Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C27H34N4O.2C4H6O6 |
Molecular Weight | 730.7587 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H]([C@@H](O)C(O)=O)C(O)=O.O[C@H]([C@@H](O)C(O)=O)C(O)=O.NC(=O)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C3=CC=CC=C3)CC1)N4CCCCC4
InChI
InChIKey=ZYHLWGNTNPGKEZ-WBPXWQEISA-N
InChI=1S/C27H34N4O.2C4H6O6/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31;2*5-1(3(7)8)2(6)4(9)10/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32);2*1-2,5-6H,(H,7,8)(H,9,10)/t;2*1-,2-/m.11/s1
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/3283158Curator's Comment: Description was created based on several sources, including http://www.phadia.com/Global/ImmunoCAP%20Allergens/Product%20Leaflets/Product_Leaflet_c261_Pholcodine.pdf
http://www.ncbi.nlm.nih.gov/pubmed/23773349
Sources: http://www.ncbi.nlm.nih.gov/pubmed/3283158
Curator's Comment: Description was created based on several sources, including http://www.phadia.com/Global/ImmunoCAP%20Allergens/Product%20Leaflets/Product_Leaflet_c261_Pholcodine.pdf
http://www.ncbi.nlm.nih.gov/pubmed/23773349
Pholcodine is an opioid that has been widely used worldwide since 1950 for the treatment of non-productive cough in children and adults. Illicit drug.
Additionally Pholcodine is a marker for sensitization to neuromuscular blocking agents (NMBA) and is intended for use as a diagnostic tool in NMBA-induced anaphylaxis.
CNS Activity
Originator
Sources: Chabrier, P., Guidicelli, R. & Thuillier, J. (1950) Etude chimique, pharmacologique et clinique d’un nouveau skdatif de la toux: la morpholyethyimorphine (M.E.M.). Annales Pharmaceutiques Francais. 8, 26 1-273.
Curator's Comment: Reference was retrieved from: http://onlinelibrary.wiley.com/doi/10.1111/j.1365-2710.1988.tb00502.x/epdf
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P33535|||Q64064 Gene ID: 25601.0 Gene Symbol: Oprm1 Target Organism: Rattus norvegicus (Rat) Sources: http://www.ncbi.nlm.nih.gov/pubmed/1851921 |
|||
Target ID: P35372|||G8XRH8|||Q5TDA1|||Q9UN57 Gene ID: 4988.0 Gene Symbol: OPRM1 Target Organism: Homo sapiens (Human) Sources: http://www.ebi.ac.uk/chebi/searchId.do?chebiId=53579 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Pholcodine Linctus B.P. Approved UseCough |
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Diagnostic | ImmunoCAP® Allergen c261 Approved UseAnaphylaxis to neuromuscular blocking agents |
PubMed
Title | Date | PubMed |
---|---|---|
Automated multiple development thin-layer chromatography for separation of opiate alkaloids and derivatives. | 2005 Jul 8 |
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Validated toxicological determination of 30 drugs of abuse as optimized derivatives in oral fluid by long column fast gas chromatography/electron impact mass spectrometry. | 2005 Jun |
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Pholcodine stimulates a dramatic increase of IgE in IgE-sensitized individuals. A pilot study. | 2006 Jan |
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Immunoglobulin E antibodies to rocuronium: a new diagnostic tool. | 2007 Aug |
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Hypersensitivity reactions to neuromuscular blocking agents. | 2008 |
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The pholcodine story. | 2009 Aug |
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86278346
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100000174825
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75DS13SN11
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1325205-02-4
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ACTIVE MOIETY
SUBSTANCE RECORD