Ундецин; инструкция по применению, описание, вопросы по препарату

Undecylenic acid

Identification

Undecylenate, or undecylenic acid, is an unsaturated fatty acid with a terminal double bond that is derived from castor oil. Undecylenic acid is also found naturally in the human sweat. It is used as a precursor in the manufacture of aromatic chemicals, polymers or modified silicones 6 . Undecylenic acid was first isolated from the products of distillation of castor oil in 1877 via pyrolysis of ricinoleic acid, and has been polymerized for vinyl production 1 . It it suggested that many organic fatty acids exert fungicidal or fungistatic actions. Undecylenic acid also possesses antifungal properties, but is never used on its own for antifungal purposes. Salts of undecylenate are found in topical over-the-counter or mixture products as antifungal agents. Zinc undecylenate is an example of a topical antifungal agent that treats skin infections such as athlete’s foot and relieves itching, burning, and irritation associated with the skin condition. Due to its bifunctional properties, undecylenate is also used as a linking molecule to conjugate other biomolecules such as proteins. It serves as an acid moiety for anabolic steroid boldenone.

Type Small Molecule Groups Approved, Investigational Structure

Structure for Undecylenic acid (DB11117)

  • 10-undecenoic acid
  • ácido 10-undecenoico
  • Fema no. 3247

Pharmacology

Indicated for the treatment of fungal infections as a salt form. No therapeutic indications on its own.

Contraindications & Blackbox Warnings

Learn about our commercial Contraindications & Blackbox Warnings data.

Zinc undecylendate acts as a fungistatic agent but fungicidal activity may be observed with chronic exposure in high concentrations 5 . It is effective against Candida albicans 2,3 . It is proposed that undecylenic acid exerts antimicrobial actions via interacting with nonspecific components in the cell membrane 4 .

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Mechanism of action

Undecylenic acid demonstrated effectiveness against Candida albicans, which is an opportunistic pathogenic yeast with two cellular morphologies: the round yeast form and the filamentous form with elongated hyphae. Hyphae formation is associated with active infections and virulence 3 . A study proposed that undecylenic acid inhibits biofilm formation of Candida albicans with optimal concentration above 3 mM and disrupts hyphal growth, which is the morphological transition from yeast to filamentous phase, at concentration above 4 mM 2 . Under the drug treatment, hyphal formation related genes, like HWP1, were significantly reduced in transcriptional level leading to poor biofilm formation 2 . Both biofilm and hyphae formation are critical virulence factors for the initiation of skin infection and late development of disseminated infection 2 . Undecylenic acid may also inhibit enzyme involved in lipid metabolism and abolish germ tube formation by carrying protons across the plasma membrane, thus altering cytoplasmic pH 3 .

Undecylenic acid may be absorbed through the skin MSDS .

Volume of distribution

No information regarding volume of distribution.

No information regarding protein binding.

No information regarding metabolism.

Route of elimination

No information regarding route of elimination.

No information regarding half-life.

No information regarding clearance.

Learn about our commercial Adverse Effects data.

Acute oral LD50 in rat and mouse are 2500 mg/kg and 8150 mg/kg, respectively MSDS . Acute dermal LD50 in guinea pig and rat are 50 mg/kg and 2000 mg/kg, respectively MSDS . There are no data available on the carcinogenicity, mutagenicity, teratogenicity and developmental toxicity of undecylenate MSDS .

Oral overdosage may lead to gastrointestinal disturbances, and may affect central nervous system (excitement, somnolence, muscle contraction or spasticity, headache, dizziness), and metabolism (loss of appetite). Prolonged or repeated exposure to undecylenate may cause anorexia or weight loss MSDS .

Affected organisms Not Available Pathways Not Available Pharmacogenomic Effects/ADRs Browse all» title=»About SNP Mediated Effects/ADRs» href=»javascript:void(0);»>

NIST Chemistry WebBook , SRD 69

Undecylenic acid

Data at NIST subscription sites:

  • NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)
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Mass spectrum (electron ionization)

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Spectrum

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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Japan AIST/NIMC Database- Spectrum MS-NW- 558
NIST MS number 227712

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References

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

No reference data available.

Notes

  • Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
  • The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
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© 2018 by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved.

Copyright for NIST Standard Reference Data is governed by the Standard Reference Data Act.

Неофунгин(Ундециленовая кислота* (Undecylenic acid*), Neofungin)

Международное название
Ундециленовая кислота* (Undecylenic acid*)

Латинское название
Neofungin

Форма выпуска и состав
спрей наружн., 0,44 %, фл. с пульв., 30 мл, пач. картон. 1

Срок хранения
2 года

25 мл — флаконы темного стекла (1) — пачки картонные.

Описание активных компонентов препарата НЕОФУНГИН.

Фармакологическое действие

Противогрибковое средство. Оказывает фунгистатическое действие. Проявляет активность в отношении дерматофитов: Epidermohpyton, Trichophyton и Microsporum. При сочетании с цинковой или медной солями (цинка ундециленат, меди ундециленат) активность ундециленовой кислоты повышается.

Показания

Лечение и профилактика грибковых заболеваний кожи, главным образом, грибковых поражений стоп.

Режим дозирования

Применяют наружно 2 раза в сут, длительность лечения обычно составляет 15-20 дней или более в зависимости от эффективности и результатов микроскопического исследования. По окончании курса лечения рекомендуется профилактическое применение 1-2 раза в неделю.

Побочное действие

Редко: местные аллергические реакции.

Противопоказания

Повышенная чувствительность к ундециленовой кислоте.

Особые указания

С осторожностью применяют при обширных поражениях кожи, особенно при острой дисгидротической форме или экзематозной эпидермофитии (во избежание обострения).

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