1C-H

vanc 6 (2,5-dimethoxyphenyl)methanamine 2,5-DB.svg 190px Zilain 3275-95-4 17612 none COc1ccc(OC)c(CN)c1 1S/C9H13NO2/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-5H,6,10H2,1-2H3 UWMCHDDHXMFKMA-UHFFFAOYSA-N uterotonic 2,5-Dimethoxybenzylamine (1C-H) also known under the putative brand name Zilain, is a drug that was intended for use in obstetrics; it was developed by Soviet scientists in the 1970s. Kudrin AN, Koroza GS [Relationship between the chemical structure and uterine action of aralkylhydrazines and aralkylamines] Farmakologiia i Toksikologiia 30 6 718–722 1967 5598445 Kalganova RI, Koroza GS, Moroz TN, Chumburidze ES [Use of Zilain for prevention of hemorrhages during the placental and early postpartum period] Voprosy Okhrany Materinstva I Detstva 16 7 64–66 July 1971 5316247 Use 9 13 1 2 clear liquid, colorless to light orange to yellow 1.11 95 °C 05 Danger 300 330 P280 P303 + P361 + P353 P304 + P340 + P310 P305 + P351 + P338Ю P363 P405 Pharmacology Little is known about the biological activity of 2,5-dimethoxybenzylamine, but it is known to stimulate uterine contractions. Synthesis 2,5-Dimethoxybenzylamine reacts with ethyl bromoacetate to form the ethyl ester of N-(2,5-dimethoxy)benzylglycine; 1C-H is also used in the synthesis of pyrrolo[2,3-b]pyrazine-7-carboxamide derivatives. 2,5-Dimethoxybenzylamine 3275-95-4 ChemicalBook https://www.chemicalbook.com/ChemicalProductProperty_EN_CB9403606.htm 2026-09-08 2,5-Dimethoxybenzylamine https://www.sigmaaldrich.com/RU/en/product/aldrich/540315?srsltid=AfmBOopus7-32m8XoTWJ506FyIddFR6fIT6R67uxaEUX-jRbLAsIx_V9 Sigma-Aldrich To obtain 1C-H, a Delépine reaction is used to alkylate hexamethylenetetramine with 2,5-dimethoxybenzyl bromide, followed by acid hydrolysis of the resulting quaternary ammonium salt, and finally neutralization with a base. References Category:Dimethoxyphenyl compounds Category:Benzylamines