Trolamine salicylate
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Trolamine salicylate
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CAS No:
2174-16-5
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Formula:
C7H6O3.C6H15NO3
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Chemical Name:
Trolamine salicylate
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Synonyms:
Benzoic acid,2-hydroxy-,compd. with 2,2′,2′′-nitrilotris[ethanol] (1:1);Salicylic acid,compd. with 2,2′,2′′-nitrilotriethanol (1:1);Ethanol,2,2′,2′′-nitrilotris-,2-hydroxybenzoate (salt);Salicylic acid triethanolamine salt;Triethanolaminium salicylate;Myoflex;Trolamine salicylate;TEA salicylate;Sunarome W;Neo Heliopan TS;99-01-4;7376-33-2;8014-28-6
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CAS No:
Description
pale yellow to amber crystalline solid
Trolamine salicylate is an organic compound or a salt formed between triethanolamine and salicylic acid. Triethanolamine neutralizes the acidity of the salicylic acid. It is a topical analgesic used for temporary relief of minor pain associated with arthritis, simple backache, muscle strains, sprains, and bruises. Unlike other topical analgesics, trolamine salicylate has no distinct odor which improves patient acceptability. It also displays low systemic absorption upon dermal or topical administration and has low skin irritant properties. As with other salicylates, trolamine salicylate is an inhibitor of cyclo-oxygenase (COX) enzymes with no reported selectivity towards a specific enzyme isoform. Trolamine salicylate serves as an active ingredient in topical over-the-counter products for temporary management of mild to moderate muscular and joint pains.
Trolamine salicylate Basic Attributes
287.309
287.136902
218-531-3
H8O4040BHD
DTXSID4047969
2922199090
Characteristics
121.46000
-0.64430
pale yellow to amber crystalline solid
1.209 g/mL at 25 °C
50
335.4ºC at 760mmHg
113 °C
n20/D 1.509
Soluble
8.38E-06mmHg at 25°C
Safety Information
NONH for all modes of transport
3
R20/21/22
S24/25-S36-S26
Xn: Harmful;
P261-P305 + P351 + P338
H302-H315-H319-H335
|Warning|H302 (97.62%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
It is hazardous in case of ingestion [MSDS]. The carcinogenicity, mutagenicity and effects on reproductive fertility of trolamine salicylate have not been reported.
Drug Information
Indicated for the temporary relief of aches, and pains of muscles and joints associated with backache, lumbago, strains, bruises, sprains and arthritic or rheumatic pain, pain of tendons and ligaments.
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.
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.
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.
Myoflex
Trolamine salicylate Use and Manufacturing
TriethanolaMine 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). TEA-salicylate is a chemical uVB absorber. This is one of the 21 FDAapproved sunscreen chemicals with an approved usage level of 5 to 12 percent. TeA-salicylate is a water-soluble chemical with limited uV absorption capability. Formulators may also use it as a preservative.
Benzoic acid, 2-hydroxy-, compd. with 2,2',2''-nitrilotris[ethanol] (1:1): ACTIVE
Cosmetics -> Preservative
Computed Properties
Molecular Weight:287.31
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:287.13688739
Monoisotopic Mass:287.13688739
Topological Polar Surface Area:122
Heavy Atom Count:20
Complexity:189
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Prostaglandin G/H synthase 2 Inhibitor, used for temporary relief of mild to moderate muscular and joint pains
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