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Naloxone hydrochloride

CAS No.
357-08-4
Chemical Name:
Naloxone hydrochloride
Synonyms
NALOXONE HCL;narcan;en1530;Nalone;nalonee;nih7890;EN-15304;Narcanti;Naloxone hydrochlori;NALOXONE HYDROCHLORIDE
CBNumber:
CB1409273
Molecular Formula:
C19H22ClNO4
Molecular Weight:
363.84
MDL Number:
MFCD00069322
MOL File:
357-08-4.mol
MSDS File:
SDS
Last updated:2024-04-26 17:21:34

Naloxone hydrochloride Properties

Melting point 200-2050C
RTECS QD2275000
storage temp. 2-8°C
solubility ethanol: 3.3 mg/mL stable for several months refrigerated if protected from light.
form powder
color white to off-white
Water Solubility Soluble in water (73 mg/ml), ethanol (3.3 mg/ml), methanol (50 mg/ml) and dimethyl sulfoxide (73 mg/ml). Insoluble in ether
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 2 months.
CAS DataBase Reference 357-08-4(CAS DataBase Reference)
FDA UNII F850569PQR
NCI Drug Dictionary naloxone hydrochloride

Pharmacokinetic data

Protein binding 54%
Volume of distribution 3(L/kg)
Biological half-life 1-1.5 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-26-36/37/39-36
WGK Germany  3
NFPA 704
0
3 0

Naloxone hydrochloride price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich BP548 Naloxone hydrochloride British Pharmacopoeia (BP) Reference Standard 357-08-4 100MG $257 2024-03-01 Buy
Alfa Aesar J60013 Naloxone hydrochloride, 98% 357-08-4 100mg $82 2023-06-20 Buy
Alfa Aesar J60013 Naloxone hydrochloride, 98% 357-08-4 1g $490 2023-06-20 Buy
Cayman Chemical 15594 Naloxone (hydrochloride) ≥95% 357-08-4 50mg $81 2024-03-01 Buy
Cayman Chemical 15594 Naloxone (hydrochloride) ≥95% 357-08-4 100mg $120 2024-03-01 Buy
Product number Packaging Price Buy
BP548 100MG $257 Buy
J60013 100mg $82 Buy
J60013 1g $490 Buy
15594 50mg $81 Buy
15594 100mg $120 Buy

Naloxone hydrochloride Chemical Properties,Uses,Production

Description

Naloxone (hydrochloride) (CRM) (Item No. ISO60191) is a certified reference material categorized as an opioid antagonist. Formulations containing naloxone have been used as antidotes for opioid overdose and the prevention of overdose. They have also been used in combination with buprenorphine (Item Nos. ISO60178 | 14025) in the treatment of opiate addiction and in pain management. This product is intended for research and forensic applications.

Chemical Properties

Crystalline Solid

Originator

Narcan,Du Pont,US,1971

Uses

Naloxone Hydrochloride is a specific opioid antagonist. Narcotic antagonist.

Uses

A nonspecific opiate receptor antagonist that displays anitnociceptive effects

Uses

Opioate antidote;

Definition

ChEBI: 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 their use of opioids during surgery and in cases of known r suspected opioid overdose.

Manufacturing Process

10 grams of 14-hydroxydihydromorphinone (oxymorphone) was converted into its diacetate by warming it on the steam bath with 80 cc of acetic anhydride for about 2 hours. The acetic anhydride was removed on the water bath under a vacuum of about 30 mm absolute pressure. The melting point of the residue was 220°C. The residue was taken up in 100 cc of chloroform. An equal amount by weight of cyanogen bromide was added and the mixture was refluxed at about 60°C for about 5 hours. After refluxing, the mixture was washed with 100 cc of a 5% aqueous hydrochloric acid solution, dried over sodium sulfate and the chloroform removed by evaporation under a vacuum of about 30 mm. The residue had a melting point of 240°C.
The residue was then heated at about 90°C for 16 hours on a steam bath with 300 cc of 20% aqueous hydrochloric acid solution, and treated with a small amount, e.g., 1 gram of charcoal. The hydrochloric acid was then removed under a vacuum of 15 mm, the residue dissolved in 30 cc of water and precipitated by the addition of 2.4 cc of concentrated aqueous ammonia. The precipitate was filtered off and dried. It consists of 14- hydroxydihydronormorphinone. It is soluble in ethanol.
The 14-hydroxydihydronormorphinone was suspended in 200 cc of pure ethyl alcohol, half its weight of sodium bicarbonate and half its weight of allyl bromide added and the resulting mixture was refluxed at about 75°C for 48 hours. The solution was cooled, e.g., to 10°C and filtered and the alcohol removed under a vacuum of 30 mm. The residue was dissolved in chloroform and filtered. The chloroform was removed under a vacuum of 30 mm and the residue was crystallized from ethylacetate. The crystallized product, N-allyl- 1,4-hydroxydihydronormorphinone, has a melting point of 184°C, is soluble in chloroform and insoluble in petroleum ether. The yield amounts to 20% based on the weight of the reacted 14-hydroxydihydromorphinone.

brand name

Narcan (Bristol-Myers Squibb); Narcan (Endo).

Therapeutic Function

Narcotic antagonist

Biological Activity

Opioid antagonist.

