Naltrexone hydrochloride CAS 16676-29-2

Introduction:Basic information about Naltrexone hydrochloride CAS 16676-29-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Naltrexone hydrochloride Basic information

Product Name:Naltrexone hydrochloride
Synonyms:N-CYCLOPROPYLMETHYL-14-HYDROXYDI-HYDROMORPHINONE HYDROCHLORIDE;NALTREXONE HYDROCHLORIDE;(5alpha)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride;(5A)-17-(CYCLOPROPYLMETHYL)-4,5-EPOXY-3,14-DIHYDROMORPHINAN-6-ONE HYDROCHLORIDE;17-(cyclopropylmethyl)-4,5-alpha-epoxy-3,14-dihydroxy-morphinan-6-onehydroch;17-(cyclopropylmethyl)-4,5-alpha-epoxy-3,14-dihydroxy-morphinan-6-onhydr;17-(cyclopropylmethyl)-4,5-alpha-oxy-3,14-dihydoxy-morphinan-6-onhydrochlo;17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxy-morphinan-6-onhydrochlor
CAS:16676-29-2
MF:C20H24ClNO4
MW:377.87
EINECS:240-723-0
Product Categories:Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Antagonists;Opioids;Pharmacologicals;Enzyme Inhibitors;Enzyme Inhibitors by Type;Other;Opioid receptor and opioid-like receptor
Mol File:16676-29-2.mol

Naltrexone hydrochloride Chemical Properties

Melting point 274-2760C
storage temp. 2-8°C
solubility H2O: 50 mg/mL, clear, colorless
form powder
color White to Off-White
Water Solubility Soluble in water at 50mg/ml.
Sensitive Light Sensitive
Merck 13,6389
BRN 3580333
InChIKeyRHBRMCOKKKZVRY-LNTCFJBQNA-N
SMILESO[C@]12CCC(=O)[C@]3([H])OC4=C(C=CC5C[C@@]1([H])N(CC1CC1)CC[C@@]23C4=5)O.Cl |&1:1,6,15,24,r|
CAS DataBase Reference16676-29-2(CAS DataBase Reference)

Safety Information

Hazard Codes Xn
Risk Statements 22
Safety Statements 22-36
WGK Germany 3
RTECS QD2160000
8-10
HS Code 2932.99.7000
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Toxicityguinea pig,LD50,oral,1490mg/kg (1490mg/kg),Medicamentos de Actualidad. Vol. 21, Pg. 264, 1985.

Naltrexone hydrochloride Usage And Synthesis

DescriptionNaltrexone hydrochloride is a potent, long-acting, orally-effective narcoticantagonist useful in the management of narcotic addiction.
Chemical PropertiesWhite Crystalline Powder
OriginatorEndo (USA)
UsesNonselective opioid receptor antagonist; congener of naloxone
UsesNaltrexone hydrochloride has been used:
as an opioid antagonist, to analyse its effect on ethanol preference using Caenorhabditis elegans as a model.
to determine its effectiveness in reducing the preference for substance of abuse (SOA) like nicotine and cocaine using Caenorhabditis elegans as a model.
in the preparation of combinatorial drug, PXT3003 for treating Charcot-Marie-Tooth disease 1A (CMT1A) transgenic rat model Pmp22.
Usessulfonamide, carbonic anhydrase inhibitor, anti-glaucoma agent
UsesNarcotic antagonist, In treatment of?alcoholism
DefinitionChEBI: Naltrexone hydrochloride is a hydrochloride obtained by reaction of oxycodone with one molar equivalent of hydrochloric acid. it is a mu-opioid receptor antagonist that is used to treat alcohol dependence. It has a role as a mu-opioid receptor antagonist, an antidote to opioid poisoning and a central nervous system depressant. It contains a naltrexone(1+).
Brand nameTREXAN
Biological ActivityOpioid antagonist.
Biochem/physiol ActionsCompetitive antagonist for μ, κ, δ, and σ-opioid receptors; has greater oral efficacy and longer duration of action than naloxone.
Clinical UseOpioid antagonist:
Adjunctive prophylactic treatment in patient’s previously opioid dependant
Treatment of alcohol dependence
Drug interactionsPotentially hazardous interactions with other drugs
Opioids: Avoid concomitant use.
MetabolismNaltrexone is well absorbed from the gastrointestinal tract but is subject to considerable first-pass metabolism and may undergo enterohepatic recycling. It is extensively metabolised in the liver and the major metabolite, 6-β-naltrexol, may also possess weak opioid antagonist activity.It is excreted mainly in the urine, <5% is excreted in the faeces.The renal clearance for naltrexone ranges from 30-127 mL/min and suggests that renal elimination is primarily by glomerular filtration
storageRoom temperature
Purification MethodsThis narcotic antagonist has been purified by recrystallisation from MeOH and dried in air. The free base has m 168-170o after recrystallisation from Me2CO. [Cone et al. J Pharm Sci 64 618 1975, Gold et al. Med Res Rev 2 211 1982.]

Naltrexone hydrochloride Preparation Products And Raw materials

Preparation ProductsNaltrexone 3-Methyl Ether-->NALTRINDOLE HYDROCHLORIDE
Naltrexone CAS 16590-41-3
NAM CAS 49759-20-8
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