23628-31-1

Basic information

• Product Name: 6-Aminopyridine-2-carboxylic acid
• Synonyms: 6-aMinopyridine-2-carbo×ylic acid;6-Aminopicolinic acid, 2-Amino-6-carboxypyridine;6-Aminopyridine-2-carboxylicacid,95%;6-Aminopyridine-2-carboxylic acid≥ 99% (HPLC);2-PYRIDINECARBOXYLIC ACID, 6-AMINO-;2-AMINOPYRIDINE-6-CARBOXYLIC ACID;6-AMINOPICOLINIC ACID;6-AMINOPYRIDINE-2-CARBOXYLIC ACID
• CAS NO: 23628-31-1
• Molecular Formula: C₆H₆N₂O₂
• Molecular Weight: 138.12
• EINECS: 1308068-626-2
• Product Categories: NULL;Heterocycle-Pyridine series;AMINOACID;Amines;blocks;Carboxes;Pyridines;Pyridine;pharmacetical;Pyridine series;Carboxylic Acids;Organic acids;Carboxylic Acids
• Mol File: 23628-31-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 320°C
• Boiling Point: 387.8 °C at 760 mmHg
• Flash Point: 188.3 °C
• Appearance: light yellow crystals
• Density: 1.417 g/cm³
• Vapor Pressure: 1.05E-06mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.49±0.10(Predicted)
• Water Solubility: Soluble in hot water.
• CAS DataBase Reference: 6-Aminopyridine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Aminopyridine-2-carboxylic acid(23628-31-1)
• EPA Substance Registry System: 6-Aminopyridine-2-carboxylic acid(23628-31-1)

Safety Data

• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-23/24/25-36-22
• Safety Statements: 26-36/37/39-45
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 23628-31-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Aminopyridine-2-carboxylic acid is used as a reagent for the preparation of pharmaceuticals, specifically ghrelin receptor antagonists. These antagonists play a significant role in the treatment of various medical conditions, including obesity and other metabolic disorders, by targeting and blocking the ghrelin receptor.
Used in Polyamide Synthesis:
6-Aminopyridine-2-carboxylic acid is also employed in the production of polyamides, which are a class of polymers with diverse applications. These polymers are known for their strength, durability, and resistance to heat and chemicals, making them suitable for use in the manufacturing of textiles, plastics, and other industrial materials.

InChI:InChI=1/C6H6N2O2/c7-5-3-1-2-4(8-5)6(9)10/h1-3H,(H2,7,8)(H,9,10)

Upstream product

• 4684-94-0 6-chloropicolinic acid 
• 1824-81-3 2-Amino-6-methylpyridine 
• 21190-87-4 6-bromo-pyridine-2-carboxylic acid 
• 13538-41-5 6-aminopyridine-2-carboxamide 
• 5327-33-3 2-acetylamino-6-methylpyridine 
• 26893-72-1 6-acetamido-picolinic acid 

Downstream Products

• 69142-64-9 ethyl 6-aminopicolinate 
• 258497-48-2 methyl 6-tert-butoxycarbonylamino-2-pyridinecarboxylate 
• 937-19-9 5-cyano-1H-pyrrole-2-carboxylic acid methyl ester 
• 1187317-72-1 N-methyl-[4-(5-oxo-4,5-dihydro-3H-1,4,8b-triazaacenaphthylen-2-yl)phenyl]methanamine trifluoroacetate 
• 1187318-35-9 4-(2,4-dimethoxybenzyl)-2-{4-[(methylamino)methyl]phenyl}-3,4-dihydro-5H-1,4,8b-triazaacenaphthylen-5-one 
• 1187318-33-7 4-[4-(2,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-3H-1,4,8b-triazaacenaphthylen-2-yl]benzonitrile 
• 1187318-34-8 4-[4-(2,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-3H-1,4,8b-triazaacenaphthylen-2-yl]benzaldehyde 
• 1187318-25-7 methyl 2-(4-cyanophenyl)-3-[(Z)-2-ethoxyvinyl]imidazo[1,2-a]pyridine-5-carboxylate 
• 1187318-32-6 methyl 2-(4-cyanophenyl)-3-formylimidazo[1,2-a]pyridine-5-carboxylate 
• 1187318-24-6 methyl 3-bromo-2-(4-cyanophenyl)imidazo[1,2-a]pyridine-5-carboxylate 
• 1187318-23-5 methyl 2-(4-cyanophenyl)imidazo[1,2-a]pyridine-5-carboxylate 
• 332884-35-2 2-aminopyridine-6-carbaldehyde 

