Irgasan
Triclosan
CAS: 3380-34-5;88032-08-0
Molecular Formula: C12H7Cl3O2
Irgasan - Names and Identifiers
Irgasan - Physico-chemical Properties
| Molecular Formula | C12H7Cl3O2 |
| Molar Mass | 289.54 |
| Density | 1.4214 (rough estimate) |
| Melting Point | 56-60°C(lit.) |
| Boling Point | 290°C(lit.) |
| Flash Point | 313.7°C |
| Water Solubility | Soluble in ethanol, methanol, diethyl ether and sodium hydroxide solution (1M). Slightly soluble in water. |
| Solubility | H2O: soluble12g/L at 20°C |
| Vapor Presure | 0.001Pa at 25℃ |
| Appearance | Solid |
| Color | colorless or white |
| Merck | 14,9657 |
| BRN | 2057142 |
| pKa | 7.9(at 25℃) |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.4521 (estimate) |
| MDL | MFCD00800992 |
| Physical and Chemical Properties | Melting point 56-60°C |
| Use | It is used for the production of high-grade daily chemical products, the preparation of medical and food industry equipment disinfectant, fabric antibacterial and deodorant finishing agent, etc. |
Irgasan - Risk and Safety
| Risk Codes | R36/38 - Irritating to eyes and skin. R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. S46 - If swallowed, seek medical advice immediately and show this container or label. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S24/25 - Avoid contact with skin and eyes. S22 - Do not breathe dust. S36 - Wear suitable protective clothing. |
| UN IDs | UN 3077 9/PG 3 |
| WGK Germany | 2 |
| RTECS | KO1100000 |
| TSCA | Yes |
| HS Code | 29095000 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orl-rat: 3700 mg/kg 26UZAB 6,245,68/70 |
Irgasan - Upstream Downstream Industry
| Raw Materials | 2,4-Dichlorophenol Potassium hydroxide |
Irgasan - Reference
| Reference Show more | 1. [IF = 2.563] Zhang Huidan et al."Heavy ion mutagenesis combined with triclosan screening provides a new strategy for improving the arachidonic acid yield in mortierella alpina. Bmc Biotechnol. 2018 Dec;18(1):1-9 2. [IF = 4.964] Shuang Bao et al." Effects of triclosan. "Aquattoxicol. 2021 Jan;230:105679 Note: part Our company can only provide part of the information, we do not guarantee the authority of the information provided, only for the reference of the customer exchange research. storage conditions: 2-8℃ solubility: slightly soluble in water, soluble in acetone, ethanol, isopropanol, propylene glycol, carbon tetrachloride and other solvents and Tween 20, tween 80 and other surfactants. Appearance: white to off-white powder Boiling Point: 344.6°C at 760 mmHg Melting Point: 56-60°C in vivo study: Triclosan plays a pathological role in promoting tissue fibrosis and hepatocarcinogenesis. It accelerates the development of liver cancer in mice, long-term effects on liver injury, fibrosis and inflammatory responses. In vitro studies: treatment of cancer cells with triclosan at physiologically relevant concentrations significantly increased the number of colonies of cancer cells. triclosan-treated cells had a mesenchymal-like cell morphology, with reduced cell-to-cell adhesion, E-cadherin reduction, and a significant increase in EMT markers, such as N-cadherin, vimentin, snail, and slug. Triclosan may enhance cancer cell viability and motility through the EMT process in the isolated state. Triclosan is a diphenyl ether derivative used as a preservative in cosmetics and soaps. It has a bacteriostatic effect. |
Irgasan - Introduction
Triclosan is a broad-spectrum antibacterial agent, which inhibits type II fatty acid synthase (FAS-II) in bacteria and plasmodium, and also inhibits mammalian fatty acid synthase (FASN), and may also have anti-cancer activity.
