Basic information
- CAS
3055-99-0- Standard SMILES
CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO- InChIKey
ONJQDTZCDSESIW-UHFFFAOYSA-N- Molecular formula
- C30H62O10
- Average molar mass
- 582.8 g/mol
- Monoisotopic mass
- 582.43429817
Overview
Polidocanol is a hydroxypolyether that is nonaethylene glycol in which one of the terminal hydroxy functions is substituted by a lauryl (dodecyl) group. It has a role as a nonionic surfactant, a hepatotoxic agent and a sclerotherapy agent. It is functionally related to a nonaethylene glycol.
Names & identifiers
- Preferred name
- Nonaethylene Glycol Monododecyl Ether
- IUPAC
- 2-[2-[2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
- English name
- Nonaethylene glycol monododecyl ether
- Molecular formula
- C30H62O10
- Molecular weight
- 582.81
Names & synonyms
Polidocanol3055-99-0Nonaethylene glycol monododecyl etherAscleraAethoxy-sklerolnonaethylene glycol monolauryl etherVARITHENAPEG-9 lauryl etherMacrogol 9 lauryl etherdodecyl nonaoxyethylene ether2-[2-[2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanolDodecylnonaoxyethylene glycol monoether
Show more names
Dodecylnonaglycol3,6,9,12,15,18,21,24,27-nonaoxanonatriacontan-1-olPolydocacolPolyether polyoANAPOE (R) -C12E9n-dodecyl-PEG9-OHC12E9 10% solutionPolydocanol Impurity 1dodecaneylnonaethyldioletherDodecyl nona(oxyethylene) ether
CHEBI:46859C12-E9Brij30LauromacrogolsPolidocanolsLaurethsLaureth 1Laureth 7
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 103 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 37
- Heavy atoms
- 40
- Formal charge
- 0
- Complexity
- 431
Experimental & physicochemical properties
Drugs
Pharmaceuticals
Pharmaceuticals -> Listed in ZINC15
Cosmetics
Cosmetic ingredients (Laureth-9) -> CIR (Cosmetic Ingredient Review)
Emulsifying
Solubilitymiscible
Human Drugs
Breast Feeding; Lactation; Milk, Human; Detergents; Sclerosing Solutions; Sclerotherapies; Surface-Active Agents
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Melting Point33-36 °C
Food Contact Substances
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physicochemical properties
- Melting point
- 33 · 33-36 °C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 10 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationDodecylnonaoxyethylene glycol monoether: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (50%)
Toxicology
Toxicity Summary
The CIR Expert Panel concluded that the alkyl PEG ethers, listed below, are safe in the present practices of use and concentration described in this safety assessment when formulated to be nonirritating. This assessment is also intended to address future alkyl PEG ether cosmetic ingredients that vary from those ingredients recited herein only by the number of ethylene glycol repeat units...Laureth-9...
Safe for use in cosmetics, with qualifications
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Polidocanol
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Chemistry & industry
Pharmacology
ATC Code
C05BB02
C - Cardiovascular system
QC - Cardiovascular system
Protein BindingPlasma protein binding was not measured.
PharmacodynamicsPolidocanol has a concentration and volume dependent damaging effect on the blood vessel endothelium.
Mechanism of Action
When administered, polidocanol locally damages blood vessel endothelium. Following the endothelial damage, platelets aggregate at the site and attach to the venous wall eventually resulting in a dense network of platelets, cellular debris, and fibrin that occludes the vessel. Eventually the vessel is replaced by connective fibrous tissue.
Biological Half-LifeThe half-life is approximately 1.5 h.
Metabolism/MetabolitesMetabolism was not measured.
FDA Pharmacological Classification
0AWH8BFG9A
POLIDOCANOL
Established Pharmacologic Class [EPC] - Sclerosing Agent
Mechanisms of Action [MoA] - Sclerosing Activity
Physiologic Effects [PE] - Vascular Sclerosing Activity
Polidocanol is a Sclerosing Agent. The mechanism of action of polidocanol is as a Sclerosing Activity. The physiologic effect of polidocanol is by means of Vascular Sclerosing Activity.
MeSH Pharmacological Classification
Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties.
Chemical agents injected into blood vessels and lymphatic sinuses to shrink or cause localized THROMBOSIS; FIBROSIS, and obliteration of the vessels. This treatment is applied in a number of conditions such as VARICOSE VEINS; HEMORRHOIDS; GASTRIC VARICES; ESOPHAGEAL VARICES; PEPTIC ULCER HEMORRHAGE.
Related reactions
1 records
Compound notes
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