ChemSpider 2D Image | Naloxone hydrochloride | C19H22ClNO4

Naloxone hydrochloride

  • Molecular FormulaC19H22ClNO4
  • Average mass363.835 Da
  • Monoisotopic mass363.123749 Da
  • ChemSpider ID4576530

  • defined stereocentres - 4 of 4 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(-)-N-Allyl-14-hydroxynordihydromorphinone hydrochloride
(1S,5R,13R,17S)-10,17-dihydroxy-4-prop-2-én-1-yl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadéca-7(18),8,10-trién-14-one chlorhydrate [French]
(1S,5R,13R,17S)-10,17-dihydroxy-4-prop-2-en-1-yl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one hydrochloride
(1S,5R,13R,17S)-10,17-Dihydroxy-4-prop-2-en-1-yl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-onhydrochlorid [German]
(5α)-17-Allyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one hydrochloride (1:1) [ACD/IUPAC Name]
(5α)-17-Allyl-3,14-dihydroxy-4,5-epoxymorphinan-6-onhydrochlorid (1:1) [German] [ACD/IUPAC Name]
(5α)-17-Allyl-3,14-dihydroxy-4,5-époxymorphinane-6-one, chlorhydrate (1:1) [French] [ACD/IUPAC Name]
(5α)-17-Allyl-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
(5α)-3,14-dihydroxy-17-(prop-2-en-1-yl)-4,5-epoxymorphinan-6-one hydrochloride (1:1)
(5α)-3,14-dihydroxy-17-prop-2-en-1-yl-4,5-epoxymorphinan-6-one hydrochloride
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

EN 15304 [DBID]
F850569PQR [DBID]
NIH 7890 [DBID]
UNII-F850569PQR [DBID]
D01340 [DBID]
MLS000069540 [DBID]
N7758_SIGMA [DBID]
Prestwick_879 [DBID]
SMR000058766 [DBID]
UNII:F850569PQR [DBID]
  • References
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A hydrochloride resulting from the formal reaction of equimolar amounts of naloxone and hydrogen chloride. A specific opioid antagonist, it is used to reverse the effects of opioids, both following th eir use of opioids during surgery and in cases of known or suspected opioid overdose. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:31892, CHEBI:31892

    • Bio Activity:

      <p>Competitive opioid receptor antagonist with high affinity at &micro;-opioid receptors. Blocks effects of opiods. Induces acute withdrawal state in opiate-dependent models.</p> <p>Active <em>in vivo</em>.</p> Hello Bio HB2451
      7-TM Receptors Tocris Bioscience 599
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB2451
      Broad spectrum opioid antagonist Tocris Bioscience 0599, 599
      Competitive opioid receptor antagonist Hello Bio HB2451
      GPCR/G protein MedChem Express HY-17417
      GPCR/G protein; Neuronal Signaling; MedChem Express HY-17417
      Miscellaneous/Non-selective Opioids Tocris Bioscience 599
      Naloxone Hcl is a widely used opioid antagonist with an IC50 value of 3 nM (antagonized ACTH stimulation of cortisol). MedChem Express
      Naloxone Hcl is a widely used opioid antagonist with an IC50 value of 3 nM (antagonized ACTH stimulation of cortisol).; IC50 Value: 3 nM; Target: Opioid receptor; Opioid-related constipation is one of the most frequent side effects of chronic pain treatment. MedChem Express HY-17417
      Naloxone Hcl is a widely used opioid antagonist with an IC50 value of 3 nM (antagonized ACTH stimulation of cortisol).;IC50 Value: 3 nM;Target: Opioid receptorOpioid-related constipation is one of the most frequent side effects of chronic pain treatment. Enteral administration of naloxone blocks opioid action at the intestinal receptor level but has low systemic bioavailability due to marked hepatic first-pass metabolism[4].;In vitro: The crystal structure of anhydrous naloxonehydrochloride forms one-dimensional chains through hydrogen bonds. Compound crystallize in the orthorhombic space group P2(1)2(1)2(1) with lattice parameters of a = 14.6588(10) A, b = 17.4363(9) A, c = 7.96200(22) A, and V = 2035.06(23) A(3) for naloxone hydrochloride[2].;In vivo: animals received an intravenous bolus of either naloxone (2.0 mg/kg with constant infusion of 1.7 mg/kg/h, n = 8), YM-14673 (1.0 mg/kg, n = 8), or saline (n = 8). Although naloxone caused a modest and nonsignificant increase in MedChem Express HY-17417
      Opioid antagonist. Tocris Bioscience 0599, 599
      Opioid Receptor MedChem Express HY-17417
      Opioid Receptors Tocris Bioscience 599
      Receptors & Transporters/G protein coupled receptors/Opioid/Miscellaneous Hello Bio HB2451
      Receptors & Transporters/G protein coupled receptors/Opioid/Non-selective Hello Bio HB2451

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

No predicted properties have been calculated for this compound.

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