EPRAZINONE

Details

Stereochemistry	MIXED
Molecular Formula	C24H32N2O2
Molecular Weight	380.5231
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC(CN1CCN(CC(C)C(=O)C2=CC=CC=C2)CC1)C3=CC=CC=C3

InChI

InChIKey=BSHWLCACYCVCJE-UHFFFAOYSA-N

InChI=1S/C24H32N2O2/c1-3-28-23(21-10-6-4-7-11-21)19-26-16-14-25(15-17-26)18-20(2)24(27)22-12-8-5-9-13-22/h4-13,20,23H,3,14-19H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C24H32N2O2
Molecular Weight	380.5231
Charge	0
Count

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

Description
Sources: https://chugai-pharm.jp/hc/ss/pr/drug/res_fil0020/shiori/PDF/en/res_t_s_en.pdf
Curator's Comment: description was created based on several sources, including: http://www.rad-ar.or.jp/siori/english/kekka.cgi?n=421 | http://en.pharmacodia.com/web/drug/1_11802.html

Eprazinone has been variously described as having mucolytic or expectorant properties as well as a direct relaxant action on bronchial smooth muscle and it suppress the excitation of cough center to stop coughing. It is usually used to treat symptoms of cough and phlegm caused by respiratory diseases such as cold, upper respiratory infection, bronchitis, and pneumonia The most commonly reported adverse reactions include loss of appetite, nausea/vomiting, stomach discomfort, diarrhea (including loose stool) and symptom of irritation.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Neurokinin 1 receptor 35 Target ID: CHEMBL249 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24849814	Antagonist 2778

Conditions

Condition	Modality	Highest Phase	Product
Upper respiratory infection 2 Sources: https://web.archive.org/web/20160304114246/http://www.rad-ar.or.jp/siori/english/kekka.cgi?n=421	Palliative	Approved 8429	Eftapan Approved Use It is usually used to treat symptoms of cough and phlegm caused by respiratory diseases such as cold, upper respiratory infection, bronchitis, and pneumonia
Bronchitis 51 Sources: https://web.archive.org/web/20160304114246/http://www.rad-ar.or.jp/siori/english/kekka.cgi?n=421	Palliative	Approved 8429	Eftapan Approved Use It is usually used to treat symptoms of cough and phlegm caused by respiratory diseases such as cold, upper respiratory infection, bronchitis, and pneumonia
Common cold 58 Sources: https://web.archive.org/web/20160304114246/http://www.rad-ar.or.jp/siori/english/kekka.cgi?n=421	Palliative	Approved 8429	Eftapan Approved Use It is usually used to treat symptoms of cough and phlegm caused by respiratory diseases such as cold, upper respiratory infection, bronchitis, and pneumonia.
Pneumonia 90 Sources: https://web.archive.org/web/20160304114246/http://www.rad-ar.or.jp/siori/english/kekka.cgi?n=421	Palliative	Approved 8429	Eftapan Approved Use It is usually used to treat symptoms of cough and phlegm caused by respiratory diseases such as cold, upper respiratory infection, bronchitis, and pneumonia.

PubMed

Title	Date	PubMed
Non-pigmented fixed drug eruption induced by eprazinone hydrochloride.	2005 Dec 1	16409921
Effects of automated external lubrication on tablet properties and the stability of eprazinone hydrochloride.	2009 Mar 31	19059327

Patents

Sample Use Guides

In Vivo Use Guide

take 60-90mg of the active ingredient in 3 divided doses a day

Route of Administration: Other

In Vitro Use Guide

Eprazinone displayed a rather weak inhibition of [125I]BH-SPbinding to NK1R, at a concentration of 25 uM, and an antagonistic effect of about 30%, NK1R blockade could contribute to its mucolytic activity or could even be a hint to a still unrevealed mode of action.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:41:05 UTC 2023` Edited by `admin` on `Fri Dec 15 15:41:05 UTC 2023`
Record UNII	883YNL63WU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EPRAZINONE

Official Name

English

EPRAZINONE [MI]

Common Name

English

eprazinone [INN]

Common Name

English

Eprazinone [WHO-DD]

Common Name

English

3-(4-(.BETA.-ETHOXYPHENETHYL)-1-PIPERAZINYL)-2-METHYLPROPIOPHENONE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29767