Salicylsure, Verbindung mit 2,2',2''-Nitrilotriethanol (1:1)
Trolamine Salicylate
Grundinformationen
- CAS
2174-16-5- Standard-SMILES
O=C(O)c1ccccc1O.OCCN(CCO)CCO- InChIKey
UEVAMYPIMMOEFW-UHFFFAOYSA-N- Summenformel
- C13H21NO6
- Durchschnittliche Molmasse
- 287,31 g/mol
- Monoisotopische Masse
- 287,13688739
Namen und Bezeichner
- Bevorzugter Name
- Trolamine Salicylate
- IUPAC
- 2-[bis(2-hydroxyethyl)amino]ethanol;2-hydroxybenzoic acid
- Lokaler Name
- Salicylsure, Verbindung mit 2,2',2''-Nitrilotriethanol (1:1)
- Englischer Name
- Triethanolamine salicylate
- Summenformel
- C13H21NO6
- Molmasse
- 287.31
Namen und Synonyme
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Datenbank-Bezeichner
- CAS
2174-16-5- PubChem CID
- 25213
- DTXSID
DTXSID4047969- ChEMBL
CHEMBL2107288- UNII
- H8O4040BHD
- EC Number
- 218-531-3
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 121 Ų
- H-Brücken-Donoren
- 5
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 20
- Formalladung
- 0
- Komplexität
- 189
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Dichte
- 1.209 g/mL · 1.209 g/mL at 25 °C
- Brechungsindex
- 20 · n20/D 1.509
- Flammpunkt
- 113 °C · 113 °C
- Geruch (Odor)
- dull pleasent sweet
- BRN
- 7451205 · 7451205
- Kosmetik-Inhaltsstoffe Funktionen
- PRESERVATIVEUV FILTERLIGHT STABILIZER
- InChI
- InChI=1S/C7H6O3.C6H15NO3/c8-6-4-2-1-3-5(6)7(9)10;8-4-1-7(2-5-9)3-6-10/h1-4,8H,(H,9,10);8-10H,1-6H2
- InChIKey
- UEVAMYPIMMOEFW-UHFFFAOYSA-N
- SMILES
- C(C1C=CC=CC=1O)(=O)O.N(CCO)(CCO)CCO
- LogP
- -1.108 · -1.108 (est)
- CAS Datenbank
- 2174 · 2174-16-5(CAS DataBase Reference)
- EPA chemische Informationen
- 2 · Benzoic acid, 2-hydroxy-, compd. with 2,2',2''-nitrilotris[ethanol] (1:1) (2174-16-5)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Toxikologische Informationen
Toxicity Summary
The Panel concluded that the following ingredients are safe in cosmetics in the present practices of use and concentration described in the safety assessment, when formulated to be non-irritating and non-sensitizing, which may be based on a quantitative risk assessment (QRA)...TEA-Salicylate...
Safe for use in cosmetics, with qualifications
Regulatorische Informationen
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29225000
- risk_code
- 20/21/22-36/37/38-22
- hazard_code
- Xn
- safety_code
- 24/25-36-26
Chemie und Industrie
Pharmakologische Informationen
Pharmacodynamics
Trolamine salicylate is a salicylate that inhibits cyclo-oxygenase (COX) enzymes responsible for generating pro-inflammatory factors such as to induce pain and inflammation. It is thought to mediate its analgesic effect through inhibition of COX-2 enzyme, which is an induced enzyme responsible for inflammatory responses and pain in muscle and joint disorders. By inhibiting fatty acid COX enzyme, trolamine salicylate inhibits the production of prostaglandins and thromboxanes in inflammatory cells involved in generating pain and inflammation. It thereby works to temporarily reduce mild to moderate pain. In subjects with muscle soreness from exercise, administration of topical trolamine salicylate was associated with reduced duration and severity of muscule soreness compared to placebo. In subjects with osteoarthritis in hands, trolamine salicylate cream was shown to be effective in achieving temporary relief of minor pain and stiffness.
Mechanism of Action
Inflammation and tissue damage in different conditions including arthritis, bursitis, joint disorder, bruises, and strains or sprains of muscle origin, induce mild to moderate pain and are associated with increase prostaglandin synthesis. This is thought to be a result of COX-2 enzyme induction. COX-2 is induced in inflammatory cells in case of cell injury, infection or activation from inflammatory cytokines such as interleukin (IL)-1 and tumor necrosis factor (TNF)-α. Upon activation, COX-2 produces prostanoid mediators of inflammation such as prostaglandins and thromboxanes. Trolamine salicylate mediates its analgesic effect by inhibiting the production of inflammatory mediators that sensitize nociceptive nerve endings and generate pain.
Absorption, Distribution and Excretion
Following topical administration of 10% trolamine salicylate in healthy volunteers, salicylic acid could not be detected in serum indicating low systemic absorption.
Following topical administration of 10% trolamine salicylate in healthy volunteers, urinary recovery of total salicylate during the first 24 hours was 6.9 mg (p < 0.05), which is 1.4% of total dose.
Topical administration of 1 gram of 10% trolamine salicylate in abdominal rat skin resulted in an approximate extravascular volume of distribution (V/F) of 24.0 mL.
Verwendung und Herstellung
Anwendungen
VerwendenTriethanolaMine salicylate can be used as intermediate in the manufacture of surface active agents, textile specialties, waxes, polishes, herbicides, petroleum demulsifiers, toilet goods, cement additives, cutting oils. In making emulsions with mineral and vegetable oils, paraffin and waxes. Solvent for casein, shellac, dyes; manufacture of synthetic resins; increasing the penetration of organic liquids into wood and paper. In the production of lubricants for the textile industry. Pharmaceutic aid (alkalizer).
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