IPAZILIDE FUMARATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H30N4O.C4H4O4
Molecular Weight	506.5934
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C\C(O)=O.CCN(CC)CCCNC(=O)CN1N=CC(=C1C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=KKMOBFCMCCFTDX-WLHGVMLRSA-N

InChI=1S/C24H30N4O.C4H4O4/c1-3-27(4-2)17-11-16-25-23(29)19-28-24(21-14-9-6-10-15-21)22(18-26-28)20-12-7-5-8-13-20;5-3(6)1-2-4(7)8/h5-10,12-15,18H,3-4,11,16-17,19H2,1-2H3,(H,25,29);1-2H,(H,5,6)(H,7,8)/b;2-1+

HIDE SMILES / InChI

Molecular Formula	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Molecular Formula	C24H30N4O
Molecular Weight	390.5212
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1526370 | https://www.ncbi.nlm.nih.gov/pubmed/8449385 | https://www.ncbi.nlm.nih.gov/pubmed/8033497

Ipazilide is an antiarrhythmic agent that prolongs ventricular refractoriness and possesses antiectopic activity. In clinical trials ipazilide administrations leads to dose- and time-dependent in decrease cardiac index and arterial pressure. Left ventricular filling pressure, right atrial pressure, and heart rate were not altered by ipazilide. Plasma concentrations of ipazilide peaked 90 minutes after administration of 100 or 200 of the drug, but peak concentrations were noted 3 hours after administration of 400 mg. The hemodynamic response correlated with the plasma concentration of ipazilide determined contemporaneously.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Potassium channel 4 Target ID: Potassium channel Sources: https://adisinsight.springer.com/drugs/800001765	Antagonist 2849

PubMed

Title	Date	PubMed
Subchronic oral and intravenous (i.v.) safety evaluation and pharmacokinetics in rats and dogs of ipazilide fumarate (Win 54, 177-4), an antiarrhythmic agent.	1992-05	1526370

Patents

Sample Use Guides

In Vivo Use Guide

400, 200, and 100 mg single-dose

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:15:25 GMT 2025` Edited by `admin` on `Mon Mar 31 18:15:25 GMT 2025`
Record UNII	2MI60P494I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IPAZILIDE FUMARATE

Official Name

English

WIN 54,177-4

Preferred Name

English

1H-PYRAZOLE-1-ACETAMIDE, N-(3-(DIETHYLAMINO)PROPYL)-4,5-DIPHENYL-, (E)-2-BUTENEDIOATE (1:1)

Systematic Name

English

N-[3-(Diethylamino)propyl]-4,5-diphenylpyrazole-1-acetamide fumarate (1:1)

Systematic Name

English

WIN-54177-4

Code

English

IPAZILIDE FUMARATE [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47793