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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
Structure of PIRITRAMIDE DITARTRATE

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

HIDE SMILES / InChI

Description
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.

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P33535|||Q64064
Gene ID: 25601.0
Gene Symbol: Oprm1
Target Organism: Rattus norvegicus (Rat)
Target ID: P35372|||G8XRH8|||Q5TDA1|||Q9UN57
Gene ID: 4988.0
Gene Symbol: OPRM1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Pholcodine Linctus B.P.

Approved Use

Cough
Diagnostic
ImmunoCAP® Allergen c261

Approved Use

Anaphylaxis to neuromuscular blocking agents
PubMed

PubMed

TitleDatePubMed
Automated multiple development thin-layer chromatography for separation of opiate alkaloids and derivatives.
2005 Jul 8
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
Pholcodine stimulates a dramatic increase of IgE in IgE-sensitized individuals. A pilot study.
2006 Jan
Immunoglobulin E antibodies to rocuronium: a new diagnostic tool.
2007 Aug
Hypersensitivity reactions to neuromuscular blocking agents.
2008
The pholcodine story.
2009 Aug

Sample Use Guides

Syrup (1mg/ml pholcodine) Two 5 ml spoonfuls 3 or 4 times a day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
PIRITRAMIDE DITARTRATE
Common Name English
Piritramide hydrogentartrate [WHO-DD]
Common Name English
PIRITRAMIDE HYDROGEN TARTRATE
Common Name English
(1,4'-BIPIPERIDINE)-4'-CARBOXAMIDE, 1'-(3-CYANO-3,3-DIPHENYLPROPYL)-, (2R,3R)-2,3-DIHYDROXYBUTANEDIOATE (1:2)
Systematic Name English
Code System Code Type Description
PUBCHEM
86278346
Created by admin on Sat Dec 16 01:01:24 GMT 2023 , Edited by admin on Sat Dec 16 01:01:24 GMT 2023
PRIMARY
SMS_ID
100000174825
Created by admin on Sat Dec 16 01:01:24 GMT 2023 , Edited by admin on Sat Dec 16 01:01:24 GMT 2023
PRIMARY
FDA UNII
75DS13SN11
Created by admin on Sat Dec 16 01:01:24 GMT 2023 , Edited by admin on Sat Dec 16 01:01:24 GMT 2023
PRIMARY
CAS
1325205-02-4
Created by admin on Sat Dec 16 01:01:24 GMT 2023 , Edited by admin on Sat Dec 16 01:01:24 GMT 2023
PRIMARY