C5366

Chlorisondamine diiodide

Name: Chlorisondamine diiodide
Brand: SIGMA

≥98% (HPLC), nicotinic acetylcholine receptor antagonist, solid

Sinonimo/i:

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

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Informazioni su questo articolo

Formula empirica (notazione di Hill):

C₁₄H₂₀Cl₄I₂N₂

Numero CAS:

96750-66-2

Peso molecolare:

611.94

UNSPSC Code:

12352116

PubChem Substance ID:

24724443

NACRES:

NA.77

MDL number:

MFCD01074794

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

200

Storage condition:

protect from light

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Nome del prodotto

Chlorisondamine diiodide, ≥98% (HPLC), white, solid

Quality Level

200

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

Categorie correlate

Bioactive Small Molecules

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Questo articolo	SML1402	A9605	N8914
Sigma-Aldrich C5366 Chlorisondamine diiodide	Sigma-Aldrich SML1402 TCID	Sigma-Aldrich A9605 AC-93253 iodide	Sigma-Aldrich N8914 NSC308848
form solid	form powder	form solid	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility H₂O: ≥2 mg/mL, DMSO: >20 mg/mL	solubility DMSO: 5 mg/mL, clear	solubility DMSO: >10 mg/mL, H₂O: insoluble	solubility DMSO: >20 mg/mL
storage condition protect from light	storage condition -	storage condition desiccated	storage condition protect from light
color white	color white to light brown	color dark purple	color yellow

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

GHS07,GHS09

signalword

Warning

hcodes

H302,H400

pcodes

P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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

T Mori et al.

Molecular pharmacology, 59(4), 732-743 (2001-03-22)

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, drug actions on these systems are not necessarily the same as those seen on native

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

T Marenco et al.

British journal of pharmacology, 129(1), 147-155 (2000-02-29)

Chlorisondamine blocks central nicotinic receptors for many weeks via an unknown mechanism. Intracerebroventricular administration of [(3)H]-chlorisondamine in rats results in an anatomically restricted and persistent intracellular accumulation of radioactivity. The initial aim of the present study was to test whether

Nicotine prevents striatal dopamine loss produced by 6-hydroxydopamine lesion in the substantia nigra.

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

Rat brain CYP2B induction by nicotine is persistent and does not involve nicotinic acetylcholine receptors.

Jibran Y Khokhar et al.

Brain research, 1348, 1-9 (2010-07-06)

CYP2B is a drug-metabolizing enzyme expressed in the liver and brain that metabolizes a variety of centrally acting drugs (e.g. propofol, bupropion and nicotine), endogenous neurochemicals (e.g. serotonin and testosterone) and toxins (e.g. chlorpyrifos). Human CYP2B6 is found at higher

Sympathetic nervous system contributes to enhanced corticosterone levels following chronic stress.

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

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Numero articolo commerciale globale

SKU	GTIN
C5366-10MG	04061832081601
C5366-50MG	04061832081618

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