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Merck
CN

Y0000798

Pholcodine for peak identification

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Pholcodine

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About This Item

Empirical Formula (Hill Notation):
C23H30N2O4
CAS Number:
509-67-1
Molecular Weight:
398.50
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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grade

pharmaceutical primary standard

API family

pholcodine

manufacturer/tradename

EDQM

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal); Kábítószer / Narcotic Drug (Hungary), 78/2022. (XII. 28.) BM rendelet

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

N6(CCOCC6)CCOc1c2c3c(cc1)C[C@H]4N(CC[C@]53[C@@H](O2)[C@H](C=CC54)O)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

InChI key

GPFAJKDEDBRFOS-SLITUTQKSA-N

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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

Pholcodine for peak identification 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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品
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E Florvaag et al.
Allergy, 61(1), 49-55 (2005-12-21)
A previous study showed a relation between pholcodine (PHO) consumption, prevalence of IgE-sensitization to PHO, morphine (MOR) and suxamethonium (SUX) and anaphylaxis to neuromuscular blocking agents (NMBA). The purpose of this pilot study was to explore the effect on IgE
Didier G Ebo et al.
Anesthesiology, 107(2), 253-259 (2007-08-02)
Diagnosis of allergy from neuromuscular blocking agents is not always straightforward. The objectives of the current study were to investigate the value of quantification of immunoglobulin E (IgE) by ImmunoCAP (Phadia AB, Uppsala, Sweden) in the diagnosis of rocuronium allergy
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
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
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
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