4461-33-0Relevant articles and documents
Scalable Synthetic Strategy for Unsymmetrical Trisubstituted s-Triazines
Liang, Helong,Li, Ganzhong,Zhang, Lei,Wang, Gefei,Song, Mingyu,Li, Heng,Yuan, Bingxin
supporting information, p. 5821 - 5825 (2021/08/01)
A scalable synthetic strategy to produce a large variety of unsymmetrical trisubstituted 1,3,5-triazines was developed. This protocol applied in situ formed acyl isocyanate from amide to react with amidine, introducing two substituents to the 1,3,5-triazinone ring with a low production cost and a simple workup procedure. The scalability of this method was demonstrated by translating a small-scale procedure to a multi-kilogram-scale synthesis. Chlorination and a further coupling reaction with various nucleophiles could provide unsymmetrical trisubstituted 1,3,5-triazines bearing diverse functional groups.
Doramectin structural derivative and synthesis method thereof
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Paragraph 0047; 0052, (2020/03/03)
The invention belongs to the field of compound synthesis, and particularly relates to a Doramectin structural derivative and a synthesis method thereof. The novel Doramectin structural derivative adopts the specific technical scheme that the invention provides a series of novel Doramectin structural derivatives. Compared with a conventional chemical pesticide, the Doramectin structural derivativehas the advantages of being higher in efficiency, low in toxin, environmentally friendly, higher in applicability and the like, and is hopeful to become a new-generation green environment-friendly biological pesticide, wherein an acyl urea compound in which R is 2,6-difluorophenyl has favorable diamond-back moth resisting activity; an acyl urea compound in which R is C3H5 has favorable corn borerresisting activity; and an acyl thiourea homologues compound in which R is 2,6-difluorophenyl has favorable mythimna separata resisting activity.
Novel acyl carbamates and acyl / diacyl ureas show in vitro efficacy against Toxoplasma gondii and Cryptosporidium parvum
Grooms, Gregory M.,Hernandez, Anolan Garcia,Khan, Shahbaz M.,Li, Kun,Stec, Jozef,Witola, William H.
, p. 80 - 90 (2020/10/07)
Toxoplasma gondii and Cryptosporidium parvum are protozoan parasites that are highly prevalent and opportunistically infect humans worldwide, but for which completely effective and safe medications are lacking. Herein, we synthesized a series of novel small molecules bearing the diacyl urea scaffold and related structures, and screened them for in vitro cytotoxicity and antiparasitic activity against T. gondii and C. parvum. We identified one compound (GMG-1-09), and four compounds (JS-1-09, JS-2-20, JS-2-35 and JS-2-49) with efficacy against C. parvum and T. gondii, respectively, at low micromolar concentrations and showed appreciable selectivity in human host cells. Among the four compounds with efficacy against T. gondii, JS-1-09 representing the diacyl urea scaffold was the most effective, with an anti-Toxoplasma IC50 concentration (1.21 μM) that was nearly 53-fold lower than its cytotoxicity IC50 concentration, indicating that this compound has a good selectivity index. The other three compounds (JS-2-20, JS-2-35 and JS-2-49) were structurally more divergent from JS-1-09 as they represent the acyl urea and acyl carbamate scaffold. This appeared to correlate with their anti-Toxoplasma activity, suggesting that these compounds’ potency can likely be enhanced by selective structural modifications. One compound, GMG-1-09 representing acyl carbamate scaffold, depicted in vitro efficacy against C. parvum with an IC50 concentration (32.24 μM) that was 14-fold lower than its cytotoxicity IC50 concentration in a human intestinal cell line. Together, our studies unveil a series of novel synthetic acyl/diacyl urea and acyl carbamate scaffold-based small molecule compounds with micromolar activity against T. gondii and C. parvum that can be explored further for the development of the much-needed novel anti-protozoal drugs.
