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Merck

C5901

Supelco

Codeine monohydrate

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C18H21NO3 · H2O
CAS Number:
6059-47-8
Molecular Weight:
317.38
MDL number:
MFCD01940504
UNSPSC Code:
41116107
PubChem Substance ID:
329775106
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

200

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)
kontrollierte Droge in Deutschland

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

Gene Information

human ... CYP2D6(1565), OPRD1(4985), OPRK1(4986), OPRM1(4988)
rat ... Cyp2d1(266684), Cyp2d2(25053), Cyp2d3(24303), Cyp2d4v1(171522)

Related Categories

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

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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)

Lot/Batch Number
SLBP3955V
SLBM7029V
SLBH9849V
SLBF7351V
SLBD2068V

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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)
K Krause et al.
Allergy, 68(2), 256-258 (2013-01-17)
Platelet-activating factor (PAF) causes wheal and flare responses which are abrogated by H1-antihistamines giving rise to the hypothesis that PAF-induced wheal development is secondary to histamine release from dermal mast cells. But is this hypothesis correct? Wheal and flare responses
Codeine phosphate in paediatric medicine.
D G Williams et al.
British journal of anaesthesia, 86(3), 413-421 (2001-09-28)
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
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
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