NAV

Furethidine

Identification

Generic Name
Furethidine
DrugBank Accession Number
DB01464
Background

Not Available

Type
Small Molecule
Groups
Experimental, Illicit
Structure
3D
Similar Structures
Weight
Average: 361.4751
Monoisotopic: 361.225308485
Chemical Formula
C21H31NO4
Synonyms
  • Furethidine
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Phenylpiperidines
Direct Parent
Phenylpiperidines
Alternative Parents
Piperidinecarboxylic acids / Aralkylamines / Benzene and substituted derivatives / Tetrahydrofurans / Trialkylamines / Carboxylic acid esters / Amino acids and derivatives / Oxacyclic compounds / Monocarboxylic acids and derivatives / Dialkyl ethers
show 5 more
Substituents
Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Dialkyl ether
show 16 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
6U9XA4JOD4
CAS number
2385-81-1
InChI Key
NNCOZXNZFLUYGG-UHFFFAOYSA-N
InChI
InChI=1S/C21H31NO4/c1-2-25-20(23)21(18-7-4-3-5-8-18)10-12-22(13-11-21)14-16-24-17-19-9-6-15-26-19/h3-5,7-8,19H,2,6,9-17H2,1H3
IUPAC Name
ethyl 1-{2-[(oxolan-2-yl)methoxy]ethyl}-4-phenylpiperidine-4-carboxylate
SMILES
CCOC(=O)C1(CCN(CCOCC2CCCO2)CC1)C1=CC=CC=C1

References

General References
Not Available
PubChem Compound
61306
PubChem Substance
46506907
ChemSpider
55245
ChEMBL
CHEMBL2105078
Wikipedia
Furethidine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)28 °CPhysProp
boiling point (°C)210 °C at 5.00E-01 mm HgPhysProp
pKa7.48MERCK INDEX (1996)
Predicted Properties
PropertyValueSource
Water Solubility0.0485 mg/mLALOGPS
logP2.86ALOGPS
logP2.83Chemaxon
logS-3.9ALOGPS
pKa (Strongest Basic)7.98Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area48 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity101.78 m3·mol-1Chemaxon
Polarizability41.23 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9945
Blood Brain Barrier+0.9598
Caco-2 permeable+0.5171
P-glycoprotein substrateSubstrate0.7343
P-glycoprotein inhibitor IInhibitor0.7594
P-glycoprotein inhibitor IINon-inhibitor0.5298
Renal organic cation transporterInhibitor0.525
CYP450 2C9 substrateNon-substrate0.863
CYP450 2D6 substrateNon-substrate0.7596
CYP450 3A4 substrateSubstrate0.5622
CYP450 1A2 substrateInhibitor0.6432
CYP450 2C9 inhibitorInhibitor0.6053
CYP450 2D6 inhibitorNon-inhibitor0.6199
CYP450 2C19 inhibitorInhibitor0.5688
CYP450 3A4 inhibitorInhibitor0.7229
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8896
Ames testNon AMES toxic0.8698
CarcinogenicityNon-carcinogens0.8901
BiodegradationNot ready biodegradable0.9475
Rat acute toxicity3.3966 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8218
hERG inhibition (predictor II)Inhibitor0.5555
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-26bf64c1882f2b68d0fa
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03ea-1069000000-0b53cf8bba4e0e493328
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01p6-1298000000-ed2ff6f37da04025dc20
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03e9-2079000000-7365ee4d9c5f028fba2c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gw0-4967000000-aa94c9f1b3a1324b37a0
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-9684000000-20f3e1617cb31be44870
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-186.8673
predicted
DeepCCS 1.0 (2019)
[M+H]+189.34613
predicted
DeepCCS 1.0 (2019)
[M+Na]+196.26015
predicted
DeepCCS 1.0 (2019)

Drug created at July 31, 2007 13:09 / Updated at February 21, 2021 18:51