Veterinary Drugs and Treatments

Naloxone is used in veterinary medicine almost exclusively for its opiate reversal effects, but the drug is being investigated for treating other conditions (e.g., septic, hypovolemic or cardiogenic shock). Naloxone may also be employed as a test drug to see if endogenous opiate blockade will result in diminished tail chasing or other self-mutilating behaviors. It, potentially, could be useful for treating overdoses of clonidine or the CNS effects of benzodiazepines (ivermectin?), but more research is necessary before recommending its use.

Metabolism

Naloxone hydrochloride is rapidly metabolised in the liver, mainly by conjugation with glucuronic acid to naloxone-3-glucuronide, which is excreted in the urine

storage

Room temperature

References

1) Le Bourdonnec?et al., (2008),?Novel trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidines as mu opioid receptor antagonists with improved opioid receptor selectivity profiles: Bioorg. Med. Chem. Lett..?18?2006 2) Boyer?et al.?(2012),?Management of opioid analgesic overdose; New Engl. J. Med.?367?146 3) Wang?et al.?(2017),?Opioids and opioid receptors orchestrate wound repair;?Transl. Res.?185?13 4) Wright and Rodgers (2013),?Low dose naloxone attenuates the pruritic but not anorectic response to rimonabant in male rats; Psychopharmacology (Berl.)?226?415

124-90-3
357-08-4
Synthesis of Naloxone hydrochloride from OXYCODONE HYDROCHLORIDE

Naloxone hydrochloride Preparation Products And Raw materials

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View Lastest Price from Naloxone hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Naloxone hydrochloride pictures 2024-04-26 Naloxone hydrochloride
357-08-4
US $0.00-0.00 / kg 1kg 99 50000KG/month Shanghai Affida new material science and technology center
Naloxone hydrochloride pictures 2024-04-17 Naloxone hydrochloride
357-08-4
US $1.10 / g 1g 99.0% min 100 tons min Shaanxi Dideu Medichem Co. Ltd
Naloxone hydrochloride pictures 2024-03-08 Naloxone hydrochloride
357-08-4
US $10.00 / kg 1kg 99% 1000kg Nantong Guangyuan Chemicl Co,Ltd

Naloxone hydrochloride Spectrum

NALOXONE HYDROCHLORIDE (5ALPHA)-4,5-EPOXY-3,14-DIHYDRO-17-(2-PROPENYL)MORPHINAN-6-ONE HYDROCHLORIDE 17-allyl-4,5-alpha-epoxy-3,14-dihydroxymorphinan-6-onehydrochloride 4,5alpha-epoxy-3,14-dihydroxy-17-(2-propenyl)morphinan-6-one hydrochloride en1530 l-n-allyl-14-hydroxynordihydromorphinonehydrochloride morphinan-6-one,4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-,hydrochloride,(5-a nalonee 17-allyl-4,5-alpha-epoxy-3,14-dihydroxy-morphinan-6-onhydrochloride (5α)-4,5-Epoxy-3,14-dihydroxy-17-(2-propenyl)Morphinan-6-one Hydrochloride 17-Allyl-4,5α-epoxy-3,14-dihydroxyMorphinan-6-one Hydrochloride Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-17-(2-propen-1-yl)-, hydrochloride (1:1), (5a)- 17-Allyl-3,14-dihydroxy-4,5alpha-epoxyMorphinan-6-one hydrochloride Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propen-1-yl)-, hydrochloride (1:1), (5α)- nih7890 (5alpha)-17-allyl-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride NALOXONE HYDROCHLORIDE OPIOID ANTAGONIST NALOXONE HYDROCHLORIDE CRYSTALLINE (5a)-4,5-Epoxy-3,14-dihydroxy-17-(2-propenyl)morphinan-6-one Hydrochloride 17-Allyl-4,5a-epoxy-3,14-dihydroxymorphinan-6-one Hydrochloride EN-15304 Nalone Narcanti Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, hydrochloride, (5.alpha.)- (-)-N-Allyl-14-hydroxynordihydromorphinone hydrochloride l-Naloxone hydrochloride Morphinan-6-one, 17-allyl-4,5a-epoxy-3,14-dihydroxy-, hydrochloride (8CI) Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, hydrochloride, (5a)- (9CI) N-Allyldihydro-14-hydroxynormorphinone hydrochloride Normorphinone, N-allyl-7,8-dihydro-14-hydroxy-, hydrochloride (7CI) (5alpha)-4,5-Epoxy-3,14-dihydroxy-17-(2-propenyl)morphinan-6-one hydrochloride (5α)-4,5-Epoxy-3,14-dihydro-17-(2-propenyl)morphinan-6-onehydrochloride Naloxone hydrochloride (controlled) Naloxone (hydrochloride) (CRM) Naloxone hydrochloride USP/EP/BP Naloxone hydrochlori NALOXONE HCL narcan Naloxone Hydrochloride hydrate 357-08-4 C19H21NO4HClH2O C19H21NO4HCl C19H22ClNO4 C19H21NO4HClC19H22ClNO4 API Chiral Reagents Drug Analogues Intermediates & Fine Chemicals Pharmaceuticals Opioid receptor and opioid-like receptor Opioids