86-68-0

Usage

Sources

https://www.sigmaaldrich.com/catalog/product/aldrich/174823?lang=en®ion=US https://link.springer.com/article/10.1007/s11094-009-0187-1 https://patents.google.com/patent/US5084462A/en https://patents.google.com/patent/US4861783A/en

InChI:InChI=1/C11H9NO3/c1-15-7-2-3-10-9(6-7)8(11(13)14)4-5-12-10/h2-6H,1H3,(H,13,14)

Upstream product

• 6443-89-6 6-methoxyquinoline-4-carbonitrile 
• 5345-57-3 6-methoxyquinoline-4-carboxylic acid ethyl ester 
• 858276-95-6 2-iodo-6-methoxy-quinoline-4-carboxylic acid 
• 4594-91-6 6-methoxy-4-styryl-quinoline 
• 84-55-9 viquidil 
• 56-54-2 quinidine 
• 130-95-0 Quinine 
• 7722-84-1 dihydrogen peroxide 
• 1435-55-8 dihydroquinidine 
• 66695-42-9 ethyl 6-methoxy-1-methyl-2-oxo-1,2-dihydroquinoline-4-carboxylate 
• 104-94-9 4-methoxy-aniline 
• 67-63-0 isopropyl alcohol 
• 84-31-1 6'-methoxycinchonidone 
• 39755-95-8 5-methoxyisatine 

Downstream Products

• 19834-77-6 methyl 6-methoxyquinoline-4-carboxylate 
• 74-87-3 methylene chloride 
• 314741-44-1 [R]-2-(6-methoxyquinolin-4-yl)oxirane 
• 534-07-6 1,3-Dichloroacetone 
• 6279-51-2 6-methoxy-4-aminoquinoline 
• 92288-15-8 (6-methoxyquinolin-4-yl)methanol 
• 5345-57-3 6-methoxyquinoline-4-carboxylic acid ethyl ester 
• 525-39-3 6-ethoxy-quinoline-4-carboxylic acid 
• 31610-09-0 Xanthochininsaeure-ethylester 
• 859780-30-6 6-hydroxy-quinoline-4-carbonyl chloride 
• 4312-44-1 6-hydroxyquinoline-4-carboxylic acid 

Relevant academic research and scientific papers

Quinoline formamide compound as well as preparation method and application thereof

The invention discloses quinoline formamide compounds as well as a preparation method and application thereof. Specifically, the invention relates to a compound represented by a formula (I) as shown in the specification or a tautomer, a meso-racemate, a r

6,7-Dimethoxy-2-phenethyl-1,2,3,4-tetrahydroisoquinoline amides and corresponding ester isosteres as multidrug resistance reversers

Aiming to deepen the structure–activity relationships of the two P-glycoprotein (P-gp) modulators elacridar and tariquidar, a new series of amide and ester derivatives carrying a 6,7-dimethoxy-2-phenethyl-1,2,3,4-tetrahydroisoquinoline scaffold linked to different methoxy-substituted aryl moieties were synthesised. The obtained compounds were evaluated for their P-gp interaction profile and selectivity towards the two other ABC transporters, multidrug-resistance-associated protein-1 and breast cancer resistance protein, showing to be very active and selective versus P-gp. Two amide derivatives, displaying the best P-gp activity, were tested in co-administration with the antineoplastic drug doxorubicin in different cancer cell lines, showing a significant sensitising activity towards doxorubicin. The investigation on the chemical stability of the derivatives towards spontaneous or enzymatic hydrolysis, showed that amides are stable in both models while some ester compounds were hydrolysed in human plasma. This study allowed us to identify two chemosensitizers that behave as non-transported substrates and are characterised by different selectivity profiles.

NOVEL FAP INHIBITORS

The present invention relates to novel inhibitors having high selectivity and specificity for FAP (fibroblast activation protein). Said inhibitors are useful as a human and/or veterinary medicine, in particular for the treatment and/or prevention of FAP-related disorders such as but not limited to proliferative disorders.

Selective inhibitors of fibroblast activation protein (FAP) with a (4-quinolinoyl)-glycyl-2-cyanopyrrolidine scaffold

Fibroblast activation protein (FAP) is a serine protease that is generally accepted to play an important role in tumor growth and other diseases involving tissue remodeling. Currently there are no FAP inhibitors with reported selectivity toward both the closely related dipeptidyl peptidases (DPPs) and prolyl oligopeptidase (PREP). We present the discovery of a new class of FAP inhibitors with a N-(4-quinolinoyl)-Gly-(2-cyanopyrrolidine) scaffold. We have explored the effects of substituting the quinoline ring and varying the position of its sp2 hybridized nitrogen atom. The most promising inhibitors combined low nanomolar FAP inhibition and high selectivity indices (>10 3) with respect to both the DPPs and PREP. Preliminary experiments on a representative inhibitor demonstrate that plasma stability, kinetic solubility, and log D of this class of compounds can be expected to be satisfactory.

NOVEL FAP INHIBITORS

The present invention relates to novel inhibitors having high selectivity and specificity for FAP (fibroblast activation protein). Said inhibitors are useful as a human and/or veterinary medicine, in particular for the treatment and/or prevention of FAP-related disorders such as but not limited to proliferative disorders.

4-(1-AMINO-ETHYL)-CYCLOHEXYLAMINE DERIVATIVES

The invention relates to compounds of formula (I) wherein R0 represents H or OH; R1 represents alkoxy; U and W represent N, V represents CH and R2 represents H or F, or U and V represent CH, W represents N and R2 /su

Facile and efficient synthesis of quinoline-4-carboxylic acids under microwave irradiation

A facile and efficient method for the preparation of 2-non-substituted quinoline-4-carboxylic acids is described via the Pfitzinger reaction of isatins with sodium pyruvate following consequent decarboxylation under microwave irradiation.

Practical and highly selective sulfur ylide mediated asymmetric epoxidations and aziridinations using an inexpensive, readily available chiral sulfide. Applications to the synthesis of quinine and quinidine

(Chemical Presented) Heating one of the most abundant naturally occurring inorganic chemicals (elemental sulfur) with one of the most readily available homochiral molecules (limonene) gives a one-step synthesis of a chiral sulfide which exhibits outstanding selectivities in sulfur ylide mediated asymmetric epoxidations and aziridinations. In particular reactions of benzyl and allylic sulfonium salts with both aromatic and aliphatic aldehydes gave epoxides with perfect enantioselectivities and the highest diastereoselectivities reported to date. In addition reactions with imines gave aziridines again with the highest enantioselectivities and diastereoselectivities reported to date. The reactions are scaleable, and the sulfide can be reisolated in high yield. The epoxidation has been used as the key step in a convergent and stereoselective synthesis of each of the diastereoisomers of the cinchona alkaloids, quinine and quinidine. Copyright

Aminopiperidine quinolines and their azaisosteric analogues with antibacterical activity

Aminopiperidine derivatives of formula (I) and pharmaceutically acceptable derivatives thereof useful in methods of treatment of bacterial infections in mammals, particularly in man.

Quinolines and nitrogenated derivatives thereof substituted in 4-position by a piperazine-containing moiety and their use as antibacterial agents

Piperazine derivatives, containing a quinoline analog moiety, of formula (I) and pharmaceutically acceptable derivatives thereof useful in methods of treatment of bacterial infections in mammal, particularly in man.