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Key Documents

Y0000798

Pholcodine for peak identification

European Pharmacopoeia (EP) Reference Standard

Synonym(e):

Pholcodin

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About This Item

Empirische Formel (Hill-System):
C23H30N2O4
CAS-Nummer:
509-67-1
Molekulargewicht:
398.50
UNSPSC-Code:
41116107
NACRES:
NA.24

Qualität

pharmaceutical primary standard

API-Familie

pholcodine

Hersteller/Markenname

EDQM

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

Anwendung(en)

pharmaceutical (small molecule)

Format

neat

Lagertemp.

2-8°C

InChI

1S/C23H30N2O4/c1-24-7-6-23-16-3-4-18(26)22(23)29-21-19(5-2-15(20(21)23)14-17(16)24)28-13-10-25-8-11-27-12-9-25/h2-5,16-18,22,26H,6-14H2,1H3/t16?,17-,18+,22+,23+/m1/s1

InChIKey

GPFAJKDEDBRFOS-SLITUTQKSA-N

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Allgemeine Beschreibung

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.

Anwendung

Pholcodine for peak identification EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Verpackung

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

Sonstige Hinweise

Sales restrictions may apply.

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Preisangaben

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number

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S G O Johansson et al.
Allergy, 65(4), 498-502 (2009-10-03)
The aim of this study was to test, on a multinational level, the pholcodine (PHO) hypothesis, i.e. that the consumption of PHO-containing cough mixtures could cause higher prevalence of IgE antibodies to PHO, morphine (MOR) and suxamethonium (SUX). As a
Pholcodine caused anaphylaxis in Sweden 30 years ago.
S G O Johansson et al.
Allergy, 64(5), 820-821 (2009-02-13)
Oliver M Denk et al.
The Journal of pharmacy and pharmacology, 54(1), 87-98 (2002-02-07)
Previously, a dimorpholinoethyl pholcodine manufacturing impurity was reported to be present in some samples of pholcodine. Apart from this impurity and morphine, other unknown impurities were detected in all the samples analysed by HPLC and micellar electrokinetic capillary chromatography. In
E Florvaag et al.
Allergy, 66(7), 955-960 (2011-01-19)
IgE-mediated anaphylaxis to neuromuscular blocking agents (NMBA), frequent in Norway, was proposed to be caused by exposure to pholcodine (PHO) carrying the allergenic quarternary ammonium ion epitope. Consequently, the PHO-containing drug was withdrawn from the market in March 2007. Describe
M Jairaj et al.
Xenobiotica; the fate of foreign compounds in biological systems, 32(12), 1093-1107 (2003-02-21)
1. Pholcodine (3-morpholinoethylmorphine), a semi-synthetic alkaloid, is widely used as an antitussive agent. 2. Norpholcodine [7,8-didehydro-4,5alpha-epoxy-3-(2-morpholinoethoxy)morphinan-6alpha-ol] (NP) and pholcodine-N-oxide [1(9a)-dehydro-(4aR,5S,7aR,9cS,12S)-4a,5,7a,8,9,9a-hexahydro-5-hydroxy-12-methyl-3-morpholinoethoxy-1H-8,9,c-(iminoethano)phenanthro[4,5-bcd] furan-12-oxide] (PNOX) were identified in incubations of pholcodine with freshly isolated rat hepatocytes by liquid chromatography/electrospray-mass spectrometry (LC/ESI-MS). 3. Synthesized
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