Ciclopirox olamine
Synonyms
2(1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, compd. with 2-aminoethanol (1:1);
6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one, compound with 2-aminoethanol (1:1);
Category
Anionic Surfactant
> Hydroxamic Acid and its Derivatives
Chemical Numbering System
CAS: 41621-49-2
EINECS: 255-464-9
Molecular Formula & Molecular Weight
Molecular Formula: C14H24N2O3; C12H17N1O2.C2H7N1O
Molecular Weight: 268.35
Structure
Properties
Appearance (1), white powder.
Solubility soluble in water.
Stability stable.
Risk Solid form: flammable material; irritation, irritation to skin, eye, respiratory system. Harmful products of combustion are CO, CO2 and so on. Contact with strong oxidants, can cause to burn.
GHS label: 
Animal Toxicity
Table 1 Animal toxicity values
|
mouse intraperitoneal LD50 |
83mg/kg[1] |
|
mouse intravenous LD50 |
71mg/kg[1] |
|
mouse oral LD50 |
1740mg/kg[1] |
|
mouse subcutaneous LD50 |
1730mg/kg[1] |
|
rabbit oral LD50 |
> 3065mg/kg[1] |
|
rat intraperitoneal LD50 |
146mg/kg[1] |
|
rat intravenous LD50 |
72mg/kg[1] |
|
rat oral LD50 |
2350mg/kg[1] |
|
rat subcutaneous LD50 |
> 2500mg/kg[1] |
Ecology may be hazardous to environment. Water body should be given special attention.
Biodegradability biodegradable.
Characteristics excellent antimicrobial, antibacterial, preservative, dispersing, emulsifying abilities.
Note (1), Should not be used in children products that can be direct prolonged contact with the skin, such as skin care products.
(2), Avoid using in children cleaning products, such as shampoos.
(3), Do not use in nitrosating environment. Reaction of monoethanolamine and nitrous acid can not produce nitrosamines, however, reaction of contained secondary amine of monoethanolamine and nitrous acid can produce nitrosamines. Nitrosamine is a carcinogen.
Synthesis
Quality Standards & Test Methods
1, Physical and chemical indexes
|
Item |
Physical and chemical indexes |
|
Solid |
|
|
Actives, %, ≥ |
95.0 |
Test Methods
(1), Actives
GB/T 13173 Surface active agents -- Detergents -- Testing methods
2, Hazardous substances indexes
|
Item |
Hazardous substances indexes |
|
Solid |
|
|
Heavy metals (as Pb), mg/kg, ≤ |
20 |
|
As, mg/kg, ≤ |
3 |
Test Methods
(1), Heavy metals (as Pb)
Safety and Technical Standards for Cosmetics (2015 Edition)
GB/T 30799 The test method of food detergents -- Determination of heavy metals
(2), As
Safety and Technical Standards for Cosmetics (2015 Edition)
GB/T 30797 The test method of food detergents -- Determination of total arsenic
3, Product standards
(1), Chinese standards
(1a), Chinese Pharmacopoeia (2015 Edition) Ciclopirox olamine
4, Further explanation
(a), On physical and chemical indexes: firstly, shall be indicated carbon atom distribution; secondly, shall be indicated average molecular weight.
(b), Used in cosmetics, should be test for harmful substances or furtherly test for microorganisms, according to local regulations and standards.
Major Uses
1, Typical applications
Use as antimicrobial agent, preservative.
2, Personal care products
Antimicrobial agent, antidandruff agent in personal care products.
Further information:
(1), In accordance with EU regulations (EC) No 1223/2009, directive 2003/83/EC, be included in Annex III/61.
Maximum concentration of secondary amine is 0.5% in products.
In raw materials, maximum secondary amine content is 0.5%.
Maximum nitrosamine content is 50μg/kg.
The container is nitrite-free.
(2), In accordance with Safety and Technical Standards for Cosmetics (2015 Edition) of China, be included in the restricted components.
In raw materials, maximum secondary amine content is 0.5%.
Maximum nitrosamine content is 50μg/kg.
The container is nitrite-free.
3, Medicine
Use as pharmaceutical ingredient (antifungal drug). (This section is for reference only, should be implemented according to local Pharmacopoeia.)
Manufacturers
References
[1]: ChemIDplus. 41621-49-2, Ciclopirox olamine
Update: 20130918(1); 20190811(2);