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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H34NO4
Molecular Weight 484.606
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 5
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of FENTONIUM

SMILES

C[N+]3(CC(=O)C1=CC=C(C=C1)C2=CC=CC=C2)[C@H]4CC[C@@H]3C[C@@H](C4)OC(=O)[C@H](CO)C5=CC=CC=C5

InChI

InChIKey=CSYZZFNWCDOVIM-OCTNZTSRSA-N
InChI=1S/C31H34NO4/c1-32(20-30(34)25-14-12-23(13-15-25)22-8-4-2-5-9-22)26-16-17-27(32)19-28(18-26)36-31(35)29(21-33)24-10-6-3-7-11-24/h2-15,26-29,33H,16-21H2,1H3/q+1/t26-,27+,28+,29-,32?/m1/s1

HIDE SMILES / InChI

Molecular Formula C31H33NO4
Molecular Weight 483.598
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 4 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Fentonium is an anticholinergic, antispasmodic and anti-ulcerogenic agent. It is quaternary analog of hyoscyamine, is a blocker of muscarinic activity and an allosteric blocker of α12βγε nicotinic receptors. It increases the spontaneous release of acetylcholine at the motor endplate without depolarizing the muscle or inhibiting cholinesterase activity. Fentonium inhibited transmitter release and depressed twitch without changing the responsiveness to noradrenaline or ATP. It is a K(+)-channel opener. Administration of fentonium bromide in rats receiving naloxone after chronic morphine treatment reduced the intensity of withdrawal signs such as increased defecation or micturition, salivation and wet-dog shakes, and elevated the nociceptive threshold values.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of administration of phentonium bromide on opioid withdrawal syndrome in rats.
1997 Dec

Sample Use Guides

Single dose - 1, 3 or 9 mg/kg
Route of Administration: Intraperitoneal
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:00:31 UTC 2023
Edited
by admin
on Fri Dec 15 16:00:31 UTC 2023
Record UNII
26BF4S8FO5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FENTONIUM
WHO-DD  
Common Name English
Fentonium [WHO-DD]
Common Name English
8-AZONIABICYCLO(3.2.1)OCTANE, 8-(2-(1,1'-BIPHENYL)-4-YL-2-OXOETHYL)-3-((2S)-3-HYDROXY-1-OXO-2-PHENYLPROPOXY)-8-METHYL-, (3-ENDO,8-ANTI)-
Common Name English
3.ALPHA.-HYDROXY-8-(P-PHENYLPHENACYL)-1.ALPHA.H,5.ALPHA.H-TROPANIUM (-)-TROPATE
Common Name English
FENTONIUM ION
Common Name English
FENTONIUM CATION
Common Name English
1-.ALPHA.-4,5-.ALPHA.-H-TROPANIUM, 3-.ALPHA.-HYDROXY-8-(P-PHENYLPHENACYL)-, (-)-TROPATE
Common Name English
Classification Tree Code System Code
WHO-VATC QA03BB04
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
WHO-ATC A03BB04
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID40863636
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
EVMPD
SUB02132MIG
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
DRUG BANK
DB08978
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
MESH
C100112
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
CAS
34786-74-8
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
NCI_THESAURUS
C83712
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
PUBCHEM
10347880
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
SMS_ID
100000086967
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
FDA UNII
26BF4S8FO5
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
DRUG CENTRAL
1167
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
WIKIPEDIA
FENTONIUM
Created by admin on Fri Dec 15 16:00:31 UTC 2023 , Edited by admin on Fri Dec 15 16:00:31 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY