Naltrexone Hydrochloride

HCID 5485201CAS 16676-29-2

基本情報

標準SMILES
Cl.O=C1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3CC2CC2)[C@H]1O5
InChIKey
RHBRMCOKKKZVRY-ITLPAZOVSA-N
分子式
C20H24ClNO4
平均分子量
377.9 g/mol
単同位体質量
377.13938593

概要

Naltrexone hydrochloride is a hydrochloride obtained by reaction of oxycodone with one molar equivalent of hydrochloric acid. it is a -opioid receptor antagonist that is used to treat alcohol dependence. It has a role as a central nervous system depressant, a mu-opioid receptor antagonist and an antidote to opioid poisoning. It contains a naltrexone(1+).

名称と識別子

優先名称
Naltrexone Hydrochloride
IUPAC
(4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;hydrochloride

名称と別名

Naltrexone hydrochloride16676-29-2Naltrexone HclDepadenaltrexone.HClEn 1639AEN-1639AN-Cyclopropylmethyl-noroxymorphone hydrochlorideZ6375YW9SFEN-1639A (AS HYDROCHLORIDE)(5alpha)-17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride17-(Cyclopropylmethyl)-4,5-alpha-epoxy-3,14-dihydroxy-morphinan-6-one hydrochloride
名称をさらに表示
Naltrexone hydrochloride (USP)Naltrexone hydrochloride [USP]CHEBI:134687DTXSID50937236TROXYCA COMPONENT NALTREXONE HYDROCHLORIDECONTRAVE COMPONENT NALTREXONE HYDROCHLORIDETrexonilRefChem:56740

データベース識別子

CAS
16676-29-2
PubChem CID
5485201
DTXSID
DTXSID50937236
ChEMBL
CHEMBL1201149
ChEBI
CHEBI:134687
UNII
Z6375YW9SF
EC Number
240-723-0

物性

構造計算による物性

極性表面積
70 Ų
水素結合供与体数
3
水素結合受容体数
5
回転可能結合数
2
重原子数
26

実験および物理化学的性質

Solubility>56.7 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 3 件

Breast Feeding; Lactation; Milk, Human; Alcohol Deterrents; Narcotic Antagonists

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal DrugsActive Ingredients (Naltrexone Hydrochloride) -> FDA Greenbook
Collision Cross Section176 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P233, P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P333+P317, P342+P316, P362+P364, P403, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 83 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (97.6%)

毒性情報

TreatmentPatients should be treated symptomatically in a closely supervised environment. (L1712)
Health Effects · 1 件

Tolerance can develop, in which the person needs larger doses to achieve the desired effect; this can lead to overdose and death. Accidents or injury can also occur due to the side effects of loss of coordination, slowed reaction time, sleepiness and impaired judgment. Drugs in this category have a high potential for physical and psychological dependence.

Exposure RoutesAlthough well absorbed orally, naltrexone is subject to significant first pass metabolism with oral bioavailability estimates ranging from 5 to 40%.
Toxicity Summary · 1 件

Naltrexone is a pure opiate antagonist and has little or no agonist activity. The mechanism of action of naltrexone in alcoholism is not understood; however, involvement of the endogenous opioid system is suggested by preclinical data. Naltrexone is thought to act as a competitive antagonist at mc, kappa, and delta receptors in the CNS, with the highest affintiy for the mu receptor. Naltrexone competitively binds to such receptors and may block the effects of endogenous opioids. This leads to the antagonization of most of the subjective and objective effects of opiates, including respiratory depression, miosis, euphoria, and drug craving. The major metabolite of naltrexone, 6-beta-naltrexol, is also an opiate antagonist and may contribute to the antagonistic activity of the drug.

Signs and SymptomsHigh doses of naltrexone (generally ≥1,000 mg/kg) produce salivation, depression/reduced activity, tremors, and convulsions.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Hepatic. When administered orally, naltrexone undergoes extensive biotransformation and is metabolized to 6 beta-naltrexol (which may contribute to the therapeutic effect) and other minor metabolites. Route of Elimination: Both parent drug and metabolites are excreted primarily by the kidney (53% to 79% of the dose), however, urinary excretion of unchanged naltrexone accounts for less than 2% of an oral dose and fecal excretion is a minor elimination pathway. The renal clearance for naltrexone ranges from 30 to 127 mL/min and suggests that renal elimination is primarily by glomerular filtration. Half Life: 4 hours for naltrexone and 13 hours for the active metabolite 6 beta-naltrexol.

FDA Pharmacological Classification · 2 件

NALTREXONE HYDROCHLORIDE

Opioid Antagonists [MoA]; Opioid Antagonist [EPC]

MeSH Pharmacological Classification · 2 件

Substances interfering with the metabolism of ethyl alcohol, causing unpleasant side effects thought to discourage the drinking of alcoholic beverages. Alcohol deterrents are used in the treatment of alcoholism.

Agents inhibiting the effect of narcotics on the central nervous system.

用途と製造

Uses · 1 件

Used as an adjunct to a medically supervised behaviour modification program in the maintenance of opiate cessation in individuals who were formerly physically dependent on opiates and who have successfully undergone detoxification. Also used for the management of alcohol dependence in conjunction with a behavioural modification program.

Use ClassificationAnimal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

関連反応

7 件

関連ノート

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