Last Update：2022-10-16 17:24:43
Irgasan - Reference Information
| LogP | 4.9 at 20℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| properties | properties of triclosan: 1. properties: white crystalline powder with slightly aromatic taste or microphenolic compound smell; 2. solubility: slightly soluble in water, moderately soluble in dilute alkali, soluble in organic solvents such as ethanol and acetone, and can be dissolved in surfactants to form transparent concentrated liquid products; 3. Stability: it has excellent storage stability: it will not decompose rapidly below 280-290 ℃; When heated at 200 ℃ for 14 hours, only 2% of the active substance decomposes, even under long-term ultraviolet light irradiation, only slightly decomposes. Its solution is stable to acid and alkali. 4. Volatility: Very low volatility, slightly aromatic. |
| introduction | triclosan is an internationally popular external efficient and safe antibacterial disinfectant, which can kill staphylococcus aureus, e. coli and white nianqiu on the world stage and has disinfection effect on pyogenic cocci and intestinal pathogenic fungi. |
| disinfectant | triclosan is a high-efficiency broad-spectrum antibacterial disinfectant for external use, also known as dichlorophenoxychlorophenol, trichlorochlorophenol, triclosan, bacteriostatic pure, Wei jiemixin, triclosan, normally white or off-white crystalline powder with slight phenol odor. Insoluble in water, easily soluble in lye and organic solvents. It has stable chemical properties, temperature resistance, acid and alkali hydrolysis resistance, and does not cause any toxic symptoms and environmental pollution. It is an internationally recognized variety of special fungicides. It can kill bacteria such as Staphylococcus aureus, Escherichia coli and fungi such as Candida albicans. It also has an inhibitory effect on viruses (such as hepatitis B virus, etc.) and can protect beneficial bacteria. The bactericidal mechanism of triclosan is to first adsorb on the bacterial cell wall, then penetrate the cell wall, react with lipids and proteins in the cytoplasm, cause protein denaturation, and then kill bacteria. At present, it has been widely used in high-efficiency medicinal soaps (sanitary soap, sanitary lotion), axillary odor removal (foot aerosol), hand sanitizer, wound disinfection spray, medical device disinfectant, sanitary facial cleanser (cream), Air fresheners and refrigerator deodorants and other daily chemicals are also used for the finishing of sanitary fabrics and the antiseptic treatment of plastics. High-purity ones can be used for the treatment of gingivitis, periodontitis and oral ulcers. In toothpaste and mouthwash. The state stipulates that the content shall not exceed 0.3%. |
| carcinogenicity | In 2004, a teacher (Dr. Peter Vikesland) of Virginia Tech University found in an experiment that products containing triclosan react with chlorine-containing tap water to form a substance called "Ge Luofang", that is, chloroform, chemically called chloroform, chloroform, it is a colorless, volatile, and special sweet liquid. It will oxidize to form hydrogen chloride and phosgene when exposed to light. Has been used as an anesthetic. Animal experiments have found that this substance can cause damage to the heart and liver, has mild teratogenicity, and can induce liver cancer in mice, but there is no research data on human carcinogenesis. To be on the safe side, both the International Cancer Research Center and the United States have listed chloroform as a suspected carcinogen that poses a potential threat to the human body. |
| toothpaste standard | the national standard for toothpaste used in China is the new national standard for toothpaste (GB8372-2008) implemented from February 1, 2009. Compared with the 2001 version of the toothpaste standard, the new national standard has been increased and adjusted in many aspects. In the new national standard for toothpaste, nearly 1500 kinds of ingredients are prohibited or strictly restricted, including diethylene glycol, triclosan, etc. The regulation for diethylene glycol is not allowed to be artificially added to raw materials. If it is brought in as impurity, the content in toothpaste shall not exceed 0.1%. Triclosan is included in the permitted preservatives, but it is clear that it shall not exceed 0.3%. The new national standard stipulates the fluorine content of adult fluoride toothpaste as 0.04%-0.15%, and stipulates that the fluorine content of children's fluoride toothpaste should be between 0.05% and 0.11%. |
| application | triclosan can be used in the following products: high-efficiency disinfectant soap or medicinal soap; Antibacterial soap, deodorizing soap and sanitary soap; Sanitary bath lotion and antibacterial liquid detergent; Antibacterial tableware detergent; Antibacterial fabric detergent; Products in addition to underarm odor or beriberi; Sanitary facial cleanser and antibacterial skin care cream; Disinfecting hand sanitizer; Disinfectant for medical devices; Wound disinfectant; air freshener and refrigerator deodorant; fabric antibacterial finishing agent. |
| uses | preservatives and antifungal agents, used in cosmetics, emulsions and resins, and also used to make disinfectant soaps. The oral LD50 of this product in mice is 4g/kg. Used in the production of high-grade daily chemical products, medical and dietary industry equipment disinfectants, fabric antibacterial and deodorant finishing agent preparation, etc. Triclosan (Irgasan) is a broad-spectrum antibacterial agent, which inhibits bacteria and Plasmodium Type II fatty acid synthase (FAS-II), also inhibits mammalian fatty acid synthase (FASN), and may also have anti-cancer activity. |
| production method | (1) using 2,4-dichlorophenol as raw material, 2,4 dichlorophenol reacts with potassium hydroxide to produce potassium dichlorophenol. Then react with 2,5-dichloronitrobenzene under the catalysis of copper powder to obtain 2,4,4 '-trichloro-2'-nitrodiphenyl ether. Then iron powder is reduced to generate 2,4,4 '-trichloro-2'-aminodiphenyl ether, and then diazotized to obtain the product. (2) Using o-methoxyphenol as raw material, potassium hydroxide powder and o-methoxyphenol (guaiacol), the reaction of o-methoxyphenol potassium salt. React methoxydiphenyl ether with bromobenzene and pass chlorine to chlorinate to prepare 2,4,4'-trichloro-2 '-methoxydiphenyl ether. Hydrolysis using AICI3 as catalyst to produce 2,4,4 '-trichloro-2'-hydroxydiphenyl ether. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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Raw Materials for Irgasan