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fentanyl
** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for fentanyl

Description: A potent class-II narcotic analgesic used as an anesthetic and analgesic for various surgical procedures

Availability status: -

Introduction & key dates: 1960, first synthesised

Examples of species treated: Sheep, Goats, Dogs, Cats, Bears, Pigs, Rats, Mice, Rabbits

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C22H28N2O
Canonical SMILES CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=CC=C3
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) PJMPHNIQZUBGLI-UHFFFAOYSA-N
International Chemical Identifier (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
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Veterinary substance type Analgesic, Anesthetic, Medicinal drug
Substance group Synthetic opioid
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action A mu-opioid agonist
Molecular targets Mu-type opioid receptor, agonist
Delta-type opioid receptor, agonist
Kappa-type opioid receptor, agonist
CAS RN 437-38-7
EC number 207-113-6
CIPAC number -
US EPA chemical code -
PubChem CID -
ATCvet Code QN01AH51
Therapeutic Class Nervous system: Anesthetics
Controlled Drug? Yes, Class 2
Regulation 37/2010 MRL Classification No data
Molecular mass (g mol-1) 336.47
PIN (Preferred Identification Name) -
IUPAC name N-(1-(2-phenylethyl)-4-piperidinyl)-N-phenylpropanamide
CAS name 1-phenethyl-4-(phenylproprionylamino)piperidine
Other status information USA Superlist DEA Schedule II
Relevant Environmental Water Quality Standards -
Physical state White crystalline powder
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Product Manufacturer Authorisation Route UK Legal Class
Example products using this active Hypnorm Solution for Injection Abbeyvet Export Ltd UK National authorisation Prescription only medicine to be authorised by a veterinarian (POM-V)
Innovar Vet solution for injection Janssen No UK authorisation for use with animals Not applicable
Formulation and application details Formulated for intravenous use.


ENVIRONMENTAL FATE

for fentanyl

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 200 V3 Moderate
Solubility - In organic solvents at 20oC (mg l-1) - - -
Melting point (oC) 87 F4 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 1.12 X 1004 Calculated -
Log P 4.05 V3 High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC 7.3 Q3 -
Note: pKa(2) = 8.41
Vapour pressure at 20oC (mPa) - - -
Henry's law constant at 25oC (Pa m3 mol-1) - - -
GUS leaching potential index Click here for a note on the limitations of the GUS index - - -
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -
Refractive Index - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
Soil degradation (days) (aerobic) DT50 (typical) - - -
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
Note: -
Manure DT50 (days) - - -
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value - - -
Note -
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
norfentanyl
Note: Pharmacologically inactive
- Human (Liver) - Cytochrome P450 3A4
4-N-anilinopiperidine - Hydrolysis - -
propionic acid - Hydrolysis - -


ECOTOXICOLOGY

for fentanyl

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) - - -
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 3.1 F4 Rat High
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) - - -
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) - - -
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) - - -
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) - - -
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fentanyl

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 3.1 F4 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) - - -
Mammals - Inhalation LC50 (mg l-1) - - -
Other Mammal toxicity endpoints Subcutaneous LD50 = 1.5 mg kg-1 V3 Rat -
Intravenous LD50 = 2.91 mg kg-1 V3 Rat -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) - - -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public -
Occupational May be absorbed through dermal contact
Elimination route and rate Considerable metabolism, up to 75% excreted as metabolites in the urine, less lost via the faeces, <10% unchnaged F4 -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A0; B0; C0; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues May cause diarrhea, nausea, constipation, dry mouth, somnolence and confusion
May cause respiratory depression
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes No information available
CLP classification 2013 -
EC Risk Classification Click here to view information omn the EU risk phrases -
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification None - not a ppp - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for fentanyl

Language Name
English fentanyl
French -
German -
Danish -
Italian -
Spanish fentanila
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Tuesday 03 April 2018
Contact: aeru@herts.ac.uk