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Details

Stereochemistry RACEMIC
Molecular Formula C22H20FN3OS.ClH
Molecular Weight 429.938
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Tifluadom hydrochloride

SMILES

Cl.CN1C(CNC(=O)C2=CSC=C2)CN=C(C3=CC=CC=C3F)C4=CC=CC=C14

InChI

InChIKey=JFZSUQQSHDYRGA-UHFFFAOYSA-N
InChI=1S/C22H20FN3OS.ClH/c1-26-16(13-25-22(27)15-10-11-28-14-15)12-24-21(17-6-2-4-8-19(17)23)18-7-3-5-9-20(18)26;/h2-11,14,16H,12-13H2,1H3,(H,25,27);1H

HIDE SMILES / InChI

Molecular Formula C22H20FN3OS
Molecular Weight 393.477
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Tifluadom is an opioid benzodiazepine with potent analgesic activity. Studies using antagonists for κ-, δ-, and μ-opiate receptors in guinea pig myenteric plexus-longitudinal muscle preparation and mouse and rabbit vasa deferentia showed that Tifluadom is an opioid analgesic with a preference for opiate κ-receptors. In rat brain homogenates, tifluadom displaced kappa-antagonist naloxone from its binding sites with an IC50 of 12nM but had no effect on flunitrazepam binding. Tifluadom produced a dose-related diuresis in normally hydrated rats and the diuretic effect was antagonized by naloxone and blocked by morphine administration.

Approval Year

PubMed

PubMed

TitleDatePubMed
An opioid benzodiazepine.
1982 Aug 19
Differential effects of fedotozine compared to other kappa agonists on diuresis in rats.
1996 Dec
Activation of the cloned human kappa opioid receptor by agonists enhances [35S]GTPgammaS binding to membranes: determination of potencies and efficacies of ligands.
1997 Aug
Patents

Patents

Sample Use Guides

Dog: 5, 10, 20, 40, 80 micrograms/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:15:03 GMT 2023
Edited
by admin
on Sat Dec 16 10:15:03 GMT 2023
Record UNII
RQB9JWT8M3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Tifluadom hydrochloride
Common Name English
3-THIOPHENECARBOXAMIDE, N-((5-(2-FLUOROPHENYL)-2,3-DIHYDRO-1-METHYL-1H-1,4-BENZODIAZEPIN-2-YL)METHYL)-, HYDROCHLORIDE (1:1
Systematic Name English
3-THIOPHENECARBOXAMIDE, N-((5-(2-FLUOROPHENYL)-2,3-DIHYDRO-1-METHYL-1H-1,4-BENZODIAZEPIN-2-YL)METHYL)-, MONOHYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
RQB9JWT8M3
Created by admin on Sat Dec 16 10:15:03 GMT 2023 , Edited by admin on Sat Dec 16 10:15:03 GMT 2023
PRIMARY
PUBCHEM
71752575
Created by admin on Sat Dec 16 10:15:03 GMT 2023 , Edited by admin on Sat Dec 16 10:15:03 GMT 2023
PRIMARY
CAS
96337-50-7
Created by admin on Sat Dec 16 10:15:03 GMT 2023 , Edited by admin on Sat Dec 16 10:15:03 GMT 2023
PRIMARY
EPA CompTox
DTXSID80858485
Created by admin on Sat Dec 16 10:15:03 GMT 2023 , Edited by admin on Sat Dec 16 10:15:03 GMT 2023
PRIMARY