IDREMCINAL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C39H69NO12
Molecular Weight	743.9647
Optical Activity	UNSPECIFIED
Defined Stereocenters	17 / 17
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C(C)C)[C@@]4(C)CC(C)=C(O4)[C@H](C)[C@@H](O)[C@]1(C)O

InChI

InChIKey=FPBKIOZMKHHNLL-CBUZSSJJSA-N

InChI=1S/C39H69NO12/c1-15-27-39(12,45)32(42)22(6)30-20(4)17-38(11,52-30)34(51-36-29(41)26(16-21(5)47-36)40(13)19(2)3)23(7)31(24(8)35(44)49-27)50-28-18-37(10,46-14)33(43)25(9)48-28/h19,21-29,31-34,36,41-43,45H,15-18H2,1-14H3/t21-,22+,23+,24-,25+,26+,27-,28+,29-,31+,32-,33+,34-,36+,37-,38-,39-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C39H69NO12
Molecular Weight	743.9647
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	17 / 17
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9535992 | https://adisinsight.springer.com/drugs/800004242

Idremcinal (previously known as EM574), a motilin receptor agonist, has been studied for the treatment of gastritis. The drug was involved in phase II in Japan for the treatment of chronic gastritis and Gastro-esophageal reflux in the USA. However, the development of the drug was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Dose-related effects of N-demethyl-N-isopropyl-8, 9-anhydroerythromycin A 6,9-hemiacetal on gastric emptying of solids in healthy human volunteers.	1998-04	9535992
Bioactive metabolites of EM574 and EM523, erythromycin derivatives having strong gastrointestinal motor stimulating activity.	1996-08	8823513
[Erythromycin derivative EM574 with motilin agonistic effect on human gastric antrum].	1995-12	8867985
EM574, an erythromycin derivative, is a potent motilin receptor agonist in human gastric antrum.	1994-10	7965757

Sample Use Guides

In Vivo Use Guide

Thirty healthy volunteers received one of five oral doses of EM574 (IDREMCINAL) (5, 10, 20, 30 mg and placebo) in a randomized, double-blind, five-period, cross-over design; each dosing period was separated by 1-wk washout.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:54:37 GMT 2025` Edited by `admin` on `Wed Apr 02 09:54:37 GMT 2025`
Record UNII	0M6189XXJN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EM-574

Preferred Name

English

IDREMCINAL

Official Name

English

8,9-Didehydro-N-demethyl-9-deoxo-6-deoxy-6,9-epoxy-N-isopropylerythromycin

Common Name

English

8,9-DIDEHYDRO-N-DEMETHYL-9-DEOXO-6-DEOXY-6,9-EPOXY-N-(1-METHYLETHYL)ERTHROMYCIN

Common Name

English

idremcinal [INN]

Common Name

English

IDREMCINAL [USAN]

Common Name

English

EM574

Code

English

Code System Code Type Description

NCI_THESAURUS

C166426