107777-22-0

Basic information

• Product Name: 4-propyl-1-naphthoic acid
• Synonyms: 4-propyl-1-naphthoic acid;4-Propyl-naphthalen-1-carboxylic acid
• CAS NO: 107777-22-0
• Molecular Formula: C14H14O2
• Molecular Weight: 214.25976
• Mol File: 107777-22-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-propyl-1-naphthoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-propyl-1-naphthoic acid(107777-22-0)
• EPA Substance Registry System: 4-propyl-1-naphthoic acid(107777-22-0)

Safety Data

• Hazardous Substances Data: 107777-22-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-propyl-1-naphthoic acid is used as a building block in the synthesis of various complex organic molecules. Its unique structure allows it to be a valuable intermediate in the preparation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research:
4-propyl-1-naphthoic acid serves as a model compound in academic and industrial research settings. It is employed to study the effects of structural modifications on the properties and reactivity of naphthoic acid derivatives, contributing to the development of new synthetic methods and applications in the chemical sciences.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 4-propyl-1-naphthoic acid is used as a starting material for the synthesis of drug candidates. Its chemical properties can be exploited to design and develop new therapeutic agents with potential applications in the treatment of various diseases and medical conditions.
Used in Agrochemical Formulation:
4-propyl-1-naphthoic acid is utilized in the agrochemical sector as a precursor for the development of novel pesticides and herbicides. Its chemical structure can be tailored to create compounds with enhanced efficacy and selectivity, improving crop protection and reducing environmental impact.

Upstream product

• 107619-36-3 (4-propylnaphthalen-1-yl)methanol 
• 2765-18-6 1-n-propylnaphthalene 
• 100709-76-0 1-chloromethyl-4-propyl-naphthalene 
• 101431-28-1 acetic acid-(4-propyl-[1]naphthylmethyl ester) 

Downstream Products

• 824959-87-7 (1-propyl-1H-indol-3-yl)(4-propyl-1-naphthalenyl)methanone 
• 824960-02-3 (1-pentyl-1H-indol-3-yl)(4-propyl-1-naphthalenyl)methanone 
• 824960-03-4 JWH-181 

Relevant articles and documents

Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB1 and CB2 receptors: Steric and electronic effects of naphthoyl substituents. New highly selective CB2 receptor agonists

The synthesis and pharmacology of 47 1-alkyl-3-(1-naphthoyl)indoles (R = C3H7 and C5H11, R′ = H and CH3) is described. Naphthoyl substituents include 4- and 7-alkyl groups, plus 2, 4, 6, and 7-methoxy groups. Three of these compounds are highly selective CB2 receptor agonists. In an effort to improve indole-based CB2 cannabinoid receptor ligands and also to develop SAR for both the CB1 and CB2 receptors, 47 indole derivatives were prepared and their CB1 and CB2 receptor affinities were determined. The indole derivatives include 1-propyl- and 1-pentyl-3-(1- naphthoyl)indoles both with and without a 2-methyl substituent. Naphthoyl substituents include 4- and 7-alkyl groups as well as 2-, 4-, 6-, 7-methoxy and 4-ethoxy groups. The effects of these substituents on receptor affinities are discussed and structure-activity relationships are presented. In the course of this work three new highly selective CB2 receptor agonists were identified, 1-propyl-3-(4-methyl-1-naphthoylindole (JWH-120), 1-propyl-2-methyl-3-(6-methoxy-1-naphthoylindole (JWH-151), and 1-pentyl-3-(2-methoxy-1-naphthoylindole (JWH-267). GTPγS assays indicated that JWH-151 is a full agonist at CB2, while JWH-120 and JWH-267 are partial agonists. Molecular modeling and receptor docking studies were carried out on a set of 3-(4-propyl-1-naphthoyl)indoles, a set of 3-(6-methoxy-1- naphthoyl)indoles and the pair of N-pentyl-3-(2-methoxy-1-naphthoyl)indoles. Docking studies indicated that the CB1 receptor affinities of these compounds were consistent with their aromatic stacking interactions in the aromatic microdomain of the CB1 receptor.

CB2-selective cannabinoid analogues

Cannabinoid analogues that exhibit specificity for the CB2 cannabinoid receptor are provided. The analogues are 1-methoxy-, 1-deoxy-11-hydroxy- and 11-hydroxy-1-methoxy-Δ8-tetrahydrocannabinols and 1-alkyl-3(1-naphthoyl)indoles. The compounds are useful for the treatment of pain (especially pain resulting from inflammation) and cancer (especially glioma tumors).