Fentanyl citrate

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
Fentanyl citrate Structure
Fentanyl citrate Chemical Properties
Melting point 153-156°C
Fp 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 Reference990-73-8(CAS DataBase Reference)
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
ToxicityLD50 in mice (mg/kg): 11.2 i.v.; 62 s.c. (Gardocki, Yelnosky)
MSDS Information
ProviderLanguage
SigmaAldrich English
Fentanyl citrate Usage And Synthesis
Chemical PropertiesWhite Powder
UsesFentanyl citrate can be used as an analgesic.
DefinitionChEBI: 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 nameActiq (Cephalon); Sublimaze (Akorn).
Biological ActivityPotent 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 UseA 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 ProfilePoison 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 materialsCitric acid
CITRATE 4-ACETAMIDOPIPERIDINE Citric acid monohydrate Diphenoxylate FENTANYL N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt 1-Methyl-4-(methylamino)piperidine Fentanyl citrate Zinc citrate PHENYL VALERATE Mosapride citrate Sodium citrate Haloperidol alfentanil DROPERIDOL Sildenafil citrate 2-[5-(4-Chlorophenyl)pentyl]oxirane-2-carboxylic acid Calcium citrate

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