Wakiyama, Yoshinari et al. published their research in Journal of Antibiotics in 2016 | CAS: 58759-63-0

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Formula: C7H4N2O2S2

Synthesis and structure-activity relationships of novel lincomycin derivatives. Part 1. Newly generated antibacterial activities against Gram-positive bacteria with erm gene by C-7 modification was written by Wakiyama, Yoshinari;Kumura, Ko;Umemura, Eijiro;Ueda, Kazutaka;Masaki, Satomi;Kumura, Megumi;Fushimi, Hideki;Ajito, Keiichi. And the article was included in Journal of Antibiotics in 2016.Formula: C7H4N2O2S2 This article mentions the following:

The authors synthesized 7(S)-7-deoxy-7-arylthiolincomycin derivatives possessing a heterocyclic ring at the C-7 position via sulfur atom by either Mitsunobu reaction of 2,3,4-tris-O-(trimethylsiliyl)lincomycin or SN2 reaction of 7-O-methanesulfonyl-2,3,4-tri-O-trimethylsiliyllincomycin. As a result, 7(S)-7-deoxy-7-arylthiolincomycin derivatives 7(S)-7-(6-aminobenzo[d]thiazol-2-ylthio)-7-deoxylincomycin (16), 7(S)-7-(5-amino-1,3,4-thiadiazol-2-ylthio)-7-deoxylincomycin (21) and 7(S)-7-deoxy-7-(5-phenyl-1,3,4-thiadiazol-2-ylthio)lincomycin (27) exhibited antibacterial activities against respiratory infection-related Gram-pos. bacteria with erm gene, although clindamycin did not have any activities against those pathogens. Furthermore, 7(S)-configuration of lincomycin derivatives was found to be necessary for enhancing antibacterial activities from the comparison results of configurations of 16 (S-configuration) and 7(R)-7-(6-Aminobenzo[d]thiazol-2-ylthio)-7-deoxylincomycin (30) (R-configuration) at the 7-position. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Formula: C7H4N2O2S2).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Formula: C7H4N2O2S2

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica