MIDESTEINE

Details

Stereochemistry	MIXED
Molecular Formula	C12H13NO3S3
Molecular Weight	315.432
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(SC(=O)C1=CC=CS1)C(=O)NC2CCSC2=O

InChI

InChIKey=MKTVMEMIKNBVHI-UHFFFAOYSA-N

InChI=1S/C12H13NO3S3/c1-7(19-12(16)9-3-2-5-17-9)10(14)13-8-4-6-18-11(8)15/h2-3,5,7-8H,4,6H2,1H3,(H,13,14)

HIDE SMILES / InChI

Molecular Formula	C12H13NO3S3
Molecular Weight	315.432
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8836663 | https://adisinsight.springer.com/drugs/800003709

Midesteine (previously known as MR 889), a thiolactic acid derivative was developed as an inhibitor of the chymotrypsin and elastolytic activity of leukocyte elastase. Midesteine participated in clinical trials for patients with chronic obstructive pulmonary disease. The drug is also studied to treat asthma, cystic fibrosis, and emphysema. However, all these studies were discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
The kinetic mechanism of inhibition of human leukocyte elastase by MR889, a new cyclic thiolic compound.	1990 Mar 1	2310417
MR889, a neutrophil elastase inhibitor, in patients with chronic obstructive pulmonary disease: a double-blind, randomized, placebo-controlled clinical trial.	1996 Jul	8836663

Patents

Sample Use Guides

In Vivo Use Guide

Thirty subjects were administered MR889 orally at a dose of 500 mg b.i.d. for 4 weeks, and 30 received placebo following the same schedule.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:54:22 UTC 2023` Edited by `admin` on `Fri Dec 15 18:54:22 UTC 2023`
Record UNII	90K2YE9FTO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MIDESTEINE

Official Name

English

2-THIOPHENECARBOTHIOIC ACID, S-ESTER WITH (±)-2-MERCAPTO-N-(TETRAHYDRO-2-OXO-3-THIENYL)PROPIONAMIDE

Common Name

English

N-(2-OXO-2,3,4,5-TETRAHYDRO-3-THIENYL)-2-(2-THIENYLCARBONYLTHIO)PROPIONAMIDE

Systematic Name

English

MR-889

Code

English

midesteine [INN]

Common Name

English

MR889

Code

English

Code System Code Type Description

ChEMBL

CHEMBL1808549