Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H19N2.I |
| Molecular Weight | 318.1971 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[I-].C[N+]1(C)CCN(CC1)C2=CC=CC=C2
InChI
InChIKey=XFZJGFIKQCCLGK-UHFFFAOYSA-M
InChI=1S/C12H19N2.HI/c1-14(2)10-8-13(9-11-14)12-6-4-3-5-7-12;/h3-7H,8-11H2,1-2H3;1H/q+1;/p-1
| Molecular Formula | C12H19N2 |
| Molecular Weight | 191.2927 |
| Charge | 1 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | HI |
| Molecular Weight | 127.91241 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Activation of neuronal SST₁ and SST₂ receptors decreases neurogenic secretion in the guinea-pig jejunum. | 2010-11 |
|
| Human α3β4 neuronal nicotinic receptors show different stoichiometry if they are expressed in Xenopus oocytes or mammalian HEK293 cells. | 2010-10-26 |
|
| Gold nanoparticle-choline complexes can block nicotinic acetylcholine receptors. | 2010-05-13 |
|
| Characterization of Ca2+ signaling pathways in mouse adrenal medullary chromaffin cells. | 2010-03 |
|
| A neuronal acetylcholine receptor regulates the balance of muscle excitation and inhibition in Caenorhabditis elegans. | 2009-12 |
|
| Specific subtypes of nicotinic cholinergic receptors involved in sympathetic and parasympathetic cardiovascular responses. | 2009-10-02 |
|
| Allosteric interaction of the anticholinergic drug [N-(4-phenyl)-phenacyl-l-hyoscyamine] (Phenthonium) with nicotinic receptors of post-ganglionic sympathetic neurons of the rat vas deferens. | 2009-08-15 |
|
| Expression of neuronal nicotinic acetylcholine receptors in rat vagal pulmonary sensory neurons. | 2008-03-20 |
|
| Beta-adrenoceptor-mediated vasodilation of retinal blood vessels is reduced in streptozotocin-induced diabetic rats. | 2008-02-09 |
|
| Effects of genistein and herbimycin, tyrosine kinase inhibitors, on catecholamine release in bovine adrenal chromaffin cells. | 2007-10 |
|
| Selective stimulation of catecholamine release from bovine adrenal chromaffin cells by an ionotropic purinergic receptor sensitive to 2-methylthio ATP. | 2007-06-20 |
|
| Functional distribution of Ca2+-coupled P2 purinergic receptors among adrenergic and noradrenergic bovine adrenal chromaffin cells. | 2007-06-14 |
|
| Muscarinic and nicotinic responses in the developing pedunculopontine nucleus (PPN). | 2007-01-19 |
|
| Calcium transient evoked by nicotine in isolated rat vagal pulmonary sensory neurons. | 2007-01 |
|
| Airway irritation and cough evoked by inhaled cigarette smoke: role of neuronal nicotinic acetylcholine receptors. | 2007 |
|
| The release of 3H-1-methyl-4-phenylpyridinium from bovine adrenal chromaffin cells is modulated by somatostatin. | 2006-12-10 |
|
| Properties of cholinergic responses in neurons in the intermediate grey layer of rat superior colliculus. | 2006-12 |
|
| Alpha2-adrenoceptor subtypes involved in the regulation of catecholamine release from the adrenal medulla of mice. | 2006-12 |
|
| Vasoactive intestinal polypeptide receptor antagonism enhances the vagally induced increase in cardiac interval of the rat atrium in vitro. | 2006-05 |
|
| Blockade of nicotinic receptors of bovine adrenal chromaffin cells by nanomolar concentrations of atropine. | 2006-03-27 |
|
| Endogenous acetylcholine enhances synchronized interneuron activity in rat neocortex. | 2006-03 |
|
| N-(4-Trifluoromethylphenyl)amide group of the synthetic histamine receptor agonist inhibits nicotinic acetylcholine receptor-mediated catecholamine secretion. | 2006-02-28 |
|
| Activation of nicotinic acetylcholine receptors increases the frequency of spontaneous GABAergic IPSCs in rat basolateral amygdala neurons. | 2005-11 |
|
| Modulation of airway inflammation and resistance in mice by a nicotinic receptor agonist. | 2005-07 |
|
| Impaired capsaicin and neurokinin-evoked colonic motility in inflammatory bowel disease. | 2005-05 |
|
| Selective modulation of neuronal nicotinic acetylcholine receptor channel subunits by Go-protein subunits. | 2005-04-06 |
|
| Nicotinic acetylcholine receptor-mediated [3H]dopamine release from hippocampus. | 2005-03 |
|
| Adenosine activating A(2A)-receptors coupled to adenylate cyclase/cyclic AMP pathway downregulates nicotinic autoreceptor function at the rat myenteric nerve terminals. | 2004-10 |
|
| Prevention of diminished parasympathetic control of the heart in experimental heart failure. | 2004-10 |
