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H5136

Sigma-Aldrich

Hydromorphone hydrochloride

Synonym(s):

(5α)-4,5-Epoxy-3-hydroxy-17-methyl-morphinan-6-one hydrochloride, Hydromorphone HCl

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About This Item

Empirical Formula (Hill Notation):
C17H19NO3 · HCl
CAS Number:
71-68-1
Molecular Weight:
321.80
EC Number:
200-762-6
MDL number:
MFCD03427563
UNSPSC Code:
12352200
PubChem Substance ID:
24895673
NACRES:
NA.77

Quality Level

200

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: >10 mg/mL

application(s)

forensics and toxicology
veterinary

SMILES string

OC1=C(O2)C3=C(C[C@@H]4[C@@]5([H])[C@@]3([C@]2([H])C(CC5)=O)CCN4C)C=C1.[H]Cl

InChI

1S/C17H19NO3.ClH/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18;/h2,4,10-11,16,19H,3,5-8H2,1H3;1H/t10-,11+,16-,17-;/m0./s1

InChI key

XHILEZUETWRSHC-NRGUFEMZSA-N

Gene Information

human ... OPRM1(4988)

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Biochem/physiol Actions

Narcotic opiate analgesic; μ opioid receptor agonist.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H336

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 3

Target Organs

Central nervous system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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D L Cichewicz et al.
The Journal of pharmacology and experimental therapeutics, 289(2), 859-867 (1999-04-24)
The antinociceptive effects of various mu opioids given p.o. alone and in combination with Delta-9-tetrahydrocannabinol (Delta9-THC) were evaluated using the tail-flick test. Morphine preceded by Delta9-THC treatment (20 mg/kg) was significantly more potent than morphine alone, with an ED50 shift
H M Korani et al.
Veterinary and comparative orthopaedics and traumatology : V.C.O.T, 28(6), 409-416 (2015-10-10)
Evaluate variability associated with assessing changes in the position of uncemented femoral stems. Stem level, canal fill, stem angle, and version angle were measured on craniocaudal horizontal beam (CCHB) and open leg lateral (OLL) radiographic projections of the femur of
E M Costa et al.
Life sciences, 50(1), 73-81 (1992-01-01)
SH-SY5Y (human neuroblastoma) cultured cells, known to have mu-opioid receptors, have been used to assess and compare the ability of eight representative mu-selective compounds from diverse opioid families to recognize and activate these receptors. A wide range of receptor affinities
P Sacerdote et al.
British journal of pharmacology, 121(4), 834-840 (1997-06-01)
1. Although it is well known that morphine induces significant immunosuppression, the potential immunosuppressive activity of morphine derived drugs commonly used in the treatment of pain (codeine, hydromorphone, oxycodone) has never been evaluated. 2. We evaluated in the mouse the

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