REPIRINAST

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H21NO5
Molecular Weight	355.3844
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)CCOC(=O)C1=CC(=O)C2=C(O1)C3=C(NC2=O)C(C)=C(C)C=C3

InChI

InChIKey=NFQIAEMCQGTTIR-UHFFFAOYSA-N

InChI=1S/C20H21NO5/c1-10(2)7-8-25-20(24)15-9-14(22)16-18(26-15)13-6-5-11(3)12(4)17(13)21-19(16)23/h5-6,9-10H,7-8H2,1-4H3,(H,21,23)

HIDE SMILES / InChI

Description
Sources: http://en.pharmacodia.com/web/drug/1_10074.html
Curator's Comment: Description was created based on several sources, including http://www.kegg.jp/dbget-bin/www_bget?dr:D01890 and https://www.ncbi.nlm.nih.gov/pubmed/1331217

Repirinast is an antiallergic drug developed and introduced into the market in Japan in 1987. It is a histamine release inhibitor. It has demonstrated effectiveness for treating bronchial asthma in humans.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Eosinophilia 1 Target ID: Eosinophilia Sources: https://www.ncbi.nlm.nih.gov/pubmed/8386963	Inhibitor 8504
Neutrophilia 1 Target ID: Neutrophilia Sources: https://www.ncbi.nlm.nih.gov/pubmed/8386963	Inhibitor 8504
leukotriene B4 biosynthetic process 8 Target ID: GO:0097251 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2155337	Inhibitor 8504	100.0 µM [IC50]
histamine secretion 4 Target ID: GO:0001821 Sources: http://adisinsight.springer.com/drugs/800001456	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Asthma 244 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1331217	Primary		Approved 8583	Romet Approved Use Asthma

C_max

Value	Dose	Analyte	Population
0.138 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	150 mg single, oral dose: 150 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
0.191 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
0.241 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	450 mg single, oral dose: 450 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
308.9 ng/mL EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	150 mg single, oral dose: 150 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
363.6 ng/mL EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
216 ng/mL EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	150 mg 2 times / day steady-state, oral dose: 150 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
441.7 ng/mL EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	450 mg single, oral dose: 450 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

AUC

Value	Dose	Analyte	Population
0.307 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	150 mg single, oral dose: 150 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
0.502 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
0.719 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	450 mg single, oral dose: 450 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
1032 ng × h/mL EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	150 mg single, oral dose: 150 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
1720 ng × h/mL EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
1021 ng × h/mL EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	150 mg 2 times / day steady-state, oral dose: 150 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
2272 ng × h/mL EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	450 mg single, oral dose: 450 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

T_1/2

Value	Dose	Analyte	Population
5.91 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	150 mg single, oral dose: 150 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
7.97 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
9.79 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1315685/	450 mg single, oral dose: 450 mg route of administration: Oral experiment type: SINGLE co-administered:	REPIRINAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
13.83 h EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	150 mg single, oral dose: 150 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
17.27 h EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
13.83 h EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	150 mg 2 times / day steady-state, oral dose: 150 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
17.54 h EXPERIMENT https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?lang=en	450 mg single, oral dose: 450 mg route of administration: Oral experiment type: SINGLE co-administered:	MY-1250 plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

Doses

Dose	Population	Adverse events
450 mg single, oral Highest studied dose Dose: 450 mg Route: oral Route: single Dose: 450 mg Sources: https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?format=pdf&lang=en	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: FASTED Sources: https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?format=pdf&lang=en	Sources: https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?format=pdf&lang=en
150 mg 2 times / day multiple, oral Studied dose Dose: 150 mg, 2 times / day Route: oral Route: multiple Dose: 150 mg, 2 times / day Sources: https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?format=pdf&lang=en	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: FASTED Sources: https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?format=pdf&lang=en	Sources: https://www.scielo.br/j/bjps/a/73GTSDjmy8PCtSrgBjhmQVk/?format=pdf&lang=en
300 mg 2 times / day multiple, oral Studied dose Dose: 300 mg, 2 times / day Route: oral Route: multiple Dose: 300 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/1331217/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/1331217/	Sources: https://pubmed.ncbi.nlm.nih.gov/1331217/

PubMed

Title	Date	PubMed
A late cutaneous response in actively sensitized rats: a new method for evaluating the efficacy of antiallergic drugs.	2006-08	16891762

Patents

Sample Use Guides

In Vivo Use Guide

For the treatment of atopic asthma - 300 mg twice daily for 7 days

Route of Administration: Oral

In Vitro Use Guide

Formations of leukotriene B4 by neutrophils activated with a calcium ionophore (A23187) were effectively inhibited at concentrations 20-200 uM.

Name

Type

Language

MY-5116

Preferred Name

English

REPIRINAST

Official Name

English

REPIRINAST [USAN]

Common Name

English

Repirinast [WHO-DD]

Common Name

English

REPIRINAST [MI]

Common Name

English

REPIRINAST [JAN]

Common Name

English

repirinast [INN]

Common Name

English

REPIRINAST [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29578