Fentanyl citrateProduct ingredient for Fentanyl
- Name
- Fentanyl citrate
- Drug Entry
- Fentanyl
Fentanyl, a potent opioid agonist, was developed in the 1950s to fill a need for strong and rapid analgesia.8 Because of these characteristics, fentanyl is commonly used to treat chronic cancer pain or in anesthesia.Label,15,16,17,18,19,20,21 Fentanyl is related to other opioids like morphine and oxycodone.
Fentanyl's high potency has also made it a common adulterant in illicit drugs, especially heroin.8 In 2017, 47600 overdose deaths in the United States involved some opioid (over 2/3 of all overdose deaths).22 Opioid overdoses kill an average of 11 Canadians daily.23
Fentanyl was FDA approved in 1968.Label,15,16,17,18,19,20,21
- Accession Number
- DBSALT000301
- Structure
Structure for Fentanyl citrate (DBSALT000301)
- Synonyms
- Not Available
- External IDs
- KW-2246 / MCN-JR-4263-49 / R-4263
- UNII
- MUN5LYG46H
- CAS Number
- 990-73-8
- Weight
- Average: 528.594
Monoisotopic: 528.247166138 - Chemical Formula
- C28H36N2O8
- InChI Key
- IVLVTNPOHDFFCJ-UHFFFAOYSA-N
- InChI
- InChI=1S/C22H28N2O.C6H8O7/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-12,21H,2,13-18H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
- IUPAC Name
- 2-hydroxypropane-1,2,3-tricarboxylic acid; N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
- SMILES
- OC(=O)CC(O)(CC(O)=O)C(O)=O.CCC(=O)N(C1CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1
- External Links
- Predicted Properties
Property Value Source Water Solubility 0.024 mg/mL ALOGPS logP 4.12 ALOGPS logP 3.82 Chemaxon logS -4.2 ALOGPS pKa (Strongest Basic) 8.77 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 23.55 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 103.48 m3·mol-1 Chemaxon Polarizability 39.89 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon