49668-99-7

Usage

Chemical Properties

White solid or liquid

InChI:InChI=1/C9H10ClNO2/c1-2-13-9(12)8-5-3-4-7(6-10)11-8/h3-5H,2,6H2,1H3

Upstream product

• 15658-60-3 diethyl-2,6-pyridinedicarbonyl ester 
• 3739-94-4 2,6-Pyridinedicarbonyl dichloride 
• 41337-81-9 ethyl 6-(hydroxymethyl)pyridine-2-carboxylate 

Downstream Products

• 892663-09-1 ethyl 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}phenyl)methyl]-2-pyridinecarboxylate 
• 1262880-53-4 ethyl 6-[2-(2-tert-butoxycarbonylamino-4-methoxyphenyl)-3-oxo-3-thiophen-3-ylpropyl]pyridine-2-carboxylate 
• 1350754-04-9 3-(benzyloxycarbonylamino)imidazo[1,5-a]pyridine-5-carboxylic acid ethyl ester 
• 1350753-98-8 6-(3-[benzyloxycarbonyl]-2-thioureidomethyl)pyridine-2-carboxylic acid ethyl ester 
• 957115-13-8 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}phenyl)methyl]-2-pyridinecarbaldehyde 
• 885276-19-7 imidazo[1,5-a]pyridine-5-carboxylic acid 
• 85691-71-0 5-formylimidazo<1,5-a>pyridine 
• 76292-67-6 ethyl imidazo [1,5-a]pyridine-5-carboxylate 
• 1351373-19-7 ethyl 6-((R)-3-benzhydryloxypyrrolidin-1-ylmethyl)pyridine-2-carboxylate 
• 49715-22-2 6-(chloromethyl)-2-pyridinecarboxylic acid 

Relevant academic research and scientific papers

An unusual anionic oxo-(μ-oxo)-vanadium(V) network interlinked by cationic sodium chains

The new compound 6-(1-cyano-2-hydroxyprop-1-enyl)pyridine-2-carboxylic acid (H2L) has been prepared and the structure of its ethyl ester determined. The salt NaHL reacted with VO2+ to form the vanadium(V) complex [Na(MeOH)2][VO2L]. Crystal-structure analysis of the complex revealed octahedral co-ordination of both the sodium and vanadium ions. Vanadium is co-ordinated to enolate oxygen, carboxylate oxygen, pyridine nitrogen, and two doubly bonded oxo groups in cis positions. The sixth position is occupied by the oxo group of a neighbouring vanadium centre at a rather long distance of 2.214(2) A. Anionic, asymmetrically oxo-bridged vanadium chains are thus formed. These are interlinked by cationic sodium chains with sodium bonded to two bridging methanols, the cyano nitrogen of one of the vanadate chains and the co-ordinated carboxylate of the alternate vanadate chain. The network is further stabilized by hydrogen bonds. The relevance of the complex to biogenic vanadium compounds is discussed.

NOVEL 5 OR 8-SUBSTITUTED IMIDAZO [1, 5-a] PYRIDINES AS INDOLEAMINE AND/OR TRYPTOPHANE 2, 3-DIOXYGENASES

Disclosed herein are 5 or 8-substituted imidazo[l,5-a]pyridines and pharmaceutical compositions comprising at least one such 5 or 8-substituted imidazo[l,5-a]pyridines, processes for the preparation thereof, and the use thereof in therapy. Disclosed herein are certain 5 or 8- substituted imidazo[l,5-a]pyridines that can be useful for inhibiting indoleamine 2,3- dioxygenase and/or tryptophane 2,3-dioxygenase and for treating diseases or disorders mediated thereby.

Amphiphilic Tb (III) complex and its preparation method for the preparation of fluorescent nano-fibers and method and application

The invention relates to an amphiphilic Tb (III) complex, a preparation method thereof and a preparation method and application of fluorescent nano-fibers. By virtue of characteristics of a rigid framework, biocompatibility and self-assembling of cholesterol molecules, the amphiphilic Tb (III) complex containing a cholesterol structural unit and bi-picolinic acid is designed and prepared, the supermolecule fluorescent nano-fibers based on the amphiphilic Tb (III) complex are assembled, and action mechanisms of the fluorescent nano-fibers and aurintricarboxylic acid are researched; by virtue of synergetic complexing between aurintricarboxylic acid and ions of Tb (III) and an energy transfer process, aurintricarboxylic acid is efficiently sensed. Related reaction conditions are mild and easy to achieve, the preparation method of the fluorescent nano-fibers is simple, convenient and easy to operate, the prepared fluorescent nano-fibers are uniform in size, the sensitivity for detecting aurintricarboxylic acid is high, the selectivity is good, and the fluorescent nano-fibers are hopeful for being used for researching the pharmaceutical process of aurintricarboxylic acid.

