U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C21H25FN2O2
Molecular Weight 356.4338
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUANISONE

SMILES

COC1=CC=CC=C1N2CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2

InChI

InChIKey=IRYFCWPNDIUQOW-UHFFFAOYSA-N
InChI=1S/C21H25FN2O2/c1-26-21-7-3-2-5-19(21)24-15-13-23(14-16-24)12-4-6-20(25)17-8-10-18(22)11-9-17/h2-3,5,7-11H,4,6,12-16H2,1H3

HIDE SMILES / InChI
Fluanisone, a butyrophenone derivative, is a neuroleptic agent, which was used in the treatment of schizophrenia and mania. Veterinary formulation fentanyl/fluanisone (Hypnorm) is used for rodent analgesia during short surgical procedures. Hypnorm is a combination often used as a neuroleptanalgesic and anaesthetic. Fentanyl-fluanisone has stimulating effects on the amount of spike-wave discharges, but not in a dose-dependent manner. A low dose of 0.01 mg/kg fentanyl with 0.5 mg/kg fluanisone causes a large increase in epileptic activity. This effect is larger than with a middle dose of 0.1 mg/kg fentanyl and 5 mg/kg fluanisone and much larger than with a high dose of 0.2 mg/kg fentanyl with 10 mg/kg fluanisone. The last two doses cause a prolonged anaesthetic state in rats. Fluanisone alone in the same doses as in the mixture induces a large dose-dependent increase in spike-wave activity, with only a small effect on spike frequency. This might be caused by the antagonistic action of this drug at dopamine receptors.

Approval Year

PubMed

PubMed

TitleDatePubMed
Listeria monocytogenes infection affects a subset of Ly49-expressing NK cells in the rat.
2010-12-15
Hydrocephalus induces dynamic spatiotemporal regulation of aquaporin-4 expression in the rat brain.
2010-11-05
Forward masking estimated by signal detection theory analysis of neuronal responses in primary auditory cortex.
2010-09
Chemokine expression in renal ischemia/reperfusion injury is most profound during the reparative phase.
2010-06
68Ga-chloride PET reveals human pancreatic adenocarcinoma xenografts in rats--comparison with FDG.
2010-06
New endovascular method for transvascular exit of arteries and veins: developed in simulator, in rat and in rabbit with full clinical integration.
2010-05-03
Electrochemical growth behavior, surface properties, and enhanced in vivo bone response of TiO2 nanotubes on microstructured surfaces of blasted, screw-shaped titanium implants.
2010-04-15
Effects of isoflurane on auditory evoked potentials in the cochlea and brainstem of guinea pigs.
2010-02
Tri-partite complex for axonal transport drug delivery achieves pharmacological effect.
2010-01-20
Effects of muscarinic receptor stimulation on Ca2+ transient, cAMP production and pacemaker frequency of rabbit sinoatrial node cells.
2010-01
Altered myocardial substrate metabolism is associated with myocardial dysfunction in early diabetic cardiomyopathy in rats: studies using positron emission tomography.
2009-07-22
Induction of anaesthesia with either midazolam or propofol in rabbits premedicated with fentanyl/fluanisone.
2009-06-27
Integrating statistical predictions and experimental verifications for enhancing protein-chemical interaction predictions in virtual screening.
2009-06
Variation in the phase of response to low-frequency pure tones in the guinea pig auditory nerve as functions of stimulus level and frequency.
2009-06
Responses to diotic, dichotic, and alternating phase harmonic stimuli in the inferior colliculus of guinea pigs.
2009-03
Enterococcal surface protein Esp is not essential for cell adhesion and intestinal colonization of Enterococcus faecium in mice.
2009-01-29
Lung inflammation and genotoxicity following pulmonary exposure to nanoparticles in ApoE-/- mice.
2009-01-12
Structure-activity relationship of immunostimulatory effects of phthalates.
2008-10-31
MyD88 dependent signaling contributes to protective host defense against Burkholderia pseudomallei.
2008
Lack of evidence for reduced prefrontal cortical serotonin and dopamine efflux after acute tryptophan depletion.
2007-12
Experimental iodine-125 seed irradiation of intracerebral brain tumors in nude mice.
2007-09-26
Toll-like receptor 2 impairs host defense in gram-negative sepsis caused by Burkholderia pseudomallei (Melioidosis).
2007-07-31
Nicotine protects kidney from renal ischemia/reperfusion injury through the cholinergic anti-inflammatory pathway.
2007-05-23
Screening mouse vision with intrinsic signal optical imaging.
2007-02
Effect of live Salmonella Ty21a in dextran sulfate sodium-induced colitis.
2007
Morphological characterization of intra-articular HMGB1 expression during the course of collagen-induced arthritis.
2007
Protein expression in experimental malignant glioma varies over time and is altered by radiotherapy treatment.
2006-06-19
Isoflurane and other commonly used anaesthetics do not protect the isolated buffer perfused mouse heart from ischemia-reperfusion injury.
2006-04
Genomic responses in rat cerebral cortex after traumatic brain injury.
2005-11-30
The endothelin B (ETB) receptor agonist IRL 1620 is highly vasoconstrictive in two syngeneic rat tumour lines: potential for selective tumour blood flow modification.
2005-07-11
Tezosentan reduces the microvascular filtration coefficient in isolated lungs from rats subjected to cecum ligation and puncture.
2005
Direct visualization of electroporation-assisted in vivo gene delivery to tumors using intravital microscopy - spatial and time dependent distribution.
2004-11-16
The tyrosine kinase inhibitor ZD6474 inhibits tumour growth in an intracerebral rat glioma model.
2004-09-13
Targeted radiosensitisation by pegylated liposome-encapsulated 3', 5'-O-dipalmitoyl 5-iodo-2'-deoxyuridine in a head and neck cancer xenograft model.
2004-07-19
Efficient delivery of Cre-recombinase to neurons in vivo and stable transduction of neurons using adeno-associated and lentiviral vectors.
2004-01-30
Tumour dose response to the antivascular agent ZD6126 assessed by magnetic resonance imaging.
2003-05-19
Effects of SERM (selective estrogen receptor modulator) treatment on growth and proliferation in the rat uterus.
2003-05-07
Adenosine preconditioning attenuates hepatic reperfusion injury in the rat by preventing the down-regulation of endothelial nitric oxide synthase.
2002-09-20
A comparison of efficacy and toxicity between electroporation and adenoviral gene transfer.
2002-08-13
Hemodynamics of anesthetized ventilated mouse models: aspects of anesthetics, fluid support, and strain.
2002-06
Fentanyl-fluanisone-midazolam combination results in more stable hemodynamics than does urethane alpha-chloralose and 2,2,2-tribromoethanol in mice.
2002-05
Assessment of the postoperative discomfort of intra-auricularly hypophysectomized rats.
2002-04
Bone response to machined and resorbable blast material titanium implants: an experimental study in rabbits.
2002
Anaesthetic agents inhibit gastrin-stimulated but not basal histamine release from rat stomach ECL cells.
2000-06
The bucco-linguo-masticatory syndrome as a side-effect of neuroleptics therapy.
1967
Patents

