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Details

Stereochemistry ACHIRAL
Molecular Formula C18H36O2.C6H15NO3
Molecular Weight 433.6654
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROLAMINE STEARATE

SMILES

OCCN(CCO)CCO.CCCCCCCCCCCCCCCCCC(O)=O

InChI

InChIKey=ZHALDANPYXAMJF-UHFFFAOYSA-N
InChI=1S/C18H36O2.C6H15NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;8-4-1-7(2-5-9)3-6-10/h2-17H2,1H3,(H,19,20);8-10H,1-6H2

HIDE SMILES / InChI

Molecular Formula C6H15NO3
Molecular Weight 149.1882
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C18H36O2
Molecular Weight 284.4772
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created using several sources including: http://www.accessdata.fda.gov/drugsatfda_docs/label/2002/11340s16lbl.pdf; https://www.ons.org/intervention/trolamine-biafine®; https://www.ncbi.nlm.nih.gov/pubmed/?term=15084618; https://clinicaltrials.gov/ct2/show/NCT02729324; http://www.ncbi.nlm.nih.gov/pubmed/18441842

Trolamine, an organic compound, is the salt formed between triethanolamine and salicylic acid. It is widely used as a topical analgesic. 10% trolamine salicylate medical products sold over-the-counter such as are creams for temporarily relief of minor aches and pains of muscles and joints associated with arthritis, simple backache, lumbago, neuralgia, strains, bruises, and sprains. The FDA approved in 1958 otic solution drops containing triethanolamine polypeptide used in the ear to break down and loosen earwax was discontinued. Trolamine can enhance skin healing by recruiting macrophages and modifying the concentrations of various immunomodulators. Trolamine (Biafine; Genmedix Ltd, France) is commonly prescribed at the beginning of radiotherapy for preventing acute radiation-induced skin toxicity in China. Biafine has been studied in radiodermatitis and Phase 2 clinical trial has been initiated in 2016 by Sun Yat-sen University to establish the efficacy of trolamine (Biafine) for the management of radiation dermatitis in patients with nasopharyngeal carcinoma receiving IMRT.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Volu-Firm

Approved Use

Unknown
Palliative
CERUMENEX

Approved Use

For removal of impacted cerumen prior to ear examination, otologic therapy and/or audiometry. CERUMENEX Eardrops should be used only with caution in external otitis.

