Fentanyl
Also known as Phentanyl, Fentanil, Fentanest
Key facts
What buyers check first
- Appearance
- Crystals
- Melting point
- 85.2 °C
- Solubility
- In water, 200 mg/L at 25 °C
- HS code
- 293339
- Category
- Analgesics and anti-inflammatories
What is Fentanyl?
Plain description, key identifiers and synonyms
Fentanyl is a monocarboxylic acid amide resulting from the formal condensation of the aryl amino group of N-phenyl-1-(2-phenylethyl)piperidin-4-amine with propanoic acid. It has a role as an opioid analgesic, an anaesthetic, an intravenous anaesthetic, a mu-opioid receptor agonist, an anaesthesia adjuvant and an adjuvant. It is an anilide, a member of piperidines and a monocarboxylic acid amide.
Fentanyl is a synthetic piperidine opioid used as an analgesic.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
- CAS number
- 437-38-7 CAS number cross-checkedOther or deprecated CAS: 201415-26-1
- EC number
- 207-113-6
- Molecular formula
- C22H28N2O
- UNII
- UF599785JZ
- InChIKey
- PJMPHNIQZUBGLI-UHFFFAOYSA-N
- InChI
- InChI=1S/C22H28N2O/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/h3-12,21H,2,13-18H2,1H3
- SMILES (canonical and isomeric)
- CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=CC=C3
Synonyms
- Phentanyl
- Fentanil
- Fentanest
- Duragesic
- Sublimase
- Fentanylum
- Durogesic
- Fentanila
- Matrifen
- Duragesic-100
- Duragesic-12
- Duragesic-25
- Duragesic-50
- Duragesic-75
- Fentanyl-12
- Fentanyl-25
- Fentanyl-50
- Fentanyl-75
- Recuvyra
- N-(1-Phenethylpiperidin-4-yl)-N-phenylpropionamide
- Subsys
- Fentanyl-100
- PecFent
- Fentanyl CII
- effentora
Show all 39 synonymsShow fewer synonyms
- 1-Phenethyl-4-N-propionylanilinopiperidine
- Fendrop
- Durogesic d-trans
- N-(1-Phenethyl-4-piperidyl)propionanilide
- N-Phenethyl-4-(N-propionylanilino)piperidine
- 1-Phenethyl-4-(N-phenylpropionamido)piperidine
- N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
- N-(1-Phenethyl-4-piperidinyl)-N-phenylpropionamide
- Fentanilo
- Rapinyl
- Fentanyl Transdermal System
- N-Phenyl-N-(1-(2-phenylethyl)-4-piperidinyl)propanamide
- Propionanilide, N-(1-phenethyl-4-piperidyl)-
- En3267
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystalsexp.Measured value |
|---|---|
| Melting point | 85.2 °Cexp.Measured value |
| Solubility | In water, 200 mg/L at 25 °Cexp.Measured value |
| Vapour pressure | 4.43 × 10⁻⁹ mm Hg at 25 °C (estrapolated)exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 336.48 g/molcalc.Computed value |
|---|---|
| Exact mass | 336.2202 Dacalc.Computed value |
| LogP (octanol/water) | 4.14calc.Computed value |
| Topological polar surface area | 23.55 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 25calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.41calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
c1ccc(CCN2CCC(Nc3ccccc3)CC2)cc1
3 rings, 21 atoms, the N-Phenyl-1-(2-phenylethyl)-4-piperidinamine ring system.
368 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H300Fatal if swallowed.
- H310Fatal in contact with skin.
- H317May cause an allergic skin reaction.
- H330Fatal if inhaled.
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
- H361Suspected of damaging fertility or the unborn child.
- H362May cause harm to breast-fed children.
- H413May cause long lasting harmful effects to aquatic life.
Precautionary statements (29)
- P203Obtain, read and follow all safety instructions before use.
- P233Keep container tightly closed.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P262Do not get in eyes, on skin, or on clothing.
