Triaethylcitrat - Triethyl citrate
Triethyl citrate – C₁₂H₂₀O₇

Synonyms: ethyl citrate, citric acid triethyl ester; E1505 (food use)
INCI / functions: solvent, plasticizer (film former support), deodorant (deodorising ingredient), fixative / support for fragrance longevity in perfumery, support for dispersibility of certain organic UV filters in the oil phase

Definition

An organic ester of citric acid and ethanol, used as a multifunctional liquid ingredient. In cosmetics it is used as a solvent and plasticizer (improves flexibility and durability of films/resins) and as a deodorant active/auxiliary in underarm products, as well as a component that can improve sensory stability and fragrance persistence. In the food sector it is authorised as additive E1505, typically as a solvent/carrier and processing aid in specific technological applications.

Identification data and specifications

Functional role and clarification “solvent / plasticizer / deodorant”

Formulation compatibility

• Hydroalcoholic systems: generally excellent as a co-solvent; check clarity at low temperature.

• Aqueous systems: possible opalescence if the level exceeds effective solubility; use solubilizers or microemulsion strategies.

• Resins / film formers: often very useful as a plasticizer; optimise ratio with polymers to avoid tackiness.

• Salts and ionic actives: generally compatible; avoid extreme pH (with water present) to limit hydrolysis risk.

• Fragrances: good compatibility as a diluent; assess case-by-case with highly reactive essential oils/allergens.

Use guidelines (indicative)

Typical applications

• Deodorants: deodorant ingredient and functional solvent to improve performance and sensory profile.

• Perfumery: diluent and support for fragrance longevity.

• Hairspray and styling: plasticizer for more flexible, less friable films.

• Nail care: support for films/resins to improve adhesion, flexibility, and crack resistance.

• Food: E1505 as solvent/processing aid in specific applications.

Quality, grades and specifications

Note: for deodorants and perfumery, olfactory quality (absence of off-notes) is often as important as chemical parameters.

Safety, regulation and environment

Formulation troubleshooting

Conclusion

Triethyl citrate is a versatile ingredient for cosmetic formulations and, as E1505, for specific food applications. In cosmetics it stands out for the combination of solvent, plasticizer, and deodorant functions, making it particularly useful in deodorants, perfumery, and film-forming products (hairspray, nail care). Successful formulation depends primarily on solvent balance, clarity control in water-containing systems, and optimisation of the ratio with resins/polymers.

Studies

Safety

With regard to safety, Triethyl Citrate (in the form of Acetyl Triethyl Citrate) is considered relatively safe based on the toxicological data published to date, and this pharmacokinetics study demonstrated that Acetyl Triethyl Citrate rapidly disappeared from plasma. Metabolite profiling data indicated that Acetyl Triethyl Citrate was extensively metabolized and excreted primarily as metabolites rather than the parent form. This is the first report demonstrating a bioanalytical method for the determination of Acetyl Triethyl Citrate in biological samples and its pharmacokinetic properties (1).

Pharmaceutical

In tablets, it is a non-toxic hydrophilic plasticizer that can be incorporated into the film coating of pressure-coated tablets consisting of hydroxypropyl methyl cellulose acetate succinate or enteric polymer films consisting of polymethyl methacrylate. Triethyl Citrate performs the function of reducing damage during the compression process.

Cosmetics

Chelating agent, a chemical compound that reacts with metal ions to form a stable, water-soluble complex. Used as an antioxidant, solvent, deodorant, odor inhibitor and plasticizer.  Skin care products plasticized with Triethyl Citrate have good resistance to oil, light and mildew.

Medical

It is used in protein films composed of sunflower protein or whey protein or for buccal and sublingual films or particulate systems.

A study on hidradenitis suppurativa, a chronic disease of the terminal follicular epithelium in areas bearing apocrine glands, demonstrated the efficacy of a lotion composed of Triethyl citrate, ethyl-linoleate, and g-peptide-10. This composition had already demonstrated efficacy in the treatment of acne (2).

Plastic 

Plasticizer for thermoplastic resins such as cellulose resin, vinyl resin and soft toys. As plasticizer for adhesives and sealants, it can replace dibutyl phthalate, diisobutyl phthalate, dimethyl phthalate, diethyl phthalate, etc.

