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H4516

Sigma-Aldrich

Hydrocodone (+)-bitartrate salt

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
EC Number:
205-608-1
MDL number:
MFCD00078557
UNSPSC Code:
51111800
PubChem Substance ID:
24895519
NACRES:
NA.77
To inquire about this product H4516, please contact your local Merck office or dealer. Contact Technical Service

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

solubility

H2O: 62 mg/mL
ethanol: soluble

application(s)

forensics and toxicology
veterinary

originator

Abbott

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

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

InChI key

OJHZNMVJJKMFGX-BWCYBWMMSA-N

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.

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
SLCN4438
SLCH9630
047F0128V
047F0128

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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)
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
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

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