|
| Differential effects of FK506 and cyclosporin A on catecholamine release from bovine adrenal chromaffin cells. | 2004-07 |
|
| TNF-alpha hyperpolarizes membrane potential and potentiates the response to nicotinic receptor stimulation in cultured rat myenteric neurones. | 2004-05 |
|
| Phytoestrogen cimicifugoside-mediated inhibition of catecholamine secretion by blocking nicotinic acetylcholine receptor in bovine adrenal chromaffin cells. | 2004-05 |
|
| Mechanism of action of botulinum toxin on the internal anal sphincter. | 2004-02 |
|
| Influence of lobeline on catecholamine release from the isolated perfused rat adrenal gland. | 2004-01-30 |
|
| Characterization of human alpha 4 beta 2-nicotinic acetylcholine receptors stably and heterologously expressed in native nicotinic receptor-null SH-EP1 human epithelial cells. | 2003-12 |
|
| The effects of beta3 subunit incorporation on the pharmacology and single channel properties of oocyte-expressed human alpha3beta4 neuronal nicotinic receptors. | 2003-11-07 |
|
| Characterization of neuronal nicotinic acetylcholine receptors in the membrane of unmyelinated human C-fiber axons by in vitro studies. | 2003-11 |
|
| Regulation of epileptiform activity in hippocampus by nicotinic acetylcholine receptor activation. | 2003-09 |
|
| A pharmacologically distinct nicotinic ACh receptor is found in a subset of frog semicircular canal hair cells. | 2003-09 |
|
| SSR591813, a novel selective and partial alpha4beta2 nicotinic receptor agonist with potential as an aid to smoking cessation. | 2003-07 |
|
| Pharmacological characterization of recombinant bovine alpha3beta4 neuronal nicotinic receptors stably expressed in HEK 293 cells. | 2003-06-12 |
|
| Inhibition and facilitation by pimobendan, a calcium sensitizer, of catecholamine secretion from bovine adrenal chromaffin cells. | 2003-03 |
|
| Distinct protein kinases regulate SNAP-25 expression in chromaffin cells. | 2003-02-01 |
|
| Inhibition of acetylcholine-mediated effects by borneol. | 2003-01-01 |
|
| Butyl benzyl phthalate blocks Ca2+ signaling and catecholamine secretion coupled with nicotinic acetylcholine receptors in bovine adrenal chromaffin cells. | 2003-01 |
|
| Regulation of atrial natriuretic peptide secretion by cholinergic and PACAP neurons of the gastric antrum. | 2003-01 |
|
| Muscarinic and nicotinic presynaptic modulation of EPSCs in the nucleus accumbens during postnatal development. | 2002-12 |
|
| Fast synaptic transmission mediated by alpha-bungarotoxin-sensitive nicotinic acetylcholine receptors in lamina X neurones of neonatal rat spinal cord. | 2002-11-01 |
|
| Nicotinic receptors regulate the release of glycine onto lamina X neurones of the rat spinal cord. | 2002-11 |
|
| Nicotinic excitation of rat hypoglossal motoneurons. | 2002 |
Patents
Sample Use Guides
guinea pig model of ovalbumin induced asthma: 0.4 and 0.8 mg/kg
Route of Administration:
Intraperitoneal
Incubation of cultured gastric myenteric ganglia with the nicotinic receptor agonist, 1,1-dimethyl-4-phenylpiperizinium (DMPP, 0.1 nM - 0.1 uM), for 24 h significantly increased the number of nNOS-immunoreactive cells and the density of immunoreactive nNOS bands and nNOS mRNA bands. nNOS mRNA expression stimulated by DMPP was antagonized by a protein kinase C antagonist, a phospholipase C inhibitor, and an intracellular Ca2+ chelator.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:03:40 GMT 2025
by
admin
on
Mon Mar 31 20:03:40 GMT 2025
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| Record UNII |
X95H7DRX99
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| Record Status |
Validated (UNII)
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| Record Version |
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54-77-3
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89754
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200-213-0
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5911
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4290
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X95H7DRX99
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D004246
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DTXSID90968822
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PARENT -> SALT/SOLVATE |
