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Merck
CN

A0325200

Alcuronium chloride

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

N,N′-Diallylnortoxiferinium dichloride

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About This Item

Empirical Formula (Hill Notation):
C44H50Cl2N4O2
CAS Number:
15180-03-7
Molecular Weight:
737.80
MDL number:
MFCD01711239
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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grade

pharmaceutical primary standard

API family

alcuronium

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

SMILES string

[Cl-].[Cl-].[N+]21([C@@H]3C4([C@H]5N(c%11c4cccc%11)\C=C6/[C@@H]7N(c8c(cccc8)C97[C@H]%10[N+](CC9)(C\C(=C\CO)\C/6C%10)CC=C)\C=C/5\C(C3)\C(=C/CO)\C2)CC1)CC=C

InChI

1S/C44H50N4O2.2ClH/c1-3-17-47-19-15-43-35-9-5-7-11-37(35)45-26-34-32-24-40-44(16-20-48(40,18-4-2)28-30(32)14-22-50)36-10-6-8-12-38(36)46(42(34)44)25-33(41(43)45)31(23-39(43)47)29(27-47)13-21-49;;/h3-14,25-26,31-32,39-42,49-50H,1-2,15-24,27-28H2;2*1H/q+2;;/p-2/b29-13-,30-14-,33-25-,34-26-;;/t31?,32?,39-,40-,41-,42-,43?,44?,47?,48?;;/m0../s1

InChI key

CPYGBGOXCJJJGC-ZHNYPADJSA-L

Related Categories

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Alcuronium chloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Precautionary Statements

P301 + P330 + P331 + P310

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

涉药品监管产品
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Maike Wedig et al.
Journal of pharmaceutical and biomedical analysis, 28(5), 983-990 (2002-06-01)
Alcuronium, a neuromuscular blocking drug, was recently introduced to the European Pharmacopoeia. A HPLC method is described to limit the impurities of alcuronium, namely the diallylcaracurine (DAC) and the allyl-Wieland-Gumlich-aldehyde (WCA), to less than 0.5%. Since alcuronium and all impurities
J Ellis et al.
Molecular pharmacology, 58(6), 1451-1460 (2000-11-28)
A series of ligands that allosterically modulate the binding of classical ligands to muscarinic receptors was evaluated at wild-type and chimeric receptors. All of the ligands studied had highest affinity toward the M(2) subtype and lowest affinity toward the M(5)
Katrin Zahn et al.
The Journal of pharmacology and experimental therapeutics, 301(2), 720-728 (2002-04-19)
Previous studies on allosteric interactions at muscarinic receptors have often focused on ligand-receptor binding interactions, because ligand binding seemed to reflect functional consequences. The prototypal allosteric agent alcuronium is known to bind with similar affinity to the M(2) subtype of
K Mohr et al.
Receptors & channels, 9(4), 229-240 (2003-08-02)
Allosteric modulation of G protein-coupled receptors has been intensively studied at muscarinic acetylcholine receptors. Findings made with archetypal allosteric agents such as gallamine, alcuronium, and bis(ammonio)alkane-type agents revealed that binding of orthosteric ligands that attach to the acetylcholine site can
V Dolezal et al.
British journal of pharmacology, 124(6), 1213-1218 (1998-08-28)
1. Radioligand binding experiments indicate that the affinity of muscarinic receptors for their agonists may be enhanced by allosteric modulators. We have now investigated if brucine can enhance the inhibitory effects of muscarinic receptor agonists on the electrically evoked release
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