211512-16-2

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 211512-14-0 1-(2-nitrobenzenesulfonyl)amino-7-aminoheptane 
• 646-19-5 heptane-1,7-diamine 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 

Downstream Products

• 211512-28-6 3,9,17,25-tetrakis(2-nitrobenzenesulfonyl)-3,9,17,25,31,32-hexaazatricyclo[25.3.1^1,27.1^19,23]dotriaconta-1⁽³¹⁾,16⁽³²⁾,17,19,27,29-hexaene 
• 211512-22-0 N¹,N⁶,N¹³-tris(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane 
• 211512-18-4 N¹,N¹³-bis(tert-butoxycarbonyl)-N⁶-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane 

Relevant academic research and scientific papers

Synthesis of 3-substituted bicyclic imidazo[1,2-d][1,2,4]thiadiazoles and tricyclic benzo[4,5]imidazo[1,2-d][1,2,4]thiadiazoles

A versatile synthetic route to potentially useful fused-ring [1,2,4]thiadiazole scaffolds (e.g., 7a and 10b) via exchange reactions of the precursor [1,2,4]thiadiazol-3-(2H)one derivatives (e.g., 6 and 9) with appropriately substituted nitriles (e.g., cyanogen bromide or p-toluenesulfonyl cyanide) under mild conditions is described. For example, the tricyclic 3-bromo [1,2,4]THD derivative (7a) underwent SNAr substitution with a variety of nucleophiles, which included amines, malonate esters and alcohols. Likewise, the bicyclic 3-p-tosyl [1,2,4]THD (10b) was employed as a template in reaction with diamines, and the resulting substituted diamines (e.g., 12a or 12e) were further selectively derivatized at the N1 and/or N2 positions in a linear fashion. The X-ray crystal structure of the 3-methyl bicyclic [1,2,4]THD (21) was obtained, and selective methylation at the N1 position via a protection-alkylation-deprotection protocol, as illustrated in Scheme 6, was confirmed. Alternatively, a short convergent synthesis of N1-functionalized derivatives from the reaction of 10b with appropriately substituted secondary amines was also developed. Hence, these synthetic strategies were advantageously exploited to provide access to a variety of diversely derivatized 3-substituted fused-ring [1,2,4]thiadiazole derivatives.

SULFONAMIDE DERIVATIVES OF 3-SUBSTITUTED IMIDAZOL[1,2-D] -1,2,4-THIADIAZOLES AND 3-SUBSTITUTED-[1,2,4] THIADIAZOLO[4,5-A] BENZIMIDAZOLE AS INHIBITORS OF FIBRIN CROSS-LINKING AND TRANSGLUTAMINASES

A method of inhibiting the activity of transglutaminases containing a cysteine residue comprising administering to a mammal an effective amount of a sulfonamide derivative of imidazo[1,2-d]-1,2,4-thiadiazoles sufficient to inhibit the activity

Sulfonamide derivatives of 3-substituted imidazo[1,2-D]-1,2,4-thiadiazoles and 3-substituted-[1,2,4]thiadiazolo[4,5-A]benzimidazole as inhibitors of fibrin cross-linking and transglutaminases

A method of inhibiting the activity of transglutaminases containing a cysteine residue comprising administering to a mammal an effective amount of a sulfonamide derivative of imidazo[1,2-d]-1,2,4-thiadiazoles sufficient to inhibit the activity.

Synthesis of novel polyazadipyridinocyclophane scaffolds and their application for the generation of libraries

Six novel, asymmetric, 19- to 26-membered polyazadipyridinocyclophane scaffolds 1-6 have been synthesized in high yields by an efficient cyclization of ditosylate 39 with the appropriate six fully protected triamines 40-45, followed by removing the 2-nitr