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Triclosan, 3380-34-5

Triclosan, 3380-34-5

TRICLOSAN

1. PRODUCT DEFINITION AND CHEMICAL IDENTITY

Parameter Description
Chemical Name (IUPAC) 5-Chloro-2-(2,4-dichlorophenoxy)phenol
Common Name Triclosan
CAS Number 3380-34-5
EC Number 222-182-2
Molecular Formula C12H7Cl3O2
Molecular Weight 289.54 g/mol
Appearance White crystalline powder
Odour Faint, characteristic phenolic odour

Note: Triclosan is a chlorinated aromatic compound (a diphenyl ether derivative) with broad-spectrum antibacterial and antifungal properties. It acts by inhibiting bacterial cell wall synthesis. For many years, it was widely used as an antimicrobial agent in personal care products, medical devices, and household items. However, due to concerns about the development of antibiotic resistance, endocrine-disrupting effects, and environmental toxicity, its use has been severely restricted in many countries. In 2016, the FDA banned the use of triclosan in over-the-counter antibacterial soaps, while limited use in toothpaste remains permitted.

2. PHYSICAL AND CHEMICAL PROPERTIES

Property Value / Description
Physical form White crystalline powder
Melting point 55 – 57 °C
Boiling point 280 – 290 °C (decomposes)
Solubility in water (20 °C) ~10 mg/L (sparingly soluble)
Solubility in organic solvents Freely soluble in ethanol, acetone, propylene glycol, and alkaline solutions
pH (aqueous suspension) Neutral (~6-7)
Stability Stable to light and heat; incompatible with strong oxidizing agents

3. FUNCTIONAL PROPERTIES AND MODE OF ACTION

  • Broad-Spectrum Antimicrobial Agent: Triclosan is effective against bacteria (Gram-positive, Gram-negative), fungi, and some viruses. It inhibits the enzyme enoyl-acyl carrier protein reductase (FabI), which is critical in bacterial fatty acid synthesis, disrupting cell membrane synthesis and exerting a bacteriostatic or concentration-dependent bactericidal effect.

  • Plaque and Gingivitis Control: In toothpaste, it reduces the formation of dental plaque and helps prevent gingivitis. Its efficacy is often enhanced when combined with zinc citrate or fluoride.

  • Odour Control: In deodorants and soaps, it reduces the formation of body odour by inhibiting the bacteria responsible for its production.

  • Surface and Material Protection: Incorporated into textiles, plastics, toys, and kitchenware, it inhibits microbial growth and biofilm formation.

4. APPLICATION AREAS AND TYPICAL CONCENTRATIONS

Sector / Application Typical Usage Regulatory Status
Toothpaste 0.3% (plaque and gingivitis control) FDA-approved (limited use)
Antibacterial Soap (OTC) 0.1 – 0.3% Banned by the FDA in 2016
Deodorant and Antiperspirant 0.1 – 0.3% Restricted in many countries
Shaving Cream 0.1 – 0.3% Restricted
Medical Devices and Wound Dressings 0.1 – 1.0% Limited medical use
Textiles and Plastic Items 0.1 – 1.0% Varies by country
Household Cleaning Products 0.1 – 0.5% Restricted in many countries

5. SIDE EFFECTS, CONTROVERSIES, AND REGULATORY RESTRICTIONS

  • Development of Antibiotic Resistance: Prolonged and widespread exposure to triclosan can trigger cross-resistance mechanisms in bacteria, contributing to the development of resistance to clinically important antibiotics. This is one of the major public health concerns.

  • Endocrine Disrupting Effects: Animal studies have shown that triclosan disrupts thyroid hormone metabolism and exhibits weak endocrine-disrupting effects on oestrogen/androgen receptors. The effects in humans are still under investigation.

  • Environmental Toxicity and Bioaccumulation: Triclosan cannot be completely removed by wastewater treatment plants and enters aquatic ecosystems (rivers, lakes, seas). Due to its lipophilic nature, it bioaccumulates in aquatic organisms and sediment; it is highly toxic to algae and aquatic invertebrates. Photodegradation under sunlight can result in the formation of dioxin derivatives.

  • FDA Restriction (USA, 2016): The FDA banned the use of triclosan and 18 other antimicrobials in over-the-counter (OTC) consumer antibacterial wash products (soaps, body washes) because manufacturers failed to prove that triclosan was safe and more effective than plain soap and water.

  • EU and Other Regions: In the European Union, the use of triclosan in cosmetic products is restricted to a maximum concentration of 0.3% in specific product categories (such as toothpaste, hand soap, body lotion). It is under evaluation as a potential endocrine disruptor under REACH.

6. ALTERNATIVES AND COMPARISON

Alternative Mechanism of Action / Advantage Comparison with Triclosan
Zinc Citrate / Zinc Salts Antimicrobial and odour control; plaque reduction Safer profile; used synergistically or as an alternative to triclosan in toothpaste
Chlorhexidine Potent, broad-spectrum bisguanide antiseptic Gold standard in dentistry; however, it causes tooth staining with long-term use
Essential Oils (Tea Tree, Peppermint, Eucalyptus, Thymol) Natural antimicrobial and anti-inflammatory Preferred in natural cosmetics; may not be as potent as triclosan but is perceived as safer
Fluoride Strengthens tooth enamel, prevents caries Not an antibacterial like triclosan, but complementary for dental health
Alcohol (Ethanol, Isopropanol) Fast-acting, broad-spectrum disinfectant Common in hand sanitizers; its persistent effect is shorter than that of triclosan
Natural Soaps (Castile Soap, etc.) Mechanical cleaning, zero-waste approach Contains no antimicrobial additives; sufficient for daily hygiene

7. SUMMARY OF RESEARCH FINDINGS

  • Positive Findings: Clinical studies have shown that triclosan-containing toothpaste statistically significantly reduces plaque formation and gingivitis.

  • Negative Findings: Long-term safety concerns persist, particularly regarding the development of antibiotic resistance and endocrine-disrupting potential; further research is needed. Environmental accumulation and aquatic toxicity are also significant risk factors.

8. SAFETY, STORAGE, AND REGULATORY INFORMATION

  • GHS Classification (CLP Regulation):

    • Signal Word: Warning

    • Hazard Statements: H315 (Causes skin irritation), H319 (Causes serious eye irritation), H410 (Very toxic to aquatic life with long lasting effects).

    • Precautionary Statements: P264, P273, P280, P302+P352, P305+P351+P338, P332+P313, P337+P313, P391, P501.

  • Storage:

    • Store in a cool (<25 °C), dry, and well-ventilated area in tightly sealed, original packaging.

    • Protect from light and strong oxidizing agents.

  • Personal Protective Equipment (PPE): Avoid breathing dust; wear protective gloves and goggles.

  • General Recommendations:

    • Avoid excessive and unnecessary use of triclosan-containing products.

    • Check product labels for ingredient awareness.

    • Consult a dermatologist in case of an allergic reaction.

    • Prefer environmentally friendly and natural alternatives.

9. QUICK REFERENCE TABLE

Property Value
CAS 3380-34-5
Formula C12H7Cl3O2
Molecular Weight 289.54 g/mol
Appearance White crystalline powder
Main Function Broad-spectrum antimicrobial agent
FDA Soap Status BANNED in OTC soaps (2016)
Toothpaste Status Limited use permitted (0.3%)
Environmental Risk Very toxic to aquatic life, bioaccumulative

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