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C5366

Sigma-Aldrich

Chlorisondamine diiodide

≥98% (HPLC), white, solid

Synonym(s):

4,5,6,7-Tetrachloro-2,3-dihydro-2-methyl-2-[2-(trimethylammonio)ethyl]-2H-isoindolium diiodide

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10 MG
$195.00
50 MG
$734.00

$195.00

Estimated to ship onMay 13, 2025FromMILWAUKEE

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10 MG
$195.00
50 MG
$734.00

About This Item

Empirical Formula (Hill Notation):
C14H20Cl4I2N2
CAS Number:
96750-66-2
Molecular Weight:
611.94
MDL number:
MFCD01074794
UNSPSC Code:
12352116
PubChem Substance ID:
24724443
NACRES:
NA.77

$195.00

Estimated to ship onMay 13, 2025FromMILWAUKEE

Request a Bulk Order

assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

white

solubility

H2O: ≥2 mg/mL
DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

[I-].[I-].C[N+](C)(C)CC[N+]1(C)Cc2c(Cl)c(Cl)c(Cl)c(Cl)c2C1

InChI

1S/C14H20Cl4N2.2HI/c1-19(2,3)5-6-20(4)7-9-10(8-20)12(16)14(18)13(17)11(9)15;;/h5-8H2,1-4H3;2*1H/q+2;;/p-2

InChI key

FPNVAOZHQUJJJQ-UHFFFAOYSA-L

Application

Chlorisondamine diiodide has been used:
  • as a nicotinic receptor antagonist to test its effect on trinitrobenzene sulfonic acid (TNBS)-induced colitis[1]
  • as an irreversible nicotinic acetylcholine(nAChR) blocker to pre-treat brain samples to test its effect on cytochrome P450 2B (CYP2B) induction[2]
  • as a ganglionic blocker to test its effect on regulating corticosterone levels in rat with chronic stress[3]

Biochem/physiol Actions

Chlorisondamine diiodide mediates ganglionic and central blockade.[4]
Irreversible, long-lasting nicotinic acetylcholine receptor antagonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000258200
0000258199
0000190009
BGBC4599
BGBC2796

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Colin S Cunningham et al.
Pharmacology, biochemistry, and behavior, 179, 27-33 (2019-02-10)
Mecamylamine is a non-competitive nicotinic acetylcholine receptor (nAChR) antagonist that has been prescribed for hypertension and as an off-label smoking cessation aid. Here, we examined pharmacological mechanisms underlying the interoceptive effects (i.e., discriminative stimulus effects) of mecamylamine (5.6 mg/kg s.c.)
A Bai et al.
Scandinavian journal of immunology, 66(5), 538-545 (2007-10-24)
Inflammatory bowel diseases (IBD) are characterized by proinflammatory cytokines, tissue damage and loss of neuron in inflamed mucosa, which implies the cholinergic anti-inflammatory pathway may be destroyed during the process of inflammatory response. In the study, we identified the effect
Kathryn K Chadman et al.
The Journal of pharmacology and experimental therapeutics, 308(1), 73-78 (2003-10-21)
Chlorisondamine and mecamylamine are nicotinic antagonists that produce both ganglionic and central blockade. Chlorisondamine, when administered as a large systemic dose, produces a persistent central block, despite being charged. The present study evaluated the cardiovascular effects of chlorisondamine. Shortly after
Steven A Lowrance et al.
Psychoneuroendocrinology, 68, 163-170 (2016-03-15)
Exposure to chronic stress often elevates basal circulating glucocorticoids during the circadian nadir and leads to exaggerated glucocorticoid production following exposure to subsequent stressors. While glucocorticoid production is primarily mediated by the hypothalamic-pituitary-adrenal (HPA) axis, there is evidence that the
G Costa et al.
Brain research, 888(2), 336-342 (2001-01-11)
While the work of several groups has shown the neuroprotective effects of nicotine in vitro, evidences for the same effects in vivo are controversial, mainly regarding neuroprotection in experimental models of Parkinson's disease. In this context, we investigated the capability
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