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C5366

Sigma-Aldrich

Chlorisondamine diiodide

≥98% (HPLC), white, solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C14H20Cl4I2N2
Numéro CAS:
96750-66-2
Poids moléculaire :
611.94
Numéro MDL:
MFCD01074794
Code UNSPSC :
12352116
ID de substance PubChem :
24724443
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

protect from light

Couleur

white

Solubilité

H2O: ≥2 mg/mL
DMSO: >20 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

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
  • as an irreversible nicotinic acetylcholine(nAChR) blocker to pre-treat brain samples to test its effect on cytochrome P450 2B (CYP2B) induction
  • as a ganglionic blocker to test its effect on regulating corticosterone levels in rat with chronic stress

Actions biochimiques/physiologiques

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

Caractéristiques et avantages

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.

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H302,H400

Conseils de prudence

P273 - P301 + P312 + P330

Classification des risques

Acute Tox. 4 Oral - Aquatic Acute 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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
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
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
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
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.)
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