3167-49-5 Usage
Description
6-Aminonicotinic acid, also known as 6-aminopyridine-3-carboxylic acid, is an organic compound characterized by an amino group situated at the 6th position of the pyridine ring. It exhibits light yellow crystalline properties and can be synthesized through electrochemical reduction methods.
Uses
Used in Chemical Synthesis:
6-Aminonicotinic acid is used as a key intermediate in the preparation of various chemical compounds, specifically in the synthesis of resin-bound 2-aminoazines. This application is crucial for the development of new materials and compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
6-Aminonicotinic acid serves as an antiproliferative agent, which means it has the ability to inhibit cell proliferation. This property makes it a valuable compound in the pharmaceutical industry for the development of drugs targeting the control of cell growth, potentially useful in treating diseases characterized by unregulated cell division, such as cancer.
Used in Electrosynthesis:
The electrosynthesis of 6-aminonicotinic acid involves the electrochemical reduction of 2-amino-5-bromo and 2-amino-5-chloropyridine in the presence of CO2 at a silver electrode. This method represents an innovative and sustainable approach to producing the compound, which can be further utilized in various chemical and pharmaceutical applications.
Purification Methods
Crystallise the acid from aqueous acetic acid. Dry it in vacuo at 70o. [Beilstein 22 III/IV 6726.]
Check Digit Verification of cas no
The CAS Registry Mumber 3167-49-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,6 and 7 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3167-49:
(6*3)+(5*1)+(4*6)+(3*7)+(2*4)+(1*9)=85
85 % 10 = 5
So 3167-49-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H6N2O2/c7-5-2-1-4(3-8-5)6(9)10/h1-3H,(H2,7,8)(H,9,10)
3167-49-5Relevant articles and documents
Electrocatalytic carboxylation of 2-amino-5-bromopyridine with CO 2 in ionic liquid 1-butyl-3-methyllimidazoliumtetrafluoborate to 6-aminonicotinic acid
Feng, Qiuju,Huang, Kelong,Liu, Suqin,Wang, Xuanyun
, p. 5741 - 5745 (2010)
A new electrochemical procedure for the electrocatalytic carboxylation of 2-amino-5-bromopyridine with CO2 in ionic liquid, 1-butyl-3-methyllimidazolium tetrafluoborate (BMIMBF4), to 6-aminonicotinic acid was investigated for the first time. The experiments were carried out in three electrodes undivided cell under mild conditions, and the use of volatile and toxic solvents and catalysts, as well as any other additional supporting electrolytes, was avoided. The electrochemical reduction behavior of 2-amino-5-bromopyridine in BMIMBF4 had been studied by cyclic voltammetry with a reduction peak at-1.6V (vs. Ag). 6-Aminonicotinic acid was obtained in 75% yield and 100% selectivity, under the optimized condition. Moreover, the ionic liquid was successfully recycled.
COMPOUNDS AND METHODS FOR TREATING CANCER
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Paragraph 0190; 0375, (2020/12/19)
Substituted cinnamamide compounds and analogs, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds to treat, prevent or ameliorate cancer are provided.
Electroorganic synthesis of 6-aminonicotinic acid from 2-amino-5-chloropyridine
Ramesh Raju,Krishna Mohan,Jayarama Reddy
, p. 4133 - 4135 (2007/10/03)
A synthesis of 6-aminonicotinic acid by electrochemical hydrogenation of 5-chloro-2-nitropyridine and electrochemical carboxylation of 2-amino-5-chloropyridine at a cathode surface in the presence of sulphuric acid and carbon dioxide in a dimethylformamide (DMF) solution at an apparent current density of 10 mA/cm2 using an undivided cell with good yields is reported.