TY - JOUR
T1 - Synthesis and molecular docking study of 6-chloropyrazine-2-carboxylic acid derivatives
AU - Aijijiyah, Nur Pasca
AU - Ghulam Fahmi, Muhammad Riza
AU - Fatmawati, Sri
AU - Santoso, Mardi
N1 - Publisher Copyright:
© Published under licence by IOP Publishing Ltd.
PY - 2020/6/30
Y1 - 2020/6/30
N2 - One of the most lethal and frequent infectious diseases worldwide is tuberculosis. Multi and extensively tuberculosis drug-resistant constitutes a serious problem and emphasizes the need for novel anti-Tubercular agents. Accordingly, various pyrazine-2-carboxamides were synthesized and evaluated as potential anti-Tuberculosis agents. The synthesis involved reaction of pyrazinoic acids with thionyl chloride to yield acyl chlorides which on treatment with various anilines gave various pyrazine-2-carboxamides. Based on structure-Activity relationships extracted from previously published, this paper reported the synthesis and molecular docking study of 6-chloropyrazine-2-carboxamides. Synthesis involved reaction of 6-chloropyrazinoic acid with 2,4,6-Trichlorobenzoyl chloride instead of thionyl chloride which listed under the Chemical Weapons Convention as it may use for the production of chemical weapons. Structure identification of 6-chloropyrazine-2-carboxamides was carried out by 1H NMR, 13C NMR, FTIR, and high-resolution mass spectroscopy. It is predicted that 6-chloro-N-octylpyrazine-2-carboxamide has better bioactivity against Mycobacterium tuberculosis, based on molecular docking study.
AB - One of the most lethal and frequent infectious diseases worldwide is tuberculosis. Multi and extensively tuberculosis drug-resistant constitutes a serious problem and emphasizes the need for novel anti-Tubercular agents. Accordingly, various pyrazine-2-carboxamides were synthesized and evaluated as potential anti-Tuberculosis agents. The synthesis involved reaction of pyrazinoic acids with thionyl chloride to yield acyl chlorides which on treatment with various anilines gave various pyrazine-2-carboxamides. Based on structure-Activity relationships extracted from previously published, this paper reported the synthesis and molecular docking study of 6-chloropyrazine-2-carboxamides. Synthesis involved reaction of 6-chloropyrazinoic acid with 2,4,6-Trichlorobenzoyl chloride instead of thionyl chloride which listed under the Chemical Weapons Convention as it may use for the production of chemical weapons. Structure identification of 6-chloropyrazine-2-carboxamides was carried out by 1H NMR, 13C NMR, FTIR, and high-resolution mass spectroscopy. It is predicted that 6-chloro-N-octylpyrazine-2-carboxamide has better bioactivity against Mycobacterium tuberculosis, based on molecular docking study.
UR - http://www.scopus.com/inward/record.url?scp=85087861710&partnerID=8YFLogxK
U2 - 10.1088/1757-899X/833/1/012002
DO - 10.1088/1757-899X/833/1/012002
M3 - Conference article
AN - SCOPUS:85087861710
SN - 1757-8981
VL - 833
JO - IOP Conference Series: Materials Science and Engineering
JF - IOP Conference Series: Materials Science and Engineering
IS - 1
M1 - 012002
T2 - 2nd International Conference on Chemistry and Material Science, IC2MS 2019
Y2 - 2 November 2019 through 3 November 2019
ER -