Picolinic acid based acyclic bifunctional chelating agent and its methionine conjugate as potential SPECT imaging agents: Syntheses and preclinical evaluation

Bifunctional chelate, 6,6′-(2-aminoethylazanediyl)bis(methylene)dipicolinic acid (H2pentapa-en-NH2), has been synthesized and labeled with 99mTc with a specific activity of 135-140 MBq μmol-1 in >95% yield. The in vitro stability of the labeled chelate in both PBS and human serum shows only -1 uptake in other organs. The target specificity of the chelate towards tumor was introduced by conjugating two molecules of methionine. The conjugated probe H2pentapa-en-met2 was synthesized in >85% yield and labeled with 99mTc in 96.2% radiochemical yield with a specific activity of 110-125 MBq μmol-1. The conjugate probe exhibited high serum stability (>94% at 24 h). The in vivo blood kinetic studies of radiocomplexes of H2pentapa-en-NH2 and its methionine conjugated derivative exhibited fast clearance with t1/2(F) = 32 ± 0.14 min, t1/2(S) = 4 h 20 min ± 0.21 min and t1/2(F) = 27 ± 0.3 min, t1/2(S) = 4 h 01 min ± 0.11 min, respectively. In vivo scintigraphy and ex vivo biodistribution studies in EAT tumor bearing mice demonstrated a high retention of H2pentapa-en-met2 at the site of the tumor with tumor to muscle ratio of 6.52 at 1 h, indicating the high specificity of 99mTc-pentapa-en-met2 toward tumors.

Conversion of molecular information by luminescent nanointerface self-assembled from amphiphilic Tb(III) complexes

A novel amphiphilic Tb3+ complex (TbL+) having anionic bis(pyridine) arms and a hydrophobic alkyl chain is developed. It spontaneously self-assembles in water and gives stable vesicles that show sensitized luminescence of Tb3+ ions at neutral pH. This TbL + complex is designed to show coordinative unsaturation, i.e., water molecules occupy some of the first coordination spheres and are replaceable upon binding of phosphate ions. These features render TbL+ self-assembling receptor molecules which show increase in the luminescence intensity upon binding of nucleotides. Upon addition of adenosine triphosphate (ATP), significant amplification of luminescent intensity was observed. On the other hand, ADP showed moderately increased luminescence and almost no enhancement was observed for AMP. Very interestingly, the increase in luminescence intensity observed for ATP and ADP showed sigmoidal dependence on the concentration of added nucleotides. It indicates positive cooperative binding of these nucleotides to TbL+ complexes preorganized on the vesicle surface. Self-assembly of amphiphilic Tb3+ receptor complexes provides nanointerfaces which selectively convert and amplify molecular information of high energy phosphates linked by phosphoanhydride bonds into luminescence intensity changes.

Synthesis and binding properties of guanidinium biscarboxylates

The ammonium ion binding site of the enzyme glutaminase HisF inspired us to design guanidinium biscarboxylates as potential self-organized ionophores in molecular recognition. The syntheses of the title compounds based on aliphatic and aromatic building b

Selection and development of the manufacturing route for EP1 antagonist GSK269984B

A potential manufacturing route for the EP1 antagonist GSK269984B was developed. Four synthetic approaches were examined, and a successful realisation of each is presented. The rationale supporting selection of the preferred route is discussed.

Relationship between the ligand structure and the luminescent properties of water-soluble lanthanide complexes containing bis(bipyridine) anionic arms

A series of six new ligands (L1-L6) suitable for the formation of luminescent lanthanide complexes in water is described. Ligands L1-L4 are constructed from two 6′-carboxy-6- methylene-2,2′-bipyridine chromophoric arms bonded to the amino function of a 2-aminomethylene-6-carboxy-pyridine (L1), an N,N-diacetate-ethylene diamine (L2), a serine (L3), or an aminomalonic acid (L4). For ligands L5 and L6, the linking amino function is provided by a glutamic acid, and the anionic functions at the 6′-position of the bipyridyl arms are made of the sodium salts of monoethylphosphonic ester (L5) and phosphonic acid (L6). The synthesis and characterisation of the ligands are described, together with the study of the formation of lanthanide complexes with europium and terbium. In the case of L3, the europium complex obtained in acidic conditions was crystallised and the X-ray crystal structure is depicted. Photophysical properties of the complexes were studied by means of UV-visible absorption, and steady-state and time-resolved luminescence spectroscopy. Excited-state luminescence lifetimes of the complexes were determined in water and deuterated water to gain insight into the number of water molecules directly coordinated in the first coordination sphere of the complexes. The coordination behaviour of the series of ligands is questioned in the light of the spectroscopic data and discussed in terms of protection of the cation towards water molecules and their impact on the luminescence efficiency.

PYRIDYL COMPOUNDS

Compounds of formula (I) or a pharmaceutically acceptable derivative thereof: wherein R1, R2, and R3 are as defined in the specification, a process for the preparation of such compounds, pharmaceutical compositions compris

PYRIDINE COMPOUNDS FOR THE TREATMENT OF PROSTAGLANDIN MEDIATED DISEASES

Compounds of formula (I) or a pharmaceutiically acceptable derivative thereof: wherein X, Y, Z, R2a, R2b, R3a, R3b, R8, R9, and Rx are as defined in the specification, a process