- P263Avoid contact during pregnancy and while nursing.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P316Get emergency medical help immediately.
- P318If exposed or concerned, get medical advice.
- P320Specific treatment is urgent (see supplemental first aid instructions on the label).
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
- P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403Store in a well-ventilated place.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidFentanyl suppliers
Trading restrictions apply to this substance
Fentanyl is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: UN Single Convention on Narcotic Drugs 1961
Our policy on controlled substancesFentanyl price
Indicative price range per kg from live supplier offers
Prices are not shown for prohibited substances.
Uses and applications
What the substance is used for, by industry and function
Fentanyl (DEA Code Number: 9801) is a Schedule II controlled substance.
Schedule II Controlled Substance: (A) The drug or other substance has a high potential for abuse, (B) The drug or other substance has a currently accepted medical use in treatment in the United States or a currently accepted medical use with severe restrictions, and (C) Abuse of the drug or other substances may lead to severe psychological or physical dependence.
Analgesics, Opioid, Adjuvants, Anesthesia, Narcotics, Anesthetics, Intravenous.
Veterinary medication:.
Fentanyl is a synthetic, lipophilic opioid agonist with analgesic and anesthetic properties. Fentanyl selectively binds to and activates the mu-receptor in the central nervous system (CNS) thereby mimicking the effects of endogenous opiates. Fentanyl is commonly used to treat chronic cancer pain or in anesthesia.
Read more
It is related to other opioids like morphine and oxycodone. Fentanyl is a DEA Schedule II controlled substance. Substances in the DEA Schedule II have a high potential for abuse which may lead to severe psychological or physical dependence.”.
Use classes: Pharmaceuticals, Nervous System, Animal Drugs.
Industries and functions
Pharmacological actions
- Adjuvants, Anesthesia
- Analgesics, Opioid
- Anesthetics, Intravenous
- Narcotics
Roles
- adjuvant
- agonist
- anaesthesia adjuvant
- anaesthetic
- analgesic
- anti-inflammatory agent
- anti-obesity agent
- antimicrobial agent
- antineoplastic agent
- antispasmodic drug
- antiviral agent
- general anaesthetic
- intravenous anaesthetic
- mu-opioid agent
- mu-opioid receptor agonist
- muscle relaxant
- neuromuscular agent
- neuroprotective agent
- neurotransmitter agent
- opioid agent
- opioid analgesic
- opioid receptor agonist
- pharmaceutical
- protective agent
Functional uses
- Pharmaceutical
Pharmacology
Fentanyl is an Opioid Agonist. The mechanism of action of fentanyl is as a Full Opioid Agonist.
How it is made
One method consists of condensing propionyl chloride with N-(4-piperidyl)aniline, then treating the resulting N-(4-piperidyl)propionanilide with phenethyl chloride, aiding each condensation by the presence of a suitable dehydrochlorinating agent. Reaction of the base with an equimolar portion of citric acid yields the (1:1) citrate. (Fentanyl citrate)
Preparation: P.A.J. Janssen, France patent 1344366, idem, United States of America patent 3164600 (1963, 1965 both to Janssen)
Regulatory status
Inventories, regulations and trade controls that list this substance
Fentanyl is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: UN Single Convention on Narcotic Drugs 1961
Our policy on controlled substancesControls
- US DEA controlled substance or listed chemical
- Controlled narcotic drug
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Fentanyl is traded under.
Heterocyclic compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure…
- Germany14.2%
- United States12.8%
- Brazil10.1%
* Partner reported figures, a lower bound.
The HS code shown for Fentanyl is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Fentanyl, based on the data on this page
What is Fentanyl?
What is the CAS number of Fentanyl?
What is the molecular formula and weight of Fentanyl?
What is Fentanyl used for?
Is Fentanyl hazardous?
What is the HS code of Fentanyl?
Can I buy Fentanyl on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle Fentanyl
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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