FLUTROPIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H29FNO3
Molecular Weight	398.4904
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 4
E/Z Centers	0
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

C[N@@+]1(CCF)[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(O)(C3=CC=CC=C3)C4=CC=CC=C4

InChI

InChIKey=OATDVDIMNNZTEY-XWALJWNASA-N

InChI=1S/C24H29FNO3/c1-26(15-14-25)20-12-13-21(26)17-22(16-20)29-23(27)24(28,18-8-4-2-5-9-18)19-10-6-3-7-11-19/h2-11,20-22,28H,12-17H2,1H3/q+1/t20-,21+,22+,26?

HIDE SMILES / InChI

Molecular Formula	C24H28FNO3
Molecular Weight	397.4824
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	3 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6139497
Curator's Comment: description was created based on several sources, including: http://en.pharmacodia.com/web/drug/1_10230.html | https://www.ncbi.nlm.nih.gov/pubmed/7886652 | https://www.ncbi.nlm.nih.gov/pubmed/2431695

The anticholinergic agent Flutropium is a classic competitive antagonist of acetylcholine. In in vitro experiments it is more effective than atropine. A poor enteral absorption is to be expected; this can be concluded from the low relative effectiveness after oral administration. After local administration as an aerosol it is superior to atropine with regard to both effectiveness and duration of action. It is used in Japan to treat asthma and chronic obstructive pulmonary disease. Flutropium can be described as a preparation which is free of side effects.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Muscarinic acetylcholine receptor 160 Target ID: CHEMBL2094109 Sources: http://en.pharmacodia.com/web/drug/1_10230.html \| http://www.chemdrug.com/article/8/3284/16419619.html	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Chronic obstructive pulmonary disease 174 Sources: http://en.pharmacodia.com/web/drug/1_10230.html	Palliative		Approved 8429	FLUBRON Approved Use It has been used for the relief of symptoms of bronchial asthma and COPD.
Asthma 241 Sources: http://en.pharmacodia.com/web/drug/1_10230.html	Palliative		Approved 8429	FLUBRON Approved Use It has been used for the relief of symptoms of bronchial asthma and COPD.

PubMed

Title	Date	PubMed
Effects of 8-(2-fluoroethyl)-3 alpha-hydroxy-1 alpha H, 5 alpha H-tropaniumbromide benzilate (Ba598Br) on allergy- and drug-induced asthmas.	1983 Oct	6139497
Synthesis of the bronchospasmolytic agent flutropium bromide and of some homologous and configuration isomeric compounds.	1986 Aug	3778552
Molecular and crystal structure of flutropium bromide.	1986 Aug	3778553
Pharmacology of the anticholinergic bronchospasmolytic agent flutropium bromide.	1986 Sep	2431695
[Effects of flutropium bromide, a new antiasthma drug, with repeated administration on bronchomotor response and hepatic drug metabolizing enzymes].	1989 Jun	2567689

Patents

Sample Use Guides

In Vivo Use Guide

60 ug per puff

Route of Administration: Respiratory

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:16:45 UTC 2023` Edited by `admin` on `Fri Dec 15 16:16:45 UTC 2023`
Record UNII	TA73FX29II
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLUTROPIUM

Common Name

English

Flutropium [WHO-DD]

Common Name

English

FLUTROPIUM CATION

Common Name

English

FLUTROPIUM ION

Common Name

English

(8R)-8-(2-FLUOROETHYL)-3.ALPHA.-HYDROXY-1.ALPHA.H,5.ALPHA.H-TROPANIUM BENZILATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29704