OUP-16

{{chembox

| Verifiedfields = changed

| verifiedrevid =

| ImageFile = OUP-16.svg

| ImageSize = 222

| IUPACName = 1-cyano-3-[[(2R,5R)-5-(1H-imidazol-5-yl)oxolan-2-yl]methyl]-2-methylguanidine

| OtherNames =

|Section1={{Chembox Identifiers

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

| ChemSpiderID = 24817698

| InChI = 1S/C11H16N6O/c1-13-11(16-6-12)15-4-8-2-3-10(18-8)9-5-14-7-17-9/h5,7-8,10H,2-4H2,1H3,(H,14,17)(H2,13,15,16)/t8-,10-/m1/s1

| InChIKey = CCOQWVUQXNRKKP-PSASIEDQSA-N

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

| StdInChI =

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

| StdInChIKey =

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII =

| CASNo_Ref = {{cascite|changed|CAS}}

| CASNo = 1038917-11-1

| PubChem = 10106063

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

| ChEMBL = 321860

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG =

| SMILES = CN=C(NC[C@H]1CC[C@@H](O1)C2=CN=CN2)NC#N

}}

|Section2={{Chembox Properties

| C = 11 | H = 16 | N = 6 | O = 1

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility =

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

}}

{{Technical|date=March 2021}}{{More citations needed|date=March 2021}}

OUP-16 is a histamine agonist selective for the H₄ subtype.{{cite journal|last1=Hashimoto|first1=T|last2=Harusawa|first2=S|last3=Araki|first3=L|last4=Zuiderveld|first4=OP|last5=Smit|first5=MJ|last6=Imazu|first6=T|last7=Takashima|first7=S|last8=Yamamoto|first8=Y|last9=Sakamoto|first9=Y|last10=Kurihara|first10=T|last11=Leurs|first11=R|last12=Bakker|first12=RA|last13=Yamatodani|first13=A|title=A Selective Human H₄-Receptor Agonist: (−)-2-Cyano-1-methyl-3-{(2R,5R)-5- [1H-imidazol-4(5)-yl]tetrahydrofuran-2-yl}methylguanidine|journal=Journal of Medicinal Chemistry|date=July 2003|volume=46|issue=14|pages=3162–5|doi=10.1021/jm0300025|pmid=12825954}}

== References ==

{{Reflist}}

{{histaminergics}}

Category:Guanidines

Category:Histamine agonists

Category:Nitriles

Category:Tetrahydrofurans

Category:Imidazoles

{{pharma-stub}}