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NALORPHINE HYDROCHLORIDE

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NALORPHINE HYDROCHLORIDE Basic information

Product Name:
NALORPHINE HYDROCHLORIDE
Synonyms:
  • 6-alpha-diol,17-allyl-7,8-didehydro-4,5-alpha-epoxy-morphinan-hydrochlorid
  • allylmorphinehydrochloride
  • miromorfalil
  • nalinehydrochloride
  • n-allyl-2,12-dihydroxy-1,11-epoxymorphinene-13hydrochloride
  • n-allylnormorphinehydrochloride
  • n-allyl-normorphinhydrochloride
  • NALORPHINE HYDROCHLORIDE CIII (250 MG)
CAS:
57-29-4
MF:
C19H21NO3.ClH
MW:
347.84
EINECS:
200-321-8
Product Categories:
  • Pharmaceuticals
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
Mol File:
57-29-4.mol
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NALORPHINE HYDROCHLORIDE Chemical Properties

Melting point:
260-263°
Flash point:
11 °C
storage temp. 
2-8°C
solubility 
H2O: slightly soluble
form 
solid
color 
white
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Safety Information

Hazard Codes 
Xn,T,F
Risk Statements 
22-39/23/24/25-23/24/25-11
Safety Statements 
36/37/39-45-36/37-16-7
RIDADR 
UN 1230 3/PG 2
WGK Germany 
3
RTECS 
QC7710000
HS Code 
2939190000
Toxicity
LD50 s.c. in rats: 1460 mg/kg (Goldenthal)
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NALORPHINE HYDROCHLORIDE Usage And Synthesis

Originator

Nalline,MSD,US,1952

Uses

Narcotic antagonist. Controlled substance.

Manufacturing Process

6 grams of normorphine, 2.7 grams of allyl bromide, 2.65 grams of sodium bicarbonate, and 75 cc of methanol were mixed together, and the resulting mixture was heated under reflux with stirring for a period of about 5 1/2 hours. The reaction mixture was evaporated to dryness in vacuo, the residual material was extracted with 60 cc of boiling chloroform, 0.5 gram of activated charcoal was added, and the resulting mixture was filtered through a layer of diatomaceous silica. The filter cake was washed with four 10 cc portions of boiling chloroform, and the chloroform filtrate and washings were combined and evaporated to dryness in vacuo. The residual material was triturated with 25 cc of anhydrous ether until crystalline, the ethereal mixture was cooled, maintained at a temperature of 3°C overnight, filtered, and the crystalline mixture was washed with three 10 cc portions of ice-cold ether. The resulting crystalline product was dried to give 6.0 grams of N-allylnormorphine, yield approximately 87% of theory, according to US Patent 2,891,954.

Therapeutic Function

Narcotic antagonist

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