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Fentanyl citrate

CAS No.
990-73-8
Chemical Name:
Fentanyl citrate
Synonyms
r5240;fentaz;FENTANES;sublimaze;mcn-jr4263;mcn-jr-4263-49;FENTANYL CITRATE;Leptanal citrate;phentanylcitrate;FENTANYLCITRATE,USP
CBNumber:
CB6172899
Molecular Formula:
C28H36N2O8
Molecular Weight:
528.59
MDL Number:
MFCD00058359
MOL File:
990-73-8.mol
Last updated:2023-06-08 09:02:52

Fentanyl citrate Properties

Melting point 153-156°C
Flash point 11 °C
storage temp. 2-8°C
solubility Soluble in water, freely soluble in methanol, sparingly soluble in ethanol (96 per cent).
form Powder
color Crystals
Water Solubility Soluble to 40 mM in water
CAS DataBase Reference 990-73-8(CAS DataBase Reference)
FDA UNII MUN5LYG46H
NCI Dictionary of Cancer Terms fentanyl citrate
NCI Drug Dictionary fentanyl citrate

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS06
Signal word  Danger
Hazard statements  H334-H330-H317-H310-H300
Precautionary statements  P261-P285-P304+P341-P342+P311-P501-P262-P264-P270-P280-P302+P350-P310-P322-P361-P363-P405-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P264-P270-P301+P310-P321-P330-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501
Hazard Codes  T+,T,F
Risk Statements  26/27/28-42/43-39/23/24/25-23/24/25-11-36/37
Safety Statements  7-16-36/37-45-36/37/39-26
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS  UE5600000
HazardClass  6.1(b)
PackingGroup  III
HS Code  2933330000
Toxicity LD50 in mice (mg/kg): 11.2 i.v.; 62 s.c. (Gardocki, Yelnosky)
NFPA 704
0
4 0

Fentanyl citrate Chemical Properties,Uses,Production

Chemical Properties

White Powder

Uses

Fentanyl citrate can be used as an analgesic.

Definition

ChEBI: The citric acid salt of fentanyl, comprising equimolar amounts of citric acid and fentanyl. A mu-opioid receptor agonist, it is a potent opioid analgesic used in the management of labour pain, postoperative pain, and chronic intractable canc r pain. It is also widely used as the analgesic component of balanced anaesthesia.

brand name

Actiq (Cephalon); Sublimaze (Akorn).

Biological Activity

Potent and selective μ -opioid receptor agonist (K i values are 7.0, 151 and 470 nM for μ -, δ - and κ -opioid receptors respectively). Displays antinociceptive activity in vivo .

Clinical Use

A fentanyl patch is available for the treatment of severe chronic pain. This dosage form delivers fentanyl transdermally and provides effective analgesia for periods of up to 72 hours. In 1999, fentanyl also became available in a lollipop dose form for absorption from the oral cavity. Fentanyl's short duration of action after parenteral dose is caused by redistribution rather than by metabolism or excretion. Repeated doses of fentanyl can result in accumulation and toxicities. Elderly patients usually are more sensitive to fentanyl and require lower doses.
Opioids have a wide spectrum of P-glycoprotein (P-gp) activity, acting as both substrates and inhibitors, which might contribute to their varying CNS-related effects. Although fentanyl, sufentanil, and alfentanil did not behave as P-gp substrates, they inhibited the in vitro P-gp–mediated efflux of drugs known to be P-gp transported, such as digoxin, increasing their blood levels and the potential for important drug interactions by inhibition of P-gp efflux transporter.

Safety Profile

Poison by ingestion, subcutaneous, and intravenous routes. When heated to decomposition it emits toxic fumes of NOx. See also PHENTANYL.

Fentanyl citrate Preparation Products And Raw materials

Raw materials

Preparation Products

r5240 sublimaze N-PHENYL-N-[1-(2-PHENYLETHYL)-4-PIPERIDINYL]PROPANAMIDE CITRATE SALT FENTANYL CITRATE FENTANYL CITRATE SALT FENTANYL DIHYDROGEN CITRATE N-(Phenyl)-N-(1-[2-phenylethyl]-4-piperidinyl)propanamide Citrate Propanamide, N-phenyl-N-1-(2-phenylethyl)-4-piperidinyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1) FENTANYLCITRATE,USP n-(1-phenethyl-4-piperidyl)-propionanilid citrate FENTANES Fentanyl citrate salt solution FENTANYL CITRATE--DEA SCHEDULE II FentanylCitrate[Dd] Leptanal citrate Fentanyl solution citrate salt Fentanyl Citrate (CII), USP Fentanyl Citrate CII (100 mg) fentaz mcn-jr4263 mcn-jr-4263-49 n-(1-phenethyl-4-piperidinyl)propionanilidedihydrogencitrate n-(1-phenethyl-4-piperidyl)-propionanilidcitrate(1:1) n-(1-phenethyl-4-piperidyl)propionanilidecitrate n-(1-phenethyl-4-piperidyl)propionanilidedihydrogencitrate phentanylcitrate Fentanyl citrate USP/EP/BP FENTANYL CITRATE 100 UG PER ML*IN MEOH-T -BUOH METHA 990-73-8 C28H36N2O8 C22H28N2OC6H8O7 C6H8O7C22H28N2O API Intermediates & Fine Chemicals Pharmaceuticals