Patents

Sample Use Guides

The rabbits were anesthetized with intramuscular injections of fluanisone (0.7 mg/ kg body weight) and diazepam (1.5 mg/kg b.wt.)
Route of Administration: Intramuscular
Name Type Language
FLUANISONE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
MD 2028
Preferred Name English
R-2167
Code English
FLUANISONE [MART.]
Common Name English
MD-2028
Code English
4'-FLUORO-4-)4-(O-METHOXYPHENYL)-1-PIPERAZINYL)BUTYROPHENONE
Common Name English
Fluanisone [WHO-DD]
Common Name English
R 2167
Code English
NSC-170977
Code English
FLUANISONE [MI]
Common Name English
fluanisone [INN]
Common Name English
R-2028
Code English
R 2028
Code English
Classification Tree Code System Code
WHO-ATC N05AD09
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
WHO-VATC QN05AD09
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
NCI_THESAURUS C29710
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID4045711
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
EVMPD
SUB07662MIG
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
INN
1444
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
NSC
170977
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
SMS_ID
100000081229
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
ECHA (EC/EINECS)
216-038-8
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
NCI_THESAURUS
C65704
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
MESH
C005014
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
CAS
1480-19-9
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
WIKIPEDIA
FLUANISONE
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
ChEMBL
CHEMBL58792
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
MERCK INDEX
m5416
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY Merck Index
FDA UNII
1D0W98U1I4
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
DRUG BANK
DB13665
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY
PUBCHEM
15139
Created by admin on Mon Mar 31 18:26:57 GMT 2025 , Edited by admin on Mon Mar 31 18:26:57 GMT 2025
PRIMARY