2-Aminopyridine

vanc 6 changed 477212553 2-aminopyridine.svg 120px skin-invert Pyridin-2-amine 2-Pyridinamine; 2-Pyridylamine; α-Aminopyridine; α-Pyridylamine correct chemspider 10008 1/C5H6N2/c6-5-3-1-2-4-7-5/h1-4H,(H2,6,7) ICSNLGPSRYBMBD-UHFFFAOYAM c1ccnc(c1)N correct EBI 21619 207-988-4 US1575000 2671 WSX981HEWU correct chemspider 1S/C5H6N2/c6-5-3-1-2-4-7-5/h1-4H,(H2,6,7) correct chemspider ICSNLGPSRYBMBD-UHFFFAOYSA-N correct CAS 504-29-0 10439 n1ccccc1N 5 6 2 colourless solid 59 to 60 210 >100% 154 TWA 0.5 ppm (2 mg/m3)0026 TWA 0.5 ppm (2 mg/m3) 5 ppm 200 mg/kg (rat, oral)50 mg/kg (mouse, oral)504290 2-Aminopyridine 06 07 09 Danger 301 311 312 315 319 335 411 261 264 270 271 273 280 301+310 302+352 304+340 305+351+338 312 321 322 330 332+313 337+313 361 362 363 391 403+233 405 501 2-Aminopyridine is an organic compound with the formula H2NC5H4N. It is one of three isomeric aminopyridines. It is a colourless solid that is used in the production of the drugs piroxicam, sulfapyridine, tenoxicam, and tripelennamine. Rao RN, Chanda K 2-Aminopyridine - an unsung hero in drug discovery Chemical Communications Cambridge, England 58 3 343–382 January 2022 34904599 10.1039/d1cc04602k Cambridge, England It is produced by the reaction of sodium amide with pyridine, the Chichibabin reaction. Shimizu S, Watanabe N, Kataoka T, Shoji T, Abe N, Morishita S, Ichimura H Pyridine and Pyridine Derivatives 2007 10.1002/14356007.a22_399 Reactions thumb|The bifunctionality of 2-aminopyridine is illustrated by this 1:2 adduct with maleic anhydride. Baumann ME, Bosshard H, Breitenstein W, Rihs G, Winkler T Mechanismus der decarboxylativen Dimerisierung von Maleinsäureanhydrid zu Dimethylmaleinsäureanhydrid unter Einfluss von 2-Aminopyridin Helvetica Chimica Acta 67 7 1897–1905 1984 10.1002/hlca.19840670728 |left|110px Although 2-hydroxypyridine converts significantly to the pyridone tautomer, the related imine tautomer (HNC5H4NH) is less important for 2-aminopyridine. 2-Aminopyridine catalyzes the conversion of maleic anhydride to 2,3-dimethylmaleic anhydride. Hood DK Maleic Anhydride, Maleic Acid, and Fumaric Acid Kirk-Othmer Encyclopedia of Chemical Technology 1–51 2024 10.1002/0471238961.1301120506051220.a01.pub3 978-0-471-48494-3 Toxicity The acute toxicity is indicated by the = 200 mg/kg (rat, oral). References External links MSDS CDC - NIOSH Pocket Guide to Chemical Hazards - 2-Aminopyridine Category:2-Pyridyl compounds Category:2-Aminopyridines