General features for liquid Triethyl Citrate

• Boiling point  235 °C/150 mmHg (lit.)
• Melting point  -55 °C
• density  1.14 g/mL at 25 °C (lit.)
• vapor density  9.7 (vs air)
• vapor pressure  1 mm Hg ( 107 °C)
• FEMA  3083 | TRIETHYL CITRATE
• refractive index  n20/D 1.442(lit.)
• Fp  >230 °F
• storage temp.  -20°C

Triethyl Citrate studies

• Molecular Formula: C₁₂H₂₀O₇
• Linear Formula: HOC(COOC₂H₅)(CH₂COOC₂H₅)₂
• Molecular Weight:  276.28
• CAS: 77-93-0
• UNII 8Z96QXD6UM
• EC Number:   201-070-7
• DSSTox Substance ID: DTXSID0040701
• MDL number  MFCD00009201
• PubChem Substance ID 329823171
• FEMA   3083
• Bellstein: 1801199
• NACRES  NA.24

Synonyms: 

• Ethyl citrate
• Citric acid, triethyl ester

References__________________________________________________________________

(1) Kim H, Ji YS, Rehman SU, Choi MS, Gye MC, Yoo HH. Pharmacokinetics and Metabolism of Acetyl Triethyl Citrate, a Water-Soluble Plasticizer for Pharmaceutical Polymers in Rats. Pharmaceutics. 2019 Apr 3;11(4):162. doi: 10.3390/pharmaceutics11040162.

Abstract. Acetyl triethyl citrate (ATEC) is a water-soluble plasticizer used in pharmaceutical plasticized polymers. In this study, the pharmacokinetics and metabolism of ATEC were investigated using liquid chromatography-tandem mass spectrometry (LC-MS/MS) in rats. Plasma protein precipitation with methanol was used for sample preparation. For chromatographic separation, a C18 column was used. The mobile phases consisted of 0.1% formic acid and 90% acetonitrile, and gradient elution was used. The following precursor-product ion pairs were selected for reaction monitoring analysis: 319.1 m/z → 157 m/z for ATEC and 361.2 m/z → 185.1 m/z for tributyl citrate (internal standard) in positive ion mode. The LC-MS/MS method was fully validated and successfully applied to a pharmacokinetic study of ATEC in rats. The pharmacokinetic study showed that the volume of distribution and mean residence time of ATEC were higher after oral administration than after intravenous administration, pointing to extensive first-pass metabolism and distribution in tissue. In addition, the plasma concentration profile of the postulated metabolites of ATEC was investigated in plasma, urine, and feces. The resulting data indicated that ATEC was extensively metabolized and excreted mainly as metabolites rather than as the parent form. The developed analytical method and the data on the pharmacokinetics and metabolism of ATEC may be useful for understanding the safety and toxicity of ATEC.

(2) Skroza N, Mambrin A, Tolino E, Marchesiello A, Proietti I, Bernardini N, Potenza C. Efficacy and tolerability of a lotion containing triethyl citrate, ethyl linoleate, and GT peptide-10 in the adjuvant treatment of hidradenitis suppurativa: Real-life data. Dermatol Ther. 2018 Jul;31(4):e12599. doi: 10.1111/dth.12599.

Charakida A, Charakida M, Chu AC. Double-blind, randomized, placebo-controlled study of a lotion containing triethyl citrate and ethyl linoleate in the treatment of acne vulgaris. Br J Dermatol. 2007 Sep;157(3):569-74. doi: 10.1111/j.1365-2133.2007.08083.x. 

Abstract. Background: Acne vulgaris is a major clinical problem; despite a vast array of treatment modalities available for acne, there is considerable dissatisfaction in acne treatment among patients and doctors. Rising antibiotic drug resistance consequent to the widespread use of topical antibiotics is causing concern and effective nonantibiotic treatments are needed. Objectives: To evaluate the efficacy and tolerability of a novel lotion containing triethyl citrate and ethyl linoleate in the treatment of mild to moderate acne vulgaris. Methods: This was a double-blind, placebo-controlled, randomized study comparing the active lotion containing triethyl citrate and ethyl linoleate with its vehicle as a placebo control. Patients were assessed by the modified Leeds acne grading system as well as by counting inflammatory and noninflammatory lesions on the face at weeks 0, 4, 8 and 12. Sebum production was assessed by the Sebutape method at weeks 0 and 12. All adverse events were recorded. Results: Forty patients were recruited into the study, of whom 33 completed the study. Active treatment was statistically superior to placebo in reduction of Leeds grading and total, inflammatory and noninflammatory lesion counts. The active lotion showed a rapid response with obvious reduction in lesion counts and acne grading by 4 weeks. Sebum production was significantly reduced in the actively treated group, with a mean reduction of 53% in sebum production compared with baseline. One patient developed irritation to the active lotion and withdrew from the study. Conclusions: The new lotion containing triethyl citrate and ethyl linoleate has been shown to be an effective treatment for mild to moderate acne, with an effect on both inflammatory and noninflammatory acne lesions. The new lotion worked quickly and was generally well tolerated. A surprising finding was the significant impact the new lotion has on sebum production, suggesting a role in patients with seborrhoea. This nonantibiotic preparation will be a very useful addition to existing treatments for acne.