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SML0319

Sigma-Aldrich

Caramiphen hydrochloride

≥98% (HPLC)

Synonyme(s) :

2-(Diethylamino)ethyl 1-phenylcyclopentane-1-carboxylate hydrochloride, Caramiphenium chloride salt, G 2747, Panparnit, Parpanil, Parpanit, Pentaphen, Pentaphene hydrochloride

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About This Item

Formule empirique (notation de Hill):
C18H27NO2 · HCl
Numéro CAS:
125-85-9
Poids moléculaire :
325.87
Numéro MDL:
MFCD00242608
Code UNSPSC :
12352200
ID de substance PubChem :
329825324
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

H2O: ≥5 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

Cl.CCN(CC)CCOC(=O)C1(CCCC1)c2ccccc2

InChI

1S/C18H27NO2.ClH/c1-3-19(4-2)14-15-21-17(20)18(12-8-9-13-18)16-10-6-5-7-11-16;/h5-7,10-11H,3-4,8-9,12-15H2,1-2H3;1H

Clé InChI

MUPNXGNOIBYHSG-UHFFFAOYSA-N

Application

Caramiphen hydrochloride has been used to test its inhibitory effect on voltage-gated Na+ currents using the patch-clamp method.

Actions biochimiques/physiologiques

Caramiphen hydrochloride is non-narcotic and possesses many biological functionalities of being antitussive, anticonvulsive, and neuroprotective. It induces sensory block and displays less toxicity when compared to bupivacaine. The local anesthetic functionality of caramiphen is mediated by its inhibitory effect on voltage-gated Na+ currents.
Caramiphen is an anti-muscarinic similar to atropine; muscarinic acetylcholine receptor antagonist. Caramiphen is commonly used as a cough suppresant, but is also administered for the treatment of Parkinson′s disease. The compound has also been shown to have anti-depressant properties that may involve inhibition of G protein-coupled inwardly rectifying potassium channel GIRK.

Caractéristiques et avantages

This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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

R L Hudkins et al.
European journal of pharmacology, 231(3), 485-488 (1993-02-16)
Caramiphen, iodocaramiphen and nitrocaramiphen were examined for affinity at the muscarinic M1, M2 and M3 receptor subtypes in radioligand binding assays. Caramiphen binds with high affinity at the M1 site labeled by [3H]pirenzepine in rat cortex (Ki = 1.2 nM)
Shahaf Katalan et al.
Archives of toxicology, 87(2), 347-360 (2012-10-12)
Sarin, a potent organophosphate cholinesterase inhibitor, induces an array of toxic effects including convulsions. Many antidotal treatments contain anticonvulsants to block seizure activity and the ensuing brain damage. Magnesium sulfate (MGS) is used to suppress eclamptic seizures in pregnant women
[Scientific raisins from 125 years SMW (Swiss Medical Weekly). On Parpanit, a new agents which modifies extrapyramidal motor disorders. 1946].
E Grünthal
Schweizerische medizinische Wochenschrift, 125(41), 1959-1961 (1995-10-14)
Ben Avi Weissman et al.
Toxicology and applied pharmacology, 232(2), 351-358 (2008-08-06)
Potent cholinesterase inhibitors (e.g., soman, sarin), induce a wide range of deleterious effects including convulsions, behavioral impairments and ultimately, death. Due to the likelihood of various scenarios of military or terrorist attacks by these and other chemical weapons, research has
T H Figueiredo et al.
British journal of pharmacology, 164(5), 1495-1505 (2011-04-14)
Caramiphen is a muscarinic antagonist with potent anticonvulsant properties. Here, we investigated the efficacy of caramiphen against behavioural seizures and neuropathology induced by the nerve agent soman, and revealed two mechanisms that may underlie the anticonvulsant efficacy of caramiphen. Rats
Afficher tous les articles scientifiques apparentés

Articles

Muscarinic Acetylcholine Receptors

Muscarinic acetylcholine receptors mediate acetylcholine actions in CNS and non-nervous tissues, crucial for cell signaling.

Muscarinic Acetylcholine Receptors

Muscarinic acetylcholine receptors mediate acetylcholine actions in CNS and non-nervous tissues, crucial for cell signaling.

Muscarinic Acetylcholine Receptors

Muscarinic acetylcholine receptors mediate acetylcholine actions in CNS and non-nervous tissues, crucial for cell signaling.

Muscarinic Acetylcholine Receptors

Muscarinic acetylcholine receptors mediate acetylcholine actions in CNS and non-nervous tissues, crucial for cell signaling.

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