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Fentanyl citrate

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Fentanyl citrate Basic information

Product Name:
Fentanyl citrate
Synonyms:
  • 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
CAS:
990-73-8
MF:
C28H36N2O8
MW:
528.59
EINECS:
213-588-0
Product Categories:
  • API
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
990-73-8.mol
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Fentanyl citrate Chemical 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)
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Safety Information

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)

MSDS

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Fentanyl citrate Usage And Synthesis

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

Fentanyl citrateSupplier