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Merck
CN

SML0319

Caramiphen hydrochloride

≥98% (HPLC)

Synonym(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

Empirical Formula (Hill Notation):
C18H27NO2 · HCl
CAS Number:
125-85-9
Molecular Weight:
325.87
NACRES:
NA.77
PubChem Substance ID:
329825324
UNSPSC Code:
12352200
MDL number:
MFCD00242608
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

Caramiphen hydrochloride, ≥98% (HPLC)

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

SMILES string

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

InChI key

MUPNXGNOIBYHSG-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: ≥5 mg/mL

storage temp.

2-8°C

Quality Level

100

Application

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

Biochem/physiol Actions

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 a muscarinic acetylcholine receptor antagonist.
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.

Features and Benefits

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000063765
096M4624V
042M4601V

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Trond Myhrer et al.
Neurotoxicology, 34, 128-134 (2012-11-21)
Microinfusion of anticonvulsants into the perirhinal cortex through 1 guide cannula in each hemisphere only invades a small area of this seizure controlling site in rats exposed to soman. The purpose of the present study was to examine whether infusions
M Gavend et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 49(10), 456-464 (1995-01-01)
Male Sprague-Dawley rats were trained to discriminate dextromethorphan (DM, 30 mg/kg, ip) from saline using a standard two-lever, fixed ratio 10, food reinforcement procedure. The DM-saline discrimination was acquired, and a range of doses of DM produced a dose-related generalization
Ching-Hsia Hung et al.
Regional anesthesia and pain medicine, 37(1), 34-39 (2011-12-14)
Caramiphen produces spinal anesthesia; caramiphen and carbetapentane have never been tested as infiltrative cutaneous analgesic. The aim of this study was to compare cutaneous analgesia of caramiphen and carbetapentane with bupivacaine and evaluated their central nervous system and cardiovascular toxicity.
Ben Avi Weissman et al.
Toxicology, 290(2-3), 149-155 (2011-10-08)
Some organophosphorus compounds (OPs) are nerve agents that continue to concern military personnel and civilians as potential battlefield and terrorist threats. Additionally, OPs are used in agriculture where they are associated with numerous cases of intentional and accidental misuse. These
M K Schultz et al.
Toxicology and applied pharmacology, 259(3), 376-386 (2012-02-09)
Therapy of seizure activity following exposure to the nerve agent soman (GD) includes treatment with the anticonvulsant diazepam (DZP), an allosteric modulator of γ-aminobutyric acid A (GABA(A)) receptors. However, seizure activity itself causes the endocytosis of GABA(A) receptors and diminishes
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Articles

Muscarinic Acetylcholine Receptors

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

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