Tuberculostatics. I. 2,6-Substituted benzothiazoles was written by Ettel, Viktor;Semonsky, Miroslav;Kunak, Jiri;Cerny, Antonin. And the article was included in Chemicke Listy pro Vedu a Prumysl in 1952.Computed Properties of C9H7NO2S2 This article mentions the following:
2- and 2,6-Substituted benzothiazoles were prepared from 2-chloro-6-nitrobenzothiazole with alcoholates (method A), by the reduction of the corresponding nitro derivatives (B), from 2-chloro-6-nitrobenzothiazole with mercaptans (C), and from benzothiazolethiols with alkyl halides and halogenated acids (D). R1, R2, method, yields (%), and the m.ps. of the compounds of the general formulas I, II, and III are listed as follows: I: Bu, NO2, A, 71, 58-9掳; Bu, NH2, B, 73, – [HCl salt, m. 265-8掳 (decomposition)]; Bu, NHC6H11O5 (D-galactoside), B, 59, 96-7掳; Bu, NHCO(CH2)2CO2H, B, 90, 164-5掳; Bu, N:CHPh, B, 70, 77掳; Bu, NHC(:NH)NH2, B, 68, – (picrate, m. 208-9); iso-Am, NO2, A, 75, 58-9掳; cyclohexyl, NO2, A, 95, 99.5-100.5掳; cyclohexyl, NH2, B, 75, – [HCl salt, m. 295掳 (decomposition); picrate, m. 221-4掳 (decomposition)]; cyclohexyl, NHCO(CH2)2CO2H, B, 90, 160-1掳; CH2CO2H, NO2, 86, -(Na salt, m. 335-40掳); II: Bu, NO2, C, 97, 91.5-2.5掳; Bu, H, C, 77, -, b12 167-8掳, nD28 1.6226; Bu, NO2, C, 95, 63.5-4.5掳 (BuSO2 analog, 68, 151掳); Bu, NH2, B, 70, – [HCl salt, m. 220掳 (decomposition); picrate, m. 136-8掳]; Bu, NHCO(CH2)2CO2H, B, 83, 161.5-2.5掳; Bu, NHC6H11O5 (D-galactoside), B, 71, 113-14掳; Bu, NHC6H11O4 (2-deoxy-D-glucoside), B, 87, 160-2掳; Bu, N:CHPh, B, 90, 62.5-3掳; Bu, N:CHCH:CHPh, B, 73, 79-9.5掳; Bu, N:CHC:CH:CH:C(NO2).O, B, 86, 158-9掳; Bu, SO3Me, B, 53, 70-1掳; Bu, NHCH2SO3Na, B, 87, 225-8掳; iso-Am, NO2, C, 98, 56-6.5掳; iso-Am, NH2, B, 79, -(HCl salt, m. 195-6掳); hexyl, NO2, D, 86, 53-4掳; hexyl, NH2, B, 100, – [HCl salt, m. 205-10掳 (decomposition)]; PhCH2, NO2, C, 98, 116-17掳; PhCH2, NH2, B, 100, – [HCl salt, m. 280-5掳 (decomposition)]; HOCH2CH2, NO2, D, 98, 113-14掳; HOCH2CH2, NH2, B, -, – [HCl salt, m. 245-50掳 (decomposition)]; HO2CCH2, H, D, 96, 153-4掳; HO2CCH2, NO2, D, 88, 213-14掳; HO2CCH2CH2, NO2, D, 95, 169-71掳; HO2CCH2CH2, NH2, B, 42, 153-4掳; HO2C(CH2)5, H, D, 90, 71-2掳; HO2C(CH2)5, NO2, D, 97, 130-1掳; HO2C(CH2)5, NH2, B, 85, 137-8掳; HO2C(CH2)5SO2 analog, NO2, -, 81, 178-9掳 (from AcOH); HO2C(CH2)5, SO3H analog, -, 84, 271-2掳 (from aqueous HCl); 1-carboxyheptadecyl, NO2, D, 98, 76-8掳; EtO2CCH:CHCH2, NO2, D, 65, 112.5-13.5掳. Unless otherwise stated, the following III were crystallized from MeOH or EtOH (concentrated or diluted) (by other methods): p-AcNHC6H4SO2,H, 77, 244-5掳; p-O2NC6H4S, NO2, 90, 176-7掳 (from EtOH-Me2CO); p-O2NC6H4SO, NO2, 90, 231-2掳 (from PhCl); p-O2NC6H4SO2, NO2, 90, 262-4掳 (PhCl); p-H2NC6H4S, NH2, 56 [HCl salt, m. 261-3掳 (decomposition) (from dilute EtOH)]. Some of the compounds were highly tuberculostatic against Mycobacterium tuberculosis in vitro; their effect in vivo was insignificant. In the experiment, the researchers used many compounds, for example, 2-(Benzo[d]thiazol-2-ylthio)acetic acid (cas: 6295-57-4Computed Properties of C9H7NO2S2).
2-(Benzo[d]thiazol-2-ylthio)acetic acid (cas: 6295-57-4) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Computed Properties of C9H7NO2S2
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica