75433-99-7

Usage

Uses

6-Methoxyquinoline-2-carboxylic acid

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

Upstream product

• 5467-79-8 2-cyano-6-methoxyquinoline 
• 110-86-1 pyridine 
• 59066-58-9 (E)-6-methoxy-2-styrylquinoline 
• 89060-22-0 6-methoxyquinoline-2-carboxaldehyde 
• 111498-57-8 C₁₁H₈NO₃^(1-)*Na⁽¹⁺⁾ 
• 26831-52-7 2-amino-5-methoxybenzaldehyde 
• 57-60-3 piruvate 
• 20357-24-8 5-methoxy-2-nitro-benzaldehyde 
• 100393-79-1 ethyl 6-methoxyquinoline-2-carboxylate 
• 6334-31-2 1-benzoyl-6-methoxy-1,2-dihydro-quinoline-2-carbonitrile 
• 104-94-9 4-methoxy-aniline 
• 13676-02-3 2-chloro-6-methoxyquinoline 
• 1078-28-0 6-methoxyquinaldine 

Downstream Products

• 852402-74-5 (S)-6-methoxyquinoline-2-carboxylic acid (1-phenylethyl)amide 
• 852402-84-7 (2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide 
• 852402-79-0 (2R,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide 
• 852403-00-0 (4aR,1'S)-8-methoxy-3-(1-phenylethyl)-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline 
• 75434-18-3 6-hydroxyquinoline-2-carboxylic acid 
• 852402-95-0 (4aS,1'S)-8-methoxy-3-(1-phenylethyl)-2,3,4,4a,5,6-hexahydropyrazino[1,2-a]quinolin-1-one 
• 852402-90-5 (4aR,1'S)-8-methoxy-3-(1-phenylethyl)-2,3,4,4a,5,6-hexahydropyrazino[1,2-a]quinolin-1-one 

Relevant academic research and scientific papers

Repurposing an Aldolase for the Chemoenzymatic Synthesis of Substituted Quinolines

Quinoline derivatives are important natural products and pharmaceuticals, but their synthesis can be challenging due to poor yields, harsh reaction conditions, and instability of starting materials. Here we report the chemoenzymatic synthesis of quinaldic acids under mild conditions using an aldolase, trans-o-hydroxybenzylidenepyruvate hydratase-aldolase (NahE, or HBPA). A series of 2-aminobenzaldehydes derived from reduction of the corresponding nitro analogue were reacted with pyruvate in the presence of NahE to give substituted quinolines in up to 93% isolated yield. This reaction differs from the aldol condensation catalyzed by NahE in vivo, instead resembling the heterocycle formation catalyzed by its homologue, dihydrodipicolinate synthase.

NOVEL COMPOUNDS USEFUL AS NEAR-INFRARED FLUORESCENT PROBES SELECTIVELY BINDING TO TAU AGGREGATES AND METHOD OF PREPARING THE SAME

Disclosed are a compound with near-infrared fluorescence that selectively binds to tau aggregates, a method for preparing the same, a tau-targeting near-infrared fluorescent probe including the compound, a composition for detecting a tau fiber protein containing the near-infrared fluorescent probe as an active ingredient, and the use of the composition for the diagnosis of tauopathy. In particular, the compound does not bind to an amyloid beta protein and has high selectivity to a tau aggregate, specifically reported as an etiology of the initial state of tauopathy, thus being useful as a near-infrared fluorescent detector for detecting a tau fiber protein for early diagnosis of a tauopathy including Alzheimer's disease.

A quinoline -2 - formic acid and quinoline -2 - carboxylic acid derivatives of the preparation method (by machine translation)

The invention discloses a quinoline - 2 - carboxylic acid and quinoline - 2 - carboxylic acid derivatives of the preparation method, the preparation method comprises the following steps: (1) 2 - furan formaldehyde after photolysis reaction to produce 5 - hydroxy furan - 2 (5 H) - one; (2) 5 - hydroxy furan - 2 (5 H) - ketone after acid hydrolysis reaction to produce 4, 4 - diethoxy - 2 - butene thiourethane; (3) 4, 4 - diethoxy - 2 - butenoic acid ethyl ester and aniline or an aniline derivative reaction, get the quinoline - 2 - carboxylic acid ethyl ester or the quinoline - 2 - carboxylic acid ethyl ester derivatives; (4) quinoline - 2 - carboxylic acid ethyl ester or the quinoline - 2 - carboxylic acid ethyl ester derivatives ester is hydrolyzed to generate quinoline - 2 - carboxylic acid or quinoline - 2 - carboxylic acid derivatives. The invention has the easy availability of raw materials, environmental pollution is small, high reaction selectivity, industrial application value is large and the like. (by machine translation)