Launch Date

-3.63571184E11
Doses

Doses

DosePopulationAdverse events​
5.38 mg 2 times / day multiple, topical
Studied dose
Dose: 5.38 mg, 2 times / day
Route: topical
Route: multiple
Dose: 5.38 mg, 2 times / day
Sources:
unhealthy, 21.6–84.9
n = 15
Health Status: unhealthy
Condition: Wound
Age Group: 21.6–84.9
Sex: M+F
Population Size: 15
Sources:
Disc. AE: Application site erythema...
AEs leading to
discontinuation/dose reduction:
Application site erythema (6.7%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Application site erythema 6.7%
Disc. AE
5.38 mg 2 times / day multiple, topical
Studied dose
Dose: 5.38 mg, 2 times / day
Route: topical
Route: multiple
Dose: 5.38 mg, 2 times / day
Sources:
unhealthy, 21.6–84.9
n = 15
Health Status: unhealthy
Condition: Wound
Age Group: 21.6–84.9
Sex: M+F
Population Size: 15
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Enantioselective separation of epoxides by capillary electrophoresis employing sulfated beta-cyclodextrin as chiral selector.
2001 Apr
Comparative studies of various run buffers for chiral capillary electrophoresis using chiral crown ether as a chiral selector.
2001 Dec
In vitro percutaneous absorption of tenoxicam from pressure-sensitive adhesive matrices across the hairless mouse skin.
2001 Dec
Bis(triethanolamine)cadmium(II) and -mercury(II) saccharinates: seven-coordinate complexes containing both tri- and tetradentate triethanolamine ligands.
2001 Dec
Vanadium, molybdenum, and sodium triethanolamine complexes derived from an assembly system containing tetrathiometalate and triethanolamine.
2001 Jul 16
[Determination of sulfite residues in foods by using the modified rankine apparatus and HPLC].
2001 Oct
Molecular changes in the expression of human colonic nutrient transporters during the transition from normality to malignancy.
2002 Apr 22
Quantitation of nicotine in tobacco products by capillary electrophoresis.
2002 Jan-Feb
Synthesis and characterization of mesoporous indium tin oxide possessing an electronically conductive framework.
2002 Jul 24
Performances and application of a passive sampling method for the simultaneous determination of nitrogen dioxide and sulfur dioxide in ambient air.
2002 Nov
Physiological function of the maltose operon regulator, MalR, in Lactococcus lactis.
2002 Sep 25
Carcinostatic, protective, and adaptive activities of tris-(2-hydroxyethyl)ammonium salts of arylheteroacetic acids.
2002 Sep-Oct
Dynamic localization of SPE-9 in sperm: a protein required for sperm-oocyte interactions in Caenorhabditis elegans.
2003 Dec 3
Correlation between pK(a) and reactivity of quinuclidine-based catalysts in the Baylis-Hillman reaction: discovery of quinuclidine as optimum catalyst leading to substantial enhancement of scope.
2003 Feb 7
Preliminary assessment of alginic acid as a factor buffering triethanolamine interacting with artificial skin sebum.
2003 Mar
Synthesis of uniform anatase TiO2 nanoparticles by gel-sol method. 3. Formation process and size control.
2003 Mar 1
The effect of pH and triethanolamine on sulfisoxazole complexation with hydroxypropyl-beta-cyclodextrin.
2003 Nov
Identification of selenium species in urine by ion-pairing HPLC-ICP-MS using laboratory-synthesized standards.
2003 Oct
Determination of alkanolamines in cattails (Typha latifolia) utilizing electrospray ionization with selected reaction monitoring and ion-exchange chromatography.
2004
Mechanical and water barrier properties of glutenin films influenced by storage time.
2004 Jan 14
Rheological characterization of topical carbomer gels neutralized to different pH.
2004 Jul
Titanatranes derailed: static and dynamic triethanolamine slippage induced by polyphenoxide chelation.
2004 Nov 1
Patch test results with the metalworking fluid series of the German Contact Dermatitis Research Group (DKG).
2004 Sep
Photopolymerization of poly(ethylene glycol) diacrylate on eosin-functionalized surfaces.
2004 Sep 28
Frequent loss of RUNX3 gene expression in remnant stomach cancer and adjacent mucosa with special reference to topography.
2005 Feb 14
Patents

Sample Use Guides

Fill ear canal with ear drops of 10% triethanolamine Polypeptide Oleate-Condensate with the patient’s head tilted at a 45° angle. Insert cotton plug and allow to remain 15-30 minutes. Then gently flush with lukewarm water, using a soft rubber syringe (avoid excessive pressure). Exposure of skin outside the ear to the drug should be avoided. The procedure may be repeated if the first application fails to clear the impaction.
Route of Administration: Otic (auricular)
Penetration of triethanolamine into artificial skin sebum and its uplift were measured using 0.1 M aqueous triethanolamine solution.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:31:57 UTC 2023
Edited
by admin
on Fri Dec 15 15:31:57 UTC 2023
Record UNII
1J6JM3JE61
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TROLAMINE STEARATE
Common Name English
TRIETHANOLAMINE STEARATE
VANDF  
Systematic Name English
TEA-STEARATE
INCI  
INCI  
Official Name English
TRIETHANOLAMINE STEARATE [VANDF]
Common Name English
TEA STEARATE
Common Name English
TEA-STEARATE [INCI]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID9026219
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
MESH
C015555
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
ECHA (EC/EINECS)
224-945-5
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
CAS
4568-28-9
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
DAILYMED
1J6JM3JE61
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
PUBCHEM
20701
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
FDA UNII
1J6JM3JE61
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
RXCUI
38625
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
PRIMARY
RXCUI
1314215
Created by admin on Fri Dec 15 15:31:57 UTC 2023 , Edited by admin on Fri Dec 15 15:31:57 UTC 2023
ALTERNATIVE
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY