Chlorisondamine diiodide

Names

[ Name ]:
Chlorisondamine diiodide

[Synonym ]:
4,5,6,7-Tetrachlor-2-methyl-2-(2-trimethylammonio-aethyl)-isoindolinium,Dijodid
trimethyl-[2-[4,5,6,7-tetrachloro-2-(tritritiomethyl)-1,3-dihydroisoindol-2-ium-2-yl]ethyl]azanium
4,5,6,7-tetrachloro-2-methyl-2-[2-(trimethylammonium)ethyl]isoindolinium diiodide
chlorisondamine iodide
4,5,6,7-Tetrachloro-2,3-dihydro-2-methyl-2-[2-(trimethylammonio)ethyl]-2H-isoindolium diiodide
4,5,6,7-tetrachloro-2-methyl-2-(2-trimethylammonio-ethyl)-isoindolinium,diiodide

Biological Activity

[Description]:

Chlorisondamine (diiodide) is a potent nicotinic acetylcholine receptor (nAChR) antagonist and a ganglion blocker. Chlorisondamine antagonizes some of nicotine's central actions in a potent, long-lasting and pharmacologically selective way[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR

Signaling Pathways >> Neuronal Signaling >> nAChR

Research Areas >> Neurological Disease

[Target]

nAChR[1]

[In Vivo]

Chlorisondamine (0.2, 1.0, 5.0 μg; IV; single dosage) antagonizes the depressant action of nicotine on vertical activity (0-20min) in a dose-dependent way at 1 and 2 weeks[1]. Animal Model: Rats (treated once with nicotine 0.4 mg/kg, s.c.)[1] Dosage: 0.2, 1.0, 5.0 μg Administration: IV; single dosage Result: Antagonized the depressant action of nicotine on vertical activity (0-20min) in a dose-dependent way at 1 and 2 weeks.

[References]

[1]. Clarke PB. Chronic central nicotinic blockade after a single administration of the bisquaternary ganglion-blocking drug chlorisondamine. Br J Pharmacol. 1984;83(2):527-535. doi:10.1111/j.1476-5381.1984.tb16517.x

[2]. Clarke PB, et al. The pharmacology of the nicotinic antagonist, chlorisondamine, investigated in rat brain and autonomic ganglion. Br J Pharmacol. 1994 Feb;111(2):397-405.

[3]. Clarke PB. Chronic central nicotinic blockade after a single administration of the bisquaternary ganglion-blocking drug chlorisondamine. Br J Pharmacol. 1984;83(2):527-535. doi:10.1111/j.1476-5381.1984.tb16517.x

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₄H₂₀Cl₄I₂N₂

[ Molecular Weight ]:
611.94

[ Exact Mass ]:
609.84700

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H400

[ Precautionary Statements ]:
P273

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;N: Dangerous for the environment;

[ Risk Phrases ]:
22-50

[ Safety Phrases ]:
60-61

[ RIDADR ]:
UN 3077 9 / PGIII

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Cardiovascular afferents cause the release of 5-HT in the nucleus tractus solitarii; this release is regulated by the low- (PMAT) not the high-affinity transporter (SERT).

J. Physiol. 593(7) , 1715-29, (2015)

The nucleus tractus solitarii (NTS) integrates inputs from cardiovascular afferents and thus is crucial for cardiovascular homeostasis. These afferents primarily release glutamate, although 5-HT has a...

Effects of nicotine and chlorisondamine on cerebral glucose utilization in immobilized and freely-moving rats.

Br. J. Pharmacol. 129 , 147-155, (2000)

Chlorisondamine blocks central nicotinic receptors for many weeks via an unknown mechanism. Intracerebroventricular administration of [(3)H]-chlorisondamine in rats results in an anatomically restrict...

Modulation of neuronal nicotinic acetylcholine receptors by halothane in rat cortical neurons.

Mol. Pharmacol. 59 , 732-743, (2001)

Inhalational general anesthetics have recently been shown to inhibit neuronal nicotinic acetylcholine (ACh) receptors (nnAChRs) expressed in Xenopus laevis oocytes and in molluscan neurons. However, d...

Related Compounds

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