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Merck
CN

H4516

Hydrocodone (+)-bitartrate salt

μ opioid receptor agonist

Synonym(s):

4,5-Epoxy-3-methoxy-17-methyl-5α-morphinan-6-one (2R,3R)-2,3-dihydroxybutanedioate (1:1)

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About This Item

Empirical Formula (Hill Notation):
C18H21NO3 · C4H6O6
CAS Number:
143-71-5
Molecular Weight:
449.45
NACRES:
NA.77
PubChem Substance ID:
24895519
UNSPSC Code:
51111800
EC Number:
205-608-1
MDL number:
MFCD00078557

Key Documents

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Product Name

Hydrocodone (+)-bitartrate salt,

InChI key

OJHZNMVJJKMFGX-BWCYBWMMSA-N

InChI

1S/C18H21NO3.C4H6O6/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;5-1(3(7)8)2(6)4(9)10/h3,6,11-12,17H,4-5,7-9H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/t11-,12+,17-,18-;1-,2-/m01/s1

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.[H][C@]12CCC(=O)[C@]3([H])Oc4c(OC)ccc5C[C@H]1N(C)CC[C@@]23c45

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

Quality Level

200

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

solubility

H2O: 62 mg/mL, ethanol: soluble

application(s)

forensics and toxicology
veterinary

originator

Abbott

Related Categories

Biochem/physiol Actions

μ opioid receptor agonist; narcotic analgesic and antitussive.

Features and Benefits

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000491096
0000491096
SLCN4438
SLCH9630
047F0128V

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C J Kotzer et al.
The Journal of pharmacology and experimental therapeutics, 292(2), 803-809 (2000-01-20)
In this study, the activity of the delta-opioid receptor subtype-selective agonist, SB 227122, was investigated in a guinea pig model of citric acid-induced cough. Parenteral administration of selective agonists of the delta-opioid receptor (SB 227122), mu-opioid receptor (codeine and hydrocodone)
D M Tomkins et al.
The Journal of pharmacology and experimental therapeutics, 280(3), 1374-1382 (1997-03-01)
Humans that lack cytochrome P450 2D6 (CYP2D6) activity may have an altered risk of drug dependence or abuse because this enzyme is important in the metabolism of some drugs of abuse, including hydrocodone. In rats, hydrocodone conversion to hydromorphone is
Z R Chen et al.
Life sciences, 48(22), 2165-2171 (1991-01-01)
The binding affinity to the mu receptor of some opioids chemically related to morphine and some of their metabolites was examined in rat brain homogenates with 3H-DAMGO. The chemical group at position 6 of the molecule had little effect on

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