Bartlett, Robert T.’s team published research in Journal of Medicinal Chemistry in 24 | CAS: 5098-14-6

Journal of Medicinal Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Recommanded Product: 2-Aminomalononitrile 4-methylbenzenesulfonate.

Bartlett, Robert T. published the artcileSynthesis and pharmacological evaluation of a series of analogs of 1-methylisoguanosine, Recommanded Product: 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Journal of Medicinal Chemistry (1981), 24(8), 947-54, database is CAplus and MEDLINE.

Analogs of 1-methylisoguanosine (I, R = Me, R1 = H, R2 = OH) were evaluated as muscle relaxants, antiinflammatory agents, allergy inhibitors, and for cardiovascular activity. Cyclizing imidazole nucleoside II with RNCO (R = Et, Bu, octyl, Ph) and deprotecting gave I (R = Et, Bu, octyl, Ph; R1 = H, R2 = OH). Bromination of I (R = Me, R1 = H, R2 = OH) with Br2-H2O gave I (R = Me, R1 = Br, R2 = OH) which reacted with N2H4 to give I (R = Me, R1 = NHNH2, R2 = OH). This was cleaved with Raney Ni to give I (R = Me, R1 = NH2, R2 = OH). Deamination of 1-methylguanosine with NaNO2 in aqueous AcOH gave 1-methylxanthosine. Iodination of I (R = Me, R1 = H, R2 = OH) with Me(PhO)3P+I gave I (R = Me, R1 = H, R2 = iodo) which was cyclized to III or deiodinated to I (R = Me, R1 = R2 = H). The phosphate ester I (R = Me, R1 = H, R2 = OPO32-) was prepared as well as cyclic phosphate IV. C-Nucleoside V was prepared from Me β-D-ribofuranosyl-1-carboximidate. Cyclizing the 9-(2-hydroxyethoxy)methyl analog of II with MeNCO gave acyclic analog VI. Similarly prepared was the β-D-arabinofuranosyl analog of I (R = Me, R1 = H, R2 = OH).

Journal of Medicinal Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Recommanded Product: 2-Aminomalononitrile 4-methylbenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts