Tifluadom

Details

Stereochemistry	RACEMIC
Molecular Formula	C22H20FN3OS
Molecular Weight	393.477
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=NPGABYHTDVGGJK-UHFFFAOYSA-N

InChI=1S/C22H20FN3OS/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)

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	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6287271 | https://www.ncbi.nlm.nih.gov/pubmed/3084201 | https://www.ncbi.nlm.nih.gov/pubmed/3034631

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Unexpected opioid activity in a known class of drug.	1982 Sep 20-27	6292610
Studies on the adrenomedullary dependence of kappa-opioid agonist-induced diuresis in conscious rats.	1989 Dec	2558758
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	9262330

Patents

Sample Use Guides

In Vivo Use Guide

Dog: 5, 10, 20, 40, 80 micrograms/kg

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:45:00 GMT 2023` Edited by `admin` on `Sat Dec 16 16:45:00 GMT 2023`
Record UNII	TF8X866L0I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Tifluadom

Official Name

English

(±)-N-((5-(O-FLUOROPHENYL)-2,3-DIHYDRO-1-METHYL-1H-1,4-BENZODIAZEPIN-2-YL)METHYL)-3-THIOPHENECARBOXAMIDE

Common Name

English

tifluadom [INN]

Common Name

English

KC-5103

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C67413