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Immethridine

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Immethridine
Names

Preferred IUPAC name 4-[(1H-Imidazol-5-yl)methyl]pyridine
Other names BP-1-5375
Identifiers
CAS Number	87976-03-2^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL82298^N
ChemSpider	8165087^N
ECHA InfoCard	100.163.679
IUPHAR/BPS	4024
PubChem CID	9989505
UNII	F8ZT2IBM1X^Y
CompTox Dashboard(EPA)	DTXSID401027207 DTXSID70587878, DTXSID401027207
InChI InChI=1S/C9H9N3/c1-3-10-4-2-8(1)5-9-6-11-7-12-9/h1-4,6-7H,5H2,(H,11,12)^N Key: DFVSGZHJSIEEQQ-UHFFFAOYSA-N^N InChI=1/C9H9N3/c1-3-10-4-2-8(1)5-9-6-11-7-12-9/h1-4,6-7H,5H2,(H,11,12) Key: DFVSGZHJSIEEQQ-UHFFFAOYAF
SMILES C1=CN=CC=C1CC2=CN=CN2
Properties
Chemical formula	C₉H₉N₃
Molar mass	159.188 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Immethridine (developmental code nameBP-1-5375) is ahistamine agonist selective for theH₃ subtype.^[1]

^Kitbunnadaj, R; Zuiderveld, OP; Christophe, B; Hulscher, S; Menge, WM; Gelens, E; Snip, E; Bakker, RA; et al. (2004). "Identification of 4-(1H-imidazol-4(5)-ylmethyl)pyridine (immethridine) as a novel, potent, and highly selective histamine H(3) receptor agonist".Journal of Medicinal Chemistry.47 (10):2414–7.doi:10.1021/jm049932u.PMID 15115383.

Agonists

Antagonists

Agonists	Amthamine Betazole Dimaprit Histamine HTMT Impromidine L-Histidine UR-AK49
Antagonists	Bisfentidine Burimamide Cimetidine Dalcotidine Donetidine Ebrotidine Etintidine Famotidine Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine (quisultidine) Ramixotidine Ranitidine Roxatidine Sufotidine Tiotidine Tuvatidine Venritidine Xaltidine Zolantidine

Agonists	α-Methylhistamine BP 2.94 Cipralisant (GT-2331) GT-2203 (VUF-5296) Histamine Imetit Immepip Immethridine (BP-1-5375) L-Histidine Methimepip Proxyfan SCH-50971 VUF-5297
Antagonists	A-349821 A-423579 ABT-239 ABT-652 AZD5213 Bavisant Betahistine Burimamide Ciproxifan Clobenpropit Conessine Enerisant GSK-189254 Impentamine Iodophenpropit Irdabisant JNJ-5207852 NNC 38-1049 PF-03654746 Pitolisant SCH-79687 Thioperamide VUF-5681

Agonists	4-Methylhistamine α-Methylhistamine Histamine L-Histidine OUP-16 VUF-8430
Antagonists	JNJ-7777120 Mianserin Seliforant Thioperamide Toreforant VUF-6002

See also: Receptor/signaling modulators; Monoamine metabolism modulators; Monoamine reuptake inhibitors

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