Relevant articles and documents

Preparation method of 6-amino-2-picolinic acid

The invention relates to the technical field of organic synthesis, and specifically relates to a preparation method of 6-amino-2-picolinic acid. The preparation method comprises the following steps: taking 2-methyl-6-chloropyridine, potassium permanganate and amino methanol as raw materials; carrying out oxidation, ammonolysis and other reactions, and carrying out purification to obtain high purity 6-amino-2-picolinic acid. The preparation method has low equipment requirements, the operation of the whole process is simple, the synthesis route is short, the byproducts are few, the corrosion islow, the environmental pollution is low, the synthesis method is suitable for industrial production, the structure of the final product is stable, and the content is high.

Convenient synthesis of aminopyridinecarboxylic acids

6-(Alkylamino)pyridine-2-carboxylic acids and 5-(alkylamino)pyridine-3- carboxylic acids were conveniently synthesized from dibromopyridine in satisfactory yields.

Synthesis and crystallographic analysis of short pyridine-based oligoamides as DNA-targeting supramolecular binders

In this study, the synthesis of the pyridine peptides 1-4, formed from amino-picolinic acid, and pyridine peptide 5, made from coupling of a mono-protected pyridine diamine to a mono-protected pyridine dicarboxylic acid and the X-ray crystallographic structures of 1 and 5 are discussed, along with their supramolecular interactions in the solid state. The structure of these compounds showed that they possess concave appearance which can be employed to bind to nucleic acids through multiple hydrogen bonding, which would facilitate the formation of helical-based pyridine oligoamides as novel DNA-binding molecules. This was proven by carrying out DNA denaturation studies and ethidium displacement assay on 5, but, by using MTT assays, 5 was shown to be cytotoxic against drug-resistant chronic myeloid leukaemia K562 cell-line.

BENZISOXAZOLE COMPOUND

Disclosed is a compound represented by the general formula (I) or a salt thereof: wherein any one of R1, R2 and R3 represents a group represented by the formula: -(CH2)m-NR11R12 (wherein m is 1 or 2; and R11 and R12 independently represent a hydrogen atom or a C1-6 alkyl group or may, together with a nitrogen atom to which R11 and R12 are bound, form a 4- or 5-membered cyclic group); the remaining two or R1, R2 and R3 independently represent a group represented by the formula: -(O)n-R21 (wherein n is 0 or 1; and R21 represents a hydrogen atom, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, or the like); and R4 represents a C1-6 alkyl group which may have a substituent or the like.

Heterocyclic glycyl β-alanine derivatives

The present invention relates to a class of compounds represented by the Formula I or a pharmaceutically acceptable salts thereof, pharmaceutical compositions containing such compounds and methods of treating conditions mediated by the αvβ3integrin.

Novel, Potent Luteinizing Hormone-Releasing Hormone Antagonists with Improved Solubility in Water

A series of luteinizing hormone-releasing hormone antagonists with new substitutions in position 6 or positions 5 and 6 that included lysine acylated at the ε-amino group with different heterocyclic carboxylic acids or amino-substituted heterocyclic carboxylic acids was synthesized.These novel analogs were synthesized on a solid-phase support via the acylation of lysine residue in otherwise protected resin-bound peptides.All analogs were tested in the rat antiovulatory assay (AOA) and the best of them in in vitro histamine release assay.Introduction of lusine acylated with amino-substituted heterocyclic carboxylic acids yielded several water-soluble antagonists with good therapeutic ratio (high AOA to low histamine releasing activity).The best antagonist in terms of activity, histamine release, and solubility was nictide: NAcDNal-DCpa-DPal-Ser-PicLys-D(6ANic)-Orn-Leu-ILys-Pro-DAlaNH2 (6ANic = 6-aminonicotinoyl).

