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Details

Stereochemistry RACEMIC
Molecular Formula C14H23NO2.C2H7NO
Molecular Weight 298.421
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIROCTONE OLAMINE

SMILES

NCCO.CC(CC1=CC(C)=CC(=O)N1O)CC(C)(C)C

InChI

InChIKey=BTSZTGGZJQFALU-UHFFFAOYSA-N
InChI=1S/C14H23NO2.C2H7NO/c1-10-6-12(15(17)13(16)8-10)7-11(2)9-14(3,4)5;3-1-2-4/h6,8,11,17H,7,9H2,1-5H3;4H,1-3H2

HIDE SMILES / InChI
Molecular Formula C14H23NO2
Molecular Weight 237.3379
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )
Molecular Formula C2H7NO
Molecular Weight 61.0831
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Piroctone olamine is used in combination with other substances as a part of shampoo effectively reduced the amount of dandruff and, at the same time, provided hair conditioning advantages. Recently was shown, that piroctone olamine could induce apoptosis and possessed a significant in vivo effect against myeloma.

Approval Year

2001
194
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Not Provided
504
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Nudging hair shedding by antidandruff shampoos. A comparison of 1% ketoconazole, 1% piroctone olamine and 1% zinc pyrithione formulations.
2002 Oct
Effect of residence time on the efficacy of antidandruff shampoos.
2003 Dec
Enhanced delivery of an anti-dandruff active in a shampoo vehicle.
2004
In vitro antimycotic activity and nail permeation models of a piroctone olamine (octopirox) containing transungual water soluble technology.
2005
[Determination of antidangdruff agent salicylic acid, zinc pyrithione, octopirox, climbazole and ketoconazole in shampoo by high performance liquid chromatography].
2005 Sep
In vitro investigations on the mode of action of the hydroxypyridone antimycotics rilopirox and piroctone on Candida albicans.
2006 May
Treatment of mild to moderate seborrhoeic dermatitis with MAS064D (Sebclair), a novel topical medical device: results of a pilot, randomized, double-blind, controlled trial.
2008 Mar
The in vitro effect of a collagenolytic enzyme inhibitor on lesion development in root dentin.
2009 Apr
Allergic contact dermatitis to propyl gallate and pentylene glycol in an emollient cream.
2010 May
Patents

Patents

US20030049292
2

Sample Use Guides

In Vivo Use Guide
shampoo
Route of Administration: Topical
In Vitro Use Guide
Curator's Comment: It was demonstrated, that piroctone olamine had a major apoptotic activity in various human and murine myeloma and lymphoma cell lines, as well as in human primary cells.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:36:06 UTC 2023
Edited
by admin
on Fri Dec 15 16:36:06 UTC 2023
Record UNII
A4V5C6R9FB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PIROCTONE OLAMINE
INCI   MART.   USAN   USP-RS  
USAN   INCI  
Official Name English
PIROCTONE ETHANOLAMINE
WHO-DD  
Common Name English
OCTOPYROX
Common Name English
1-HYDROXY-4-METHYL-6-(2,4,4-TRIMETHYLPENTYL)-2-PYRIDONE MONOETHANOLAMINE, (±)-
Systematic Name English
2(1H)-PYRIDINONE, 1-HYDROXY-4-METHYL-6-(2,4,4-TRIMETHYLPENTYL)-, COMPD. WITH 2-AMINOETHANOL (1:1)
Systematic Name English
PIROCTONE ETHANOLAMINE SALT
Common Name English
PIROCTONE OLAMINE [MART.]
Common Name English
NSC-759894
Code English
OCTOPIROX
Common Name English
Piroctone ethanolamine [WHO-DD]
Common Name English
PIROCTONE OLAMINE [INCI]
Common Name English
ETHANOL, 2-AMINO-, COMPD. WITH 1-HYDROXY-4-METHYL-6-(2,4,4-TRIMETHYLPENTYL)-2(1H)-PYRIDINONE (1:1)
Systematic Name English
1-HYDROXY-4-METHYL-6-(2,4,4-TRIMETHYLPENTYL)-2-PYRIDONE MONOETHANOLAMINE SALT
Common Name English
PIROCTONE ETHANOLAMINE SALT (1:1)
MI  
Common Name English
PIROCTONE OLAMINE [USAN]
Common Name English
PIROCTONE ETHANOLAMINE SALT (1:1) [MI]
Common Name English
PIROCTONE OLAMINE [USP-RS]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C78284
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID4046735
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
RS_ITEM_NUM
1544406
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
PUBCHEM
50258
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
DAILYMED
A4V5C6R9FB
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
CHEBI
59008
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
MESH
C052599
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
EVMPD
SUB23293
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
FDA UNII
A4V5C6R9FB
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
NSC
759894
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
ChEMBL
CHEMBL1473700
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
SMS_ID
100000087389
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
NCI_THESAURUS
C66430
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
CAS
68890-66-4
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
MERCK INDEX
m8885
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
272-574-2
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
RXCUI
33783
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY RxNorm
WIKIPEDIA
PIROCTONE OLAMINE
Created by admin on Fri Dec 15 16:36:06 UTC 2023 , Edited by admin on Fri Dec 15 16:36:06 UTC 2023
PRIMARY
Related Record Type Details
Structure of PIROCTONE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of PIROCTONE
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