus, V Kumar et al., RSC Adv., 5, 38748(2015); DOI: 10.1039/c5ra02908b

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