521074-55-5

Usage

Uses

Used in Organic Synthesis:
7-amino-8-methylquinoline-3-carbaldehyde is used as a building block in the synthesis of various organic compounds due to its versatile structure and functionality.
Used in Pharmaceutical Research:
7-amino-8-methylquinoline-3-carbaldehyde is used as a potential drug candidate in pharmaceutical research, given its unique structure and properties.
Used in Dye and Pigment Production:
7-amino-8-methylquinoline-3-carbaldehyde is used as an important intermediate in the production of dyes and pigments, owing to the presence of the carbaldehyde group.
Used in Chemical Industry:
7-amino-8-methylquinoline-3-carbaldehyde is used in the chemical industry for its potential applications in various fields, including the synthesis of organic compounds and the development of new materials.

InChI:InChI=1/C11H10N2O/c1-7-10(12)3-2-9-4-8(6-14)5-13-11(7)9/h2-6H,12H2,1H3

Upstream product

• 823-40-5 2,6-toluenediamine 

Downstream Products

• 1373823-19-8 4-(2-cyclopropylethoxy)-N-[8-methyl-3-(pyrrolidin-1-ylmethyl)quinolin-7-yl]benzamide 
• 1373823-20-1 4-(2-methylpropoxy)-N-[8-methyl-3-(pyrrolidin-1-ylmethyl)-quinolin-7-yl]benzamide 
• 521073-43-8 4-butylsulfonyl-N-[8-methyl-3-(pyrrolidin-1-ylmethyl)-quinolin-7-yl]benzamide 
• 521073-52-9 4-hexanoyl-N-[8-methyl-3-(pyrrolidin-1-ylmethyl)quinolin-7-yl]benzamide 
• 521073-55-2 N-[8-methyl-3-(pyrrolidin-1-ylmethyl)quinolin-7-yl]-4-(pentanoylamino)benzamide 
• 521073-83-6 5-(4-fluorophenyl)-N-[8-methyl-3-(pyrrolidin-1-ylmethyl)-quinolin-7-yl]-5-oxopentanamide 
• 521073-84-7 5-(4-fluorophenyl)-N-[8-methyl-3-(pyrrolidin-1-ylmethyl)-quinolin-7-yl]pentanamide 
• 1373823-21-2 4-(cyclopropylmethoxy)-N-{8-methyl-3-[(2-methylpyrrolidin-1-yl)methyl]quinolin-7-yl}benzamide 
• 1373823-22-3 4-(cyclopropylmethoxy)-N-[8-methyl-3-(1-piperidin-1-ylethyl)quinolin-7-yl]benzamide 
• 1373823-23-4 N-[3-(1-azepan-1-ylethyl)-8-methylquinolin-7-yl]-4-(cyclopropylmethoxy)benzamide 
• 1373823-24-5 4-(cyclopropylmethoxy)-N-{8-methyl-3-[1-(4-methylpiperazin-1-yl)ethyl]quinolin-7-yl}benzamide 
• 1373823-25-6 4-(cyclopropylmethoxy)-N-(3-{1-[(3S)-3-hydroxypyrrolidin-1-yl]ethyl}-8-methylquinolin-7-yl)benzamide 
• 1373823-26-7 4-(cyclopropylmethoxy)-N-(3-{1-[(2-hydroxyethyl)amino]-ethyl}-8-methylquinolin-7-yl)benzamide 
• 1373823-27-8 4-(cyclopropylmethoxy)-N-(3-{1-[(2-hydroxy-2-methylpropyl)amino]ethyl}-8-methylquinolin-7-yl)benzamide 

Relevant academic research and scientific papers

Synthesis, structure-activity relationship, and pharmacological studies of novel melanin-concentrating hormone receptor 1 antagonists 3- aminomethylquinolines: Reducing human ether-a-go-go-related gene (hERG) associated liabilities

Recently, we discovered 3-aminomethylquinoline derivative 1, a selective, highly potent, centrally acting, and orally bioavailable human MCH receptor 1 (hMCHR1) antagonist, that inhibited food intake in F344 rats with diet-induced obesity (DIO). Subsequent investigation of 1 was discontinued because 1 showed potent hERG K+ channel inhibition in a patch-clamp study. To decrease hERG K+ channel inhibition, experiments with ligand-based drug designs based on 1 and a docking study were conducted. Replacement of the terminal p-fluorophenyl group with a cyclopropylmethoxy group, methyl group introduction on the benzylic carbon at the 3-position of the quinoline core, and employment of a [2-(acetylamino)ethyl]amino group as the amine portion eliminated hERG K+ channel inhibitory activity in a patch-clamp study, leading to the discovery of N-{3-[(1R)-1-{[2-(acetylamino)ethyl]amino} ethyl]-8-methylquinolin-7-yl}-4-(cyclopropylmethoxy)benzamide (R)-10h. The compound (R)-10h showed potent inhibitory activity against hMCHR1 and dose-dependently suppressed food intake in a 2-day study on DIO-F344 rats. Furthermore, practical chiral synthesis of (R)-10h was performed to determine the molecule's absolute configuration.

QUINOLINE COMPOUND

A compound, which has a melanin-concentrating hormone antagonistic action and useful as an agent for preventing or treating obesity, and which is represented by the formula: wherein Aris a cyclic group optionally having substituent(s) ;Xis a bond or a spacer having a main chain of 1 to 6 atoms;R1 and R2are the same or different and each is a hydrogen atom or a hydrocarbon group optionally having substituent(s), or R1 and R2 may form, together with the adjacent nitrogen atom, a nitrogen-containing heterocycle optionally having substituent(s);Yis a divalent hydrocarbon group optionally having substituent(s) (except CO);R3is a hydrogen atom or a hydrocarbon group optionally having substituent(s); andring A and ring Bmay further have substituents, and when ring B further has a substituent, the substituent may be linked to R1 to form a ring, or a salt thereof, or a prodrug thereof, is provided.