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Details

Stereochemistry ACHIRAL
Molecular Formula C25H29ClN2O3.2ClH
Molecular Weight 513.884
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PICUMAST DIHYDROCHLORIDE

SMILES

Cl.Cl.CC1=C(C)C2=CC=C(OCCCN3CCN(CC4=CC=C(Cl)C=C4)CC3)C=C2OC1=O

InChI

InChIKey=AMHVERUFVROLJA-UHFFFAOYSA-N
InChI=1S/C25H29ClN2O3.2ClH/c1-18-19(2)25(29)31-24-16-22(8-9-23(18)24)30-15-3-10-27-11-13-28(14-12-27)17-20-4-6-21(26)7-5-20;;/h4-9,16H,3,10-15,17H2,1-2H3;2*1H

HIDE SMILES / InChI

Molecular Formula C25H29ClN2O3
Molecular Weight 440.962
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Picumast is a prophylactically active anti-allergic compound which combines inhibition of mediator release and action. The activity profile of picumast differs clearly from that of known prophylactic anti-allergic drugs such as DSCG and ketotifen. Other inhibitory actions of picumast in addition to its Histamine H1 receptor -antagonism (and that of its metabolites M2 and M1) may be the cause of the suppression of immediate and late phase allergic reactions in animals as well as allergic rhinitis and bronchial responsiveness and symptom scores in asthmatic patients. In the rat, picumast inhibited carrageenin edema but was inactive against other types of inflammation. Picumast dihydrochloride cannot be considered as an anti-inflammatory drug in general, since it was inactive against adjuvant arthritis in rats and did not inhibit cotton pellet granulomas.

Approval Year

PubMed

PubMed

TitleDatePubMed
Therapeutic options in ocular allergic disease.
1995-08
Effect of picumast on histamine release from rat cardiac and peritoneal mast cells.
1991-05
The effects of picumast on human eosinophil and neutrophil activation.
1991-05
Picumast and mast cell function.
1991-05
High performance liquid chromatographic determination of Picumast and two active metabolites in plasma using on-line sample preparation.
1991-01
Pharmacokinetic interactions between theophylline and other medication (Part I).
1991-01
Picumast dihydrochloride (Auteral), a new anti-allergic inhibitor of mediator release and action.
1991
Lens safety study with Picumast dihydrochloride--a double masked study using the Scheimpflug method.
1990
Acceptability, safety and efficacy of picumast dihydrochloride on long-term use in patients with perennial bronchial asthma.
1989-10
A one-year double-blind clinical study of the efficacy and tolerability of picumast dihydrochloride versus ketotifen in patients with bronchial asthma.
1989-10
Efficacy and tolerability of picumast dihydrochloride in comparison with placebo in asthmatic patients.
1989-10
Double-blind multicenter controlled clinical study comparing the efficacy of picumast dihydrochloride versus astemizole and placebo in patients with seasonal allergic rhinitis.
1989-10
A placebo-controlled comparison of the efficacy and tolerability of picumast dihydrochloride and terfenadine in patients with seasonal allergic rhinitis.
1989-10
Double-blind controlled crossover study comparing the protective effect of picumast dihydrochloride versus placebo following nasal allergen challenge.
1989-10
Double-blind study on the influence of picumast dihydrochloride on safety-related performance.
1989-10
Pharmacokinetics of picumast dihydrochloride in patients with liver cirrhosis.
1989-10
Study of potential kinetic interactions of picumast dihydrochloride and theophylline in vitro and after oral administration in man.
1989-10
Pharmacokinetics of picumast dihydrochloride and its active metabolites M1 and M2 in humans.
1989-10
Effect of picumast dihydrochloride on antigen-induced early and late airway responses in allergic sheep.
1989-10
Pharmacokinetics of picumast after administration of 14C-picumast dihydrochloride in dogs, rats, rabbits and monkeys.
1989-10
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:51:22 GMT 2025
Edited
by admin
on Mon Mar 31 21:51:22 GMT 2025
Record UNII
71G4MG44OQ
Record Status Validated (UNII)
Record Version
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Name Type Language
PICUMAST DIHYDROCHLORIDE
MI  
Common Name English
AUTERAL
Preferred Name English
PICUMAST HYDROCHLORIDE
Common Name English
2H-1-BENZOPYRAN-2-ONE, 7-(3-(4-((4-CHLOROPHENYL)METHYL)-1-PIPERAZINYL)PROPOXY)-3,4-DIMETHYL-, HYDROCHLORIDE (1:2)
Systematic Name English
BM-15100
Code English
PICUMAST DIHYDROCHLORIDE [MI]
Common Name English
7-(3-(4-((4-CHLOROPHENYL)METHYL)-1-PIPERAZINYL)PROPOXY)-3,4-DIMETHYL-2H-1-BENZOPYRAN-2-ONE DIHYDROCHLORIDE
Systematic Name English
NSC-298894
Code English
Code System Code Type Description
NSC
298894
Created by admin on Mon Mar 31 21:51:22 GMT 2025 , Edited by admin on Mon Mar 31 21:51:22 GMT 2025
PRIMARY
CAS
39577-20-3
Created by admin on Mon Mar 31 21:51:22 GMT 2025 , Edited by admin on Mon Mar 31 21:51:22 GMT 2025
PRIMARY
PUBCHEM
6917863
Created by admin on Mon Mar 31 21:51:22 GMT 2025 , Edited by admin on Mon Mar 31 21:51:22 GMT 2025
PRIMARY
FDA UNII
71G4MG44OQ
Created by admin on Mon Mar 31 21:51:22 GMT 2025 , Edited by admin on Mon Mar 31 21:51:22 GMT 2025
PRIMARY
EPA CompTox
DTXSID60960191
Created by admin on Mon Mar 31 21:51:22 GMT 2025 , Edited by admin on Mon Mar 31 21:51:22 GMT 2025
PRIMARY
MERCK INDEX
m8800
Created by admin on Mon Mar 31 21:51:22 GMT 2025 , Edited by admin on Mon Mar 31 21:51:22 GMT 2025
PRIMARY Merck Index
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