FUNCTIONAL FLUORESCENCE LABELING OF CARBOHYDRATES AND ITS USE FOR PREPARATION OF NEOGLYCOCONJUGATES

New bifunctional reagents, 2-amino-6-carboxyethylpyridine and 2-amino-6-cyanoethylpyridine, were designed and synthesized in order to provide a novel procedure for preparation of neoglycoconjugates from fluorescence-labeled and purified sugar chains.Labeling of model sugar chains with these reagents was effected by reductive amination using BH3*Me2NH to give corresponding 6-carboxyethylpyridylaminated (CEPA-) and 6-cyanoethylpyridylaminated (CNEPA-) derivatives, which were readily purified by reversed phase HPLC.The reagent parts of the labeled products possess the functional groups which then serve as linkers for coupling with matrices such as proteins and polymers.A CEPA-derivative of glucose was directly coupled with the ε-amino group of a Lys derivative to give a neoglycoprotein model.CNEPA-sugars were hydrogenated to give 6-aminopropylpyridylaminated (APPA-) derivatives, which can then be readily used for the preparation of various types of neoglycoconjugates by use of appropriate spacers as exemplified by the coupling of APPA-maltotriose with bovine serum albumin (BSA), biotin, and acrylic acid.The reaction of APPA-maltotriose with succinimidyl 3-(3-nitro-2-pyridyldithio)propionate gave the corresponding amide to be used for a disulfide formation with BSA.Condensation with biotin was effected by use of N-hydroxysuccinimidobiotin.The conjugation of APPA-maltotriose with acrylic acid was carried out by use of 4-acryloyloxyphenyldimethylsulfonium methylsulfate to give the corresponding acrylamide, which can be used for the preparation of sugar-acrylamide copolymers.

Substituent Effects on the Isomer Ratios in the Rearrangement of Some 2- and 4-Nitraminopyridines

The preparation, and rearrangement in 92percent sulfuric acid, of 4-X-2-nitramino- (1), 2-X-4-nitramino- (2), and 6-X-2-nitramino-pyridines (3) is reported (X=H,Me,MeO,Br,Cl,CO2H).The product isomer ratios can be explained by differential electronic stabilization of the appropriate ? complexes for aromatic nitration and steric effects seem relatively unimportant.Deuteration had no effect on the product distribution

Photoreponsive Crown Ethers. Part 7. Proton and Metal Ion Catalyses in the cis-trans Isomerisation of Azopyridines and an Azopyridine-bridged Cryptand

A 2,2'-azopyridine-bridged crown ether (5) has been synthesised for the purpose of controlling the ion-binding functions by an on-off light switch mechanism.Since the trans-azopyridine moiety of compound (5) is vertically over the crown ether ring and the photoisomerised cis-azopyridine moiety of (5) is almost parallel to the crown ether plane, it would be expected that only the pyridine nitrogen of trans-(5) are capable of co-ordinating to metal ions bound into the crown ether ring.The thermal isomerisation of cis-2,2'-azopyridine to trans-2,2'-azopyridine was speeded up either by protonation of the pyridine nitrogen or by complexation with heawy-metal ions (e.g.Cu2+, Ni2+, and Co2+).Similarly, the thermal isomerisation of cis-(5) to trans-(5) was speeded up by protonation of azopyridine, but the metal ion catalysis was observed only for the metal ions which were bound into the crown ether ring (e.g.Cu2+ and Pb2+).The result of solvent extraction of alkali-metal ions with (5) was very similar to that with an azobenzene-bridged crown ether (1), indicating that the 2,2'-azopyridine-bridge of (5) has almost no effect on the extraction of alkali-metal ions.On the other hand, trans-(5) was capable of extracting considerable amounts of heavy-metal ions (Cu2+, Ni2+, CXo2+, and Hg2+), whereas photoisomerised cis-(5) scarcely extracted these metal ions.Such a difference in the extractability was not observed between trans-(1) and photoisomerised cis-(1).Neither the trans- nor the cis-form of 6,6'-bis(morpholinocarbonyl)-2,2'-azopyridine could extract these metal ions under comparable extraction conditions.These results suggest that pyridine nitrogens of trans-(5) are directed towards the crown ether plane so as to co-ordinate to metal ions in the crown ether ring, whereas those of cis-(5) have no such coordination ability due to the distorted configuration.Therefore, compound (5) would act as a 'photoresponse cryptand' for heavy metal ions.