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

[H][C@@]2(O[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)C3=C(C)C[C@@](C)(O3)[C@]([H])(O[C@@H]4O[C@H](C)C[C@@H]([C@H]4O)N(C)C(C)C)[C@H]2C

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
EM574, an erythromycin derivative, is a potent motilin receptor agonist in human gastric antrum.	1994 Oct	7965757
[Erythromycin derivative EM574 with motilin agonistic effect on human gastric antrum].	1995 Dec	8867985
Bioactive metabolites of EM574 and EM523, erythromycin derivatives having strong gastrointestinal motor stimulating activity.	1996 Aug	8823513
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 Apr	9535992

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 `Sat Dec 16 18:00:40 UTC 2023` Edited by `admin` on `Sat Dec 16 18:00:40 UTC 2023`
Record UNII	0M6189XXJN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IDREMCINAL

Official Name

English

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

Common Name

English

EM-574

Code

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