13362-30-6

Basic information

• Product Name: 2-AMINO-ISONICOTINIC ACID ETHYL ESTER
• Synonyms: ETHYL 2-AMINO-4-PYRIDINECARBOXYLATE;ETHYL 2-AMINOISONICOTINATE;ETHYL 2-AMINOPYRIDINE-4-CARBOXYLATE;2-AMINO-ISONICOTINIC ACID ETHYL ESTER;Ethyl 2-aminoisonicotinate 97%;2-Amino-isonicotinic acid methyl ester;2-Aminoisonicotinic acid ethyl ester ,98%;Ethyl-2-aMino isonicotinic acid ethyl ester
• CAS NO: 13362-30-6
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• Product Categories: Amines;blocks;Carboxes;Pyridines;pharmacetical;Pyridine series;Esters;Heterocycle-Pyridine series
• Mol File: 13362-30-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 123.5-123.6°C
• Boiling Point: 307.223 °C at 760 mmHg
• Flash Point: 139.604 °C
• Appearance: Off-white/Powder
• Density: 1.193 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.97±0.11(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-AMINO-ISONICOTINIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-ISONICOTINIC ACID ETHYL ESTER(13362-30-6)
• EPA Substance Registry System: 2-AMINO-ISONICOTINIC ACID ETHYL ESTER(13362-30-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 13362-30-6(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

Uses

Ethyl 2-aminopyridine-4-carboxylate is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 44, p. 78, 2001 DOI: 10.1021/jm001034k

InChI:InChI=1/C8H10N2O2/c1-2-12-8(11)6-3-4-10-7(9)5-6/h3-5H,2H2,1H3,(H2,9,10)

Upstream product

• 54221-95-3 2-(acetylamino)isonicotinic acid 
• 64-17-5 ethanol 
• 695-34-1 2-Amino-4-methylpyridine 
• 5327-32-2 2-acetylamino-4-methylpyridine 
• 54453-93-9 ethyl 2-chloroisonicotinate 
• 13362-28-2 2-aminoisonicotinic acid 
• 6313-54-8 2-chloroisonicotinic acid, 
• 475057-16-0 (E)-3-[8-({[4-(tert-Butyl)-1,3-thiazol-2-yl]amino}carbonyl)-2-morpholino-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]-2-propenoic acid 

Downstream Products

• 1229649-59-5 2-(2-aminopyridin-4-yl)propan-2-ol 
• 105250-17-7 2-amino-4-hydroxymethylpyridine 
• 93013-78-6 ethyl 2-phenylimidazo[1,2-a]pyridine-7-carboxylate 
• 1202926-16-6 2-benzamido-N-(4-(trifluoromethyl)benzyl)isonicotinamide 
• 1202926-28-0 2-benzamido-N-(3-chlorobenzyl)isonicotinamide 
• 1202927-91-0 N-(4-(2-benzoylhydrazinecarbonyl)pyridin-2-yl)benzamide 
• 1202926-89-3 N-[4-(3-benzyl-[1,2,4]oxadiazol-5-yl)pyridin-2-yl]benzamide 
• 1202926-45-1 N-(2-aminophenyl)-2-benzamidoisonicotinamide 
• 1202926-86-0 N-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridin-2-yl)benzamide 
• 1202928-15-1 2-benzamidoisonicotinic acid (isobutyl carbonic) anhydride 
• 1202926-46-2 N-(4-(1H-benzo[d]imidazol-2-yl)pyridin-2-yl)benzamide 
• 1202926-80-4 N-(4-(4-methyl-1H-imidazol-2-yl)pyridin-2-yl)benzamide 
• 1202926-73-5 N-(4-(4-methyl-4,5-dihydro-1H-imidazol-2-yl)pyridin-2-yl)benzamide 
• 1202927-82-9 2-benzamidoisonicotinic acid 

Relevant articles and documents

Synthesis method of 2-aminopyridine-4-ethyl formate intermediate

The invention discloses a synthesis method of a 2-aminopyridine-4-ethyl formate intermediate. The synthesis method includes the following steps of mixing 2-amino-4-methylpyridine with water, heating the mixture to 60-80 DEG C, adding a Cu-Ce-Bi-SiO2 catalyst, stirring the mixture above, then introducing O2 into the mixture, stopping introduction of O2 after a reaction is completed, conducting filtering after the temperature of the mixture drops to room temperature, and adjusting the pH of a filtrate to be 9-10; adding ethyl alcohol, conducting reduced pressure distillation to remove ethyl alcohol after a heating reflux reaction has been carried out for 1-2 hours, utilizing dichloromethane for extraction several times, combining organic phases, removing dichloromethane and obtaining 2-aminopyridine-4-ethyl formate. The synthesis method is simple in operation, mild in condition and high in product purity and product yield and generates few by-products.

Novel 1,3,4-oxadiazole thioether derivatives targeting thymidylate synthase as dual anticancer/antimicrobial agents

A series of novel 1,3,4-oxadiazole thioether derivatives (compounds 9-44) were designed and synthesized as potential inhibitors of thymidylate synthase (TS) and as anticancer agents. The in vitro anticancer activities of these compounds were evaluated against three cancer cell lines by the MTT method. Among all the designed compounds, compound 18 bearing a nitro substituent exhibited more potent in vitro anticancer activities with IC50 values of 0.7 ± 0.2, 30.0 ± 1.2, 18.3 ± 1.4 μM, respectively, which was superior to the positive control. In the further study, it was identified as the most potent inhibitor against two kinds of TS protein (for human TS and Escherichia coli TS, IC50 values: 0.62 and 0.47 μM, respectively) in the TS inhibition assay in vitro and the most potent antibacterial agents with MIC (minimum inhibitory concentrations) of 1.56-3.13 μg/mL against the tested four bacterial strains. Molecular docking and 3D-QSAR study supported that compound 18 can be selected as dual antitumor/antibacterial candidate in the future study.

Synthesis and SAR of 2-(4-fluorophenyl)-3-pyrimidin-4-ylimidazo[1,2-a]pyridine derivatives as anticoccidial agents

Compounds 10a-10d and 10i are very potent inhibitors of Eimeria tenella cGMP-dependent protein kinase (0.081-0.32 nM) and are very efficacious antiparasitic agents in vivo when administered to chickens at 12.5-25 ppm levels in the feed.