Discovery and efficient synthesis of a biologically active alkaloid inspired by thiostrepton biosynthesis

Thiostrepton, a natural peptide macrocycle, is of great interest due to its structural complexity and numerous biological activities, including anti-bacterial, anti-tumor, and anti-plasmodial activities. The quinaldic acid (QA) moiety-containing side ring (loop 2) was proven to play an important role in carrying out these functions. Previously, we proposed biosynthetic logic for thiostrepton loop 2 and demonstrated the formation mechanism of QA. Herein, we report the discovery and efficient synthesis of a biologically active alkaloid, that is, a key intermediate involved in the thiostrepton biosynthetic pathway. A chemo-enzymatic method was performed to synthesize the molecule, and a series of analogs were prepared for bioassays, which included the examination of anti-bacterial and anti-tumor activities.

Selective naphthalene H3 receptor inverse agonists with reduced potential to induce phospholipidosis and their quinoline analogs

We reported earlier the refinement of our initial five-point pharmacophore model for the Histamine 3 receptor (H3R), with a new acceptor feature important for binding and selectivity against the other histamine receptor subtypes 1, 2 and 4. This approach was validated with a new series of H3R inverse agonists: the naphthalene series. In this Letter, we describe our efforts to overcome the phospholipidosis flag identified with our initial lead compound (1a). During the optimization process, we monitored the potency of our molecules toward the H3 receptor, their selectivity against H1R, H2R and H4R, as well as some key molecular properties that may influence phospholipidosis. Encouraged by the promising profile of the naphthalene series, we used our deeper understanding of the H3R pharmacophore model to lead us towards the quinoline series. This series is perceived to have intrinsic advantages with respect to its amphiphilic vector.

QUINOLINE DERIVATIVES AS H3R INVERSE AGONISTS

The present invention relates to compounds of formula I: and pharmaceutically acceptable salts thereof as well as to pharmaceutical compositions comprising these compounds and to methods for their preparation. The compounds are useful for the treatment and/or prevention of diseases which are associated with the modulation of H3 receptors.

Enantiomerically pure hexahydropyrazinoquinolines as potent and selective dopamine 3 subtype receptor ligands

We report the design and synthesis of a series of enantiomerically pure hexahydropyrazinoquinolines as potent and selective ligands for the dopamine 3 subtype receptor using a newly developed synthetic method and using in vitro pharmacological evaluation. Our efforts yielded optically pure ligands with high affinities for the D3 receptor and outstanding selectivity over closely related D1-like and D2-like receptors. For example, compound 38a has a Ki value of 5.7 nM to the D3 receptor and selectivity greater than 10000- and 1600-fold over the D 1-like and D2-like receptors, respectively, and thus is one of the most selective D3 ligands reported to date.

Bicyclo 4.4.0 antiviral derivatives

This invention provides compounds having drug and bio-affecting properties, their pharmaceutical compositions and method of use. In particular, the invention is concerned with amido piperazine derivatives. These compounds possess unique antiviral activity

Synthesis of key sandramycin analogs: Systematic examination of the intercalation chromophore

The preparation and examination of 2-22 constituting a systematic study of the chromophore of sandramycin (1) are detailed. Fluorescence quenching studies were used to establish binding constants for 1-24 within calf thymus DNA, within a single high affin

Oxazoloquinolinone derivatives, their preparation and their therapeutic application as inhibitors of monoamine oxidase

3,3a,4,5-Tetrahydro-1H-oxazolo[3,4-a]quinolin-1-one derivatives of formula (I) STR1 in which: n is 0 or 1, R1 represents a hydrogen atom or an ethenyl, methyl, ethyl, phenyl, hydroxymethyl or methoxymethyl group, and (i) R2 is a meth