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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=C(C=CC=C1)N2CCN(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

Molecular Formula C21H25FN2O2
Molecular Weight 356.4338
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
The bucco-linguo-masticatory syndrome as a side-effect of neuroleptics therapy.
1967
Tumour dose response to the antivascular agent ZD6126 assessed by magnetic resonance imaging.
2003 May 19
Effects of SERM (selective estrogen receptor modulator) treatment on growth and proliferation in the rat uterus.
2003 May 7
Targeted radiosensitisation by pegylated liposome-encapsulated 3', 5'-O-dipalmitoyl 5-iodo-2'-deoxyuridine in a head and neck cancer xenograft model.
2004 Jul 19
The tyrosine kinase inhibitor ZD6474 inhibits tumour growth in an intracerebral rat glioma model.
2004 Sep 13
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 Jul 11
Protein expression in experimental malignant glioma varies over time and is altered by radiotherapy treatment.
2006 Jun 19
Toll-like receptor 2 impairs host defense in gram-negative sepsis caused by Burkholderia pseudomallei (Melioidosis).
2007 Jul 31
MyD88 dependent signaling contributes to protective host defense against Burkholderia pseudomallei.
2008
Lung inflammation and genotoxicity following pulmonary exposure to nanoparticles in ApoE-/- mice.
2009 Jan 12
Enterococcal surface protein Esp is not essential for cell adhesion and intestinal colonization of Enterococcus faecium in mice.
2009 Jan 29
Integrating statistical predictions and experimental verifications for enhancing protein-chemical interaction predictions in virtual screening.
2009 Jun
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 Jun
Responses to diotic, dichotic, and alternating phase harmonic stimuli in the inferior colliculus of guinea pigs.
2009 Mar
Effects of muscarinic receptor stimulation on Ca2+ transient, cAMP production and pacemaker frequency of rabbit sinoatrial node cells.
2010 Jan
Tri-partite complex for axonal transport drug delivery achieves pharmacological effect.
2010 Jan 20
Chemokine expression in renal ischemia/reperfusion injury is most profound during the reparative phase.
2010 Jun
New endovascular method for transvascular exit of arteries and veins: developed in simulator, in rat and in rabbit with full clinical integration.
2010 May 3
Hydrocephalus induces dynamic spatiotemporal regulation of aquaporin-4 expression in the rat brain.
2010 Nov 5
Forward masking estimated by signal detection theory analysis of neuronal responses in primary auditory cortex.
2010 Sep
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
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:24:15 GMT 2023
Edited
by admin
on Fri Dec 15 16:24:15 GMT 2023
Record UNII
1D0W98U1I4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUANISONE
INN   MART.   MI   WHO-DD  
INN  
Official 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
MD 2028
Code English
R-2028
Code English
R 2028
Code English
Classification Tree Code System Code
WHO-ATC N05AD09
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
WHO-VATC QN05AD09
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
NCI_THESAURUS C29710
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID4045711
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
EVMPD
SUB07662MIG
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
INN
1444
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
NSC
170977
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
SMS_ID
100000081229
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
ECHA (EC/EINECS)
216-038-8
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
NCI_THESAURUS
C65704
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
MESH
C005014
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
CAS
1480-19-9
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
WIKIPEDIA
FLUANISONE
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
ChEMBL
CHEMBL58792
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
MERCK INDEX
m5416
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY Merck Index
FDA UNII
1D0W98U1I4
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
DRUG BANK
DB13665
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
PUBCHEM
15139
Created by admin on Fri Dec 15 16:24:15 GMT 2023 , Edited by admin on Fri Dec 15 16:24:15 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY