Norfentanyl (CHEM020656)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 07:18:14 UTC
Update Date2016-11-09 01:16:14 UTC
Accession NumberCHEM020656
Identification
Common NameNorfentanyl
ClassSmall Molecule
DescriptionA monocarboxylic acid amide resulting from the formal condensation of the aryl amino group of 4-(N'-phenyl)piperidin-4-amine with propanoic acid. A major metabolite of fentanyl.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • Suspected Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
4-(N'-phenyl-n'-propionyl)aminopiperidineChEBI
4-(N-Propionylanilino)piperidineChEBI
N-Phenyl-N-(piperidin-4-yl)propionamideChEBI
N-Phenyl-N-4-piperidinylpropanamideChEBI
N-Phenyl-N-4-piperidinylpropionamideChEBI
Norfentanyl monohydrochlorideHMDB
Chemical FormulaC14H20N2O
Average Molecular Mass232.321 g/mol
Monoisotopic Mass232.158 g/mol
CAS Registry Number1609-66-1
IUPAC NameN-phenyl-N-(piperidin-4-yl)propanamide
Traditional Namenorfentanyl
SMILESCCC(=O)N(C1CCNCC1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C14H20N2O/c1-2-14(17)16(12-6-4-3-5-7-12)13-8-10-15-11-9-13/h3-7,13,15H,2,8-11H2,1H3
InChI KeyPMCBDBWCQQBSRJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAnilides
Direct ParentAnilides
Alternative Parents
Substituents
  • Anilide
  • Piperidine
  • Tertiary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Carboxylic acid derivative
  • Secondary aliphatic amine
  • Secondary amine
  • Organoheterocyclic compound
  • Azacycle
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Amine
  • Organic oxide
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.95 g/LALOGPS
logP2ALOGPS
logP1.42ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)10.03ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.34 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity68.82 m³·mol⁻¹ChemAxon
Polarizability26.46 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-005c-9810000000-3caed077ea7a0ee21ff1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001i-0090000000-30023a9a668dad77c171Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001i-0490000000-67cd08c1a84bf833feb6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0910000000-a687d66216f3f0f2a542Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0ue9-0900000000-172bf948c02a137b45d8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0f89-0900000000-4dbe3aa7aa26725f2384Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-1090000000-0a49897fffa5fde5c225Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-9170000000-bfce9be1027a8de7e1e8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-9000000000-850655b66d289ffd449cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-9000000000-ad4c9ad4e989e47126ddSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a59-9000000000-0f96dbb8a332c80da86dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-9000000000-8bb94389e58a6b848a31Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-9000000000-8de4a5f24b02ee65a584Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-9000000000-3728a8f7f46a40ff76ecSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-9000000000-6d3cc832e8a6d431c3b8Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0f89-0900000000-4dbe3aa7aa26725f2384Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-0900000000-d764b890a85df217086cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-001i-1090000000-fad8ab78c63174bbb4dfSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0udi-0910000000-a687d66216f3f0f2a542Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-0900000000-172bf948c02a137b45d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-1290000000-2e8cba986c947fbed455Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-003r-9440000000-7f5a511cb9530706b2eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9100000000-1134c041265e979217dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-43b32b3b4df368ab5904Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-4690000000-47ce59bca6771457156aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-054p-9500000000-f60fe31246330ad46c99Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0061006
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID62685
PubChem Compound ID259381
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16302812
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16621415
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17329100
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=17927164
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17987285
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=17988466
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=19232849
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=19746826
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=20097932
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=20297612
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=20362485
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=20462721
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=20542478
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=20658494
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=21132842
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=21356580