Identification | Back Directory | [Name]
4-(1H-IMIDAZOL-4-YLMETHYL)PIPERIDINE DIHYDROBROMIDE | [CAS]
164391-47-3 | [Synonyms]
Zinc00005777 Immepip hydrobromide IMMEPIP DIHYDROBROMIDE 4-(1H-Imidazol-5-ylmethyl)piperidine hydrobromide 4-(1H-IMIDAZOL-4-YLMETHYL)PIPERIDINE DIHYDROBROMIDE Piperidine,4-(1H-imidazol-4-ylmethyl)-,dihydrobromide | [Molecular Formula]
C9H17Br2N3 | [MDL Number]
MFCD06407876 | [MOL File]
164391-47-3.mol | [Molecular Weight]
327.06 |
Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
234-235℃ | [storage temp. ]
2-8°C
| [solubility ]
H2O: 7 mg/mL at <40 °C
| [form ]
solid
| [color ]
light tan
| [Water Solubility ]
Soluble to 100 mM in water |
Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Uses]
A selective nonchiral histamine H3 agonist | [Biological Activity]
Potent histamine H 3 receptor agonist. Also binds to H 4 receptors (K i values are 0.4 and 9 nM at human recombinant H 3 and H 4 receptors respectively). Equipotent to or slightly more active than (R)- α -methylhistamine at H 3 receptors. | [Description]
Immepip is a histamine H3 receptor agonist (KI = 0.4 nM in SK-N-MC cell membranes expressing the human receptor). It is selective for histamine H3 over H1 and H2 receptors in CHO cell membranes expressing the guinea pig and human receptors, respectively (Kis = >16 μM for both) but also agonizes H4 receptors (KI = 9 nM in SK-N-MC cell membranes expressing the human receptor). Immepip (5 mg/kg, s.c.) decreases hypothalamic histamine release in anesthetized rats. It decreases flinching in the formalin test in rats when administered at doses of 5 and 30 mg/kg and inhibits formalin-induced paw edema at 30 mg/kg. | [storage]
Desiccate at RT | [References]
[1] CHANGLU LIU. Cloning and pharmacological characterization of a fourth histamine receptor (H(4)) expressed in bone marrow.[J]. Molecular Pharmacology, 2001, 59 3 1: 420-426. DOI: 10.1124/mol.59.3.420 [2] ROELAND C. VOLLINGA. A New Potent and Selective Histamine H3 Receptor Agonist, 4-(1H-imidazol-4-ylmethyl)piperidine[J]. Journal of Medicinal Chemistry, 1994, 37 3: 332-333. DOI: 10.1021/jm00029a002 [3] FRANK P JANSEN . In vivo modulation of rat hypothalamic histamine release by the histamine H3 receptor ligands, immepip and clobenpropit. Effects of intrahypothalamic and peripheral application[J]. European journal of pharmacology, 1998, 362 2: Pages 149-155. DOI: 10.1016/s0014-2999(98)00739-0 [4] KERI E. CANNON Lindsay B H Rob Leurs. Activation of peripheral and spinal histamine H3 receptors inhibits formalin-induced inflammation and nociception, respectively[J]. Pharmacology Biochemistry and Behavior, 2007, 88 1: Pages 122-129. DOI: 10.1016/j.pbb.2007.07.014 |
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