2-Aminopyridine

{{Chembox

| Watchedfields = changed

| verifiedrevid = 477212553

| ImageFile = 2-aminopyridine.svg

| ImageSize = 120px

| PIN = Pyridin-2-amine

| OtherNames = 2-Pyridinamine; 2-Pyridylamine; α-Aminopyridine; α-Pyridylamine

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 10008

| InChI = 1/C5H6N2/c6-5-3-1-2-4-7-5/h1-4H,(H2,6,7)

| InChIKey = ICSNLGPSRYBMBD-UHFFFAOYAM

| SMILES1 = c1ccnc(c1)N

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 21619

| EC_number = 207-988-4

| RTECS = US1575000

| UNNumber = 2671

| UNII = WSX981HEWU

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C5H6N2/c6-5-3-1-2-4-7-5/h1-4H,(H2,6,7)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = ICSNLGPSRYBMBD-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 504-29-0

| PubChem = 10439

| SMILES = n1ccccc1N

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|Section2={{Chembox Properties

| C=5 | H=6 | N=2

| Appearance = colourless solid

| Density =

| MeltingPtC = 59 to 60

| MeltingPt_notes =

| BoilingPtC = 210

| BoilingPt_notes =

| Solubility = >100%

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|Section3={{Chembox Hazards

| MainHazards =

| FlashPtF = 154

| AutoignitionPt =

| PEL = TWA 0.5 ppm (2 mg/m³){{PGCH|0026}}

| REL = TWA 0.5 ppm (2 mg/m³)

| IDLH = 5 ppm

| LD50 = 200 mg/kg (rat, oral)
50 mg/kg (mouse, oral){{IDLH|504290|2-Aminopyridine}}

| GHSPictograms = {{GHS06}}{{GHS07}}{{GHS09}}

| GHSSignalWord = Danger

| HPhrases = {{H-phrases|301|311|312|315|319|335|411}}

| PPhrases = {{P-phrases|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}}

}}

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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. It is produced by the reaction of sodium amide with pyridine, the Chichibabin reaction.{{Ullmann|first1=Shinkichi|last1=Shimizu|first2=Nanao|last2=Watanabe|first3=Toshiaki|last3=Kataoka|first4=Takayuki|last4= Shoji|first5=Nobuyuki|last5=Abe|first6=Sinji|last6=Morishita|first7=Hisao|last7=Ichimura|title=Pyridine and Pyridine Derivatives|year=2007|doi=10.1002/14356007.a22_399}}