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C5901

Supelco

Codeine monohydrate

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C18H21NO3 · H2O
CAS Number:
Molecular Weight:
317.38
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Agency

EPA 1694

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

CN1[C@H](C2)[C@@]3([H])[C@@]4(CC1)C5=C2C=CC(OC)=C5O[C@@]4([H])[C@@H](O)C=C3.O

InChI

1S/C18H21NO3.H2O/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;/h3-6,11-13,17,20H,7-9H2,1-2H3;1H2/t11-,12+,13-,17-,18-;/m0./s1

InChI key

WRRSFOZOETZUPG-FFHNEAJVSA-N

Application

Codeine monohydrate has been used as a standard in the quantitative analysis of codeine by using different types of protein assays like biuret, bicinchoninic acid (BCA), coomassie brilliant blue (CBB) , pyrogallol red–molybdate (PRM) assay, Lowry assay and benzethonium chloride (BEC) assay, while relating the effective response of the drug with the type of assay.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Weak narcotic analgesic, perhaps due to conversion to morphine, with minimal hypnotic properties; potent antitussive

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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An evaluation of protein assays for quantitative determination of drugs.
Williams K M, et al.
Journal of Biochemical and Biophysical Methods, 57(1), 45-55 (2003)
Is it farewell to codeine?
Brian J Anderson
Archives of disease in childhood, 98(12), 986-988 (2013-08-27)
Lauren E Kelly et al.
Therapeutic drug monitoring, 34(3), 249-256 (2012-05-10)
Codeine is an old and commonly used analgesic agent for mild to moderate pain. It is the prototypical "prodrug" in that its analgesic effect is almost wholly dependent on its biotransformation to morphine, a process that is mediated by the
Marieke Nauta et al.
American journal of surgery, 198(2), 256-261 (2009-07-25)
Cesarean section, episiotomy, and third and perineal tears are associated with significant tissue damage, causing pain in the immediate postpartum period. The current standard in North America is to prescribe oral acetaminophen/codeine (A + C) for postpartum pain. Codeine has
Parvaz Madadi et al.
Pharmacogenomics, 9(9), 1267-1284 (2008-09-11)
Codeine has been used medicinally since the 1800s as an analgesic and antitussive agent. Although very few studies have methodically examined the safety of codeine use in the pediatric age group, it is nonetheless commonly prescribed to children and breastfeeding

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