FENTANYL CITRATE

Search structure
Trade Names:
Synonyms:
Status: Approved (1968)
Entry Type: Small molecule
Molecule Category: Salt
UNII: MUN5LYG46H
Parent Compound: FENTANYL

Structure
InChI Key IVLVTNPOHDFFCJ-UHFFFAOYSA-N
Smile CCC(=O)N(c1ccccc1)C1CCN(CCc2ccccc2)CC1.O=C(O)CC(O)(CC(=O)O)C(=O)O
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C28H36N2O8
Molecular Weight 528.6
AlogP 4.14
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 23.55
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 25.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Mu opioid receptor agonist DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 2 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Chronic Pain 3 D059350 ClinicalTrials
Lung Diseases, Interstitial 3 D017563 ClinicalTrials
Dyspnea 3 D004417 ClinicalTrials
Low Back Pain 3 D017116 ClinicalTrials
Neuralgia 3 D009437 ClinicalTrials
Dyspnea 3 D004417 ClinicalTrials
Pulpitis 2 D011671 ClinicalTrials

Related Entries

Scaffolds

Parent
Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
20.89
Psychiatric disorders
11.94
Injury, poisoning and procedural complications
11.87
Nervous system disorders
10.19
Gastrointestinal disorders
8.1
Respiratory, thoracic and mediastinal disorders
5.52
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
4.23
Cardiac disorders
3.85
Musculoskeletal and connective tissue disorders
3.69
Vascular disorders
2.91
Investigations
2.45

Cross References

Resources Reference
ChEBI 31602
ChEMBL CHEMBL688
EPA CompTox DTXSID80243933
FDA SRS MUN5LYG46H
Guide to Pharmacology 1626
KEGG D00320
PubChem 13810
SureChEMBL SCHEMBL40733
ZINC ZINC02522669
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