2-Amino-6-methylisonicotinic acid

Base Information

• Chemical Name: 2-Amino-6-methylisonicotinic acid
• CAS No.: 65169-64-4
• Molecular Formula: C7H8 N2 O2
• Molecular Weight: 152.153
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90496635
• Wikidata: Q82345623
• Mol file: 65169-64-4.mol

Synonyms:2-amino-6-methylisonicotinic acid;65169-64-4;2-amino-6-methylpyridine-4-carboxylic acid;4-Pyridinecarboxylic acid, 2-amino-6-methyl-;MFCD13188664;SCHEMBL1291103;2-Amino-6-methylisonicotinicacid;DTXSID90496635;BARJEOMVLKJPRB-UHFFFAOYSA-N;AKOS022185687;PB20783;AS-34946;SY098387;AM20061411;CS-0052052;FT-0759324;4-Pyridinecarboxylic acid, 2-amino-6-methyl-;A867729

Chemical Property of 2-Amino-6-methylisonicotinic acid

Chemical Property:

• Melting Point: 250 °C
• Boiling Point: 455.2±45.0 °C(Predicted)
• PKA: 2.18±0.10(Predicted)
• PSA: 76.94000
• Density: 1.337±0.06 g/cm3(Predicted)
• LogP: 0.60050
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Amino-6-methylisonicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)N)C(=O)O
• Uses: 2-Amino-6-methylisonicotinic Acid can be prepared to use as T-type calcium channel blockers to treat pruritus.

Technology Process of 2-Amino-6-methylisonicotinic acid

There total 5 articles about 2-Amino-6-methylisonicotinic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

2-amino-6-methylpyridine-3,4-dicarboxylic acid (89977-05-9) → 2-amino-6-methylisonicotinic acid (65169-64-4)

Guidance literature:

With lithium chloride hydrate; sulfuric acid; In 1-methyl-pyrrolidin-2-one; at 130 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.joc.1c02483

Reference yield: 76.0%

carbethoxyacetamidine hydrochloride (57508-48-2) + ethyl 2,4-diketopentanoate (615-79-2) → 2-amino-6-methylisonicotinic acid (65169-64-4)

Guidance literature:

carbethoxyacetamidine hydrochloride; With sodium hydroxide; In water; at 10 - 30 ℃; for 3h; Inert atmosphere;

ethyl 2,4-diketopentanoate; In ethanol; water; at 0 - 10 ℃; Further stages; Inert atmosphere;

DOI:10.1021/acs.joc.1c02483

Reference yield:

2-chloro-6-methylpyridine-4-carboxylic acid (25462-85-5) → 2-amino-6-methylisonicotinic acid (65169-64-4)

Guidance literature:

With sodium sulfide; ammonia; copper(II) sulfate; In water; at 155 ℃; Autoclave;

upstream raw materials:

2-chloro-6-methylpyridine-4-carboxylic acid

ethyl 2,4-diketopentanoate

2-amino-6-methylpyridine-3,4-dicarboxylic acid

diethyl 2-amino-6-methylpyridine-3,4-dicarboxylate

Downstream raw materials:

2-amino-6-methyl-isonicotinic acid methyl ester

C₁₈H₁₄O₈*C₂₇H₃₄ClN₅O₃

C₂₇H₃₄ClN₅O₃

C₂₆H₃₁ClN₄O₄

Refernces

• 1、 -. "A GENERAL PROCESS FOR THE PREPARATION OF 6-SUBSTITUTED OR 5,6-DISUBSTITUTED DERIVATIVES OF 2-AMINO-ISONICOTINIC ACID". . . Retrieved 2017/01/23.
• 2、 -. "CO-CRYSTALS AND SALTS OF CCR3-INHIBITORS". Page/Page column 9. . Retrieved 2012/10/23.