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Triclosan Produkt Beschreibung

Triclosan Struktur
3380-34-5
CAS-Nr.
3380-34-5
Bezeichnung:
Triclosan
Englisch Name:
Triclosan
Synonyma:
ch3565;IRGASAN;TROX-100;TRICLOSAN;Cloxifenol;ZilesanUW.;TRICHLOSAN;Ttriclosan;Irgacare MP;irgasandp300
CBNumber:
CB6771432
Summenformel:
C12H7Cl3O2
Molgewicht:
289.54
MOL-Datei:
3380-34-5.mol

Triclosan Eigenschaften

Schmelzpunkt:
56-60 °C(lit.)
Siedepunkt:
290°C(lit.)
Dichte
1.4214 (rough estimate)
Brechungsindex
1.4521 (estimate)
storage temp. 
Refrigerator
Löslichkeit
H2O: soluble12g/L at 20°C
pka
7.9(at 25℃)
Aggregatzustand
Solid
Farbe
colorless or white
Wasserlöslichkeit
Soluble in ethanol, methanol, diethyl ether and sodium hydroxide solution (1M). Slightly soluble in water.
Merck 
14,9657
BRN 
2057142
Stabilität:
Stable. Incompatible with strong oxidizing agents.
InChIKey
XEFQLINVKFYRCS-UHFFFAOYSA-N
CAS Datenbank
3380-34-5(CAS DataBase Reference)
NIST chemische Informationen
Triclosan(3380-34-5)
EPA chemische Informationen
Triclosan (3380-34-5)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xi,N
R-Sätze: 36/38-50/53-36/37/38
S-Sätze: 26-39-46-60-61-24/25-22-36
RIDADR  UN 3077 9/PG 3
WGK Germany  2
RTECS-Nr. KO1100000
TSCA  Yes
HazardClass  9
PackingGroup  III
HS Code  29095000
Giftige Stoffe Daten 3380-34-5(Hazardous Substances Data)
Toxizität LD50 orl-rat: 3700 mg/kg 26UZAB 6,245,68/70
Bildanzeige (GHS)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
H400 Sehr giftig für Wasserorganismen. Kurzfristig (akut) gewässergefährdend Kategorie 1 Warnung P273, P391, P501
H410 Sehr giftig für Wasserorganismen mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 1 Warnung P273, P391, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P273 Freisetzung in die Umwelt vermeiden.
P321 Besondere Behandlung
P391 Verschüttete Mengen aufnehmen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P332+P313 Bei Hautreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P337+P313 Bei anhaltender Augenreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P501 Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Triclosan Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R36/38:Reizt die Augen und die Haut.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S39:Schutzbrille/Gesichtsschutz tragen.
S46:Bei Verschlucken sofort ärztlichen Rat einholen und Verpackung oder Etikett vorzeigen.
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S22:Staub nicht einatmen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

Solid

Originator

Anti-Bac,Bentfield Europe BV,Netherlands

Verwenden

Used as bacteriostat and preservative for cosmetic and detergent compositions. Antiseptic, disinfectant.

Verwenden

anticonvulsant

Verwenden

Bacteriostat and preservative for cosmetic and detergent preparations.

Verwenden

triclosan is a preservative considered to have a low sensitizing potential in leave-on preparations.

Definition

ChEBI: An aromatic ether that is phenol which is substituted at C-5 by a chloro group and at C-2 by a 2,4-dichlorophenoxy group. It is widely used as a preservative and antimicrobial agent in personal care products such as soaps, skin creams, toothpaste and deodo ants as well as in household items such as plastic chopping boards, sports equipment and shoes.

Indications

Triclosan is a broad-spectrum antimicrobial compound. It was originally used in soaps, antiperspirants, and cosmetic toiletries as a germicide. Today, triclosan is incorporated into toothpaste because of its wide spectrum of antimicrobial activities and low toxicity.

Manufacturing Process

476 g of 4-chloro-2-methoxyphenol(4-chloroguaiacol) and 578 parts of 3,4- dichloro-1-nitrobenzene are melted in 400 ml of diethylene glycoldimethyl ether in a three necked flask fitted with a stirrer and sloping condenser and, at about 120°C, 342 g of 49.6% potassium hydroxide solution are added drop-wise within about 4 h. The inner temperature is kept for 12 h at 140°- 150°C whereby water and slight amounts of organic substances distill off, as partly occured during the dropwise addition of the potassium hydroxide solution. The reaction mixture is then poured into a mixture of water and sodium hydroxide solution, the precipitate is filtered off, dried and recrystallised from benzene. The 2-methoxy-4,2'-dichloro-4'-nitrodiphenyl ether obtained melts at 159°-161°C.
623 g of 2-methoxy-4,2'-dichloro-4'-nitrodiphenyl ether in 4000 ml of dioxan are catalytically hydrogenated in the presence of 250 g of Raney nickel at room temperature and under normal pressure. After the calculated amount of hydrogen, the Raney nickel is filtered off and the 2-methoxy-4,2'-dichloro-4'- aminodiphenyl ether is precipitated by the addition of water, filtered off, washed and dried, melting point 100°-102°C.
204 g of well milled 2-methoxy-4,2'-dichloro-4'-aminodiphenyl ether are added to a mixture of 254 ml of concentrated hydrochloric acid and 1600 ml of water, the addition being made at room temperature while stirring well. The suspension formed is cooled to 0°-5°C and at this temperature 225 g of 33% sodium nitrite solution is added under the level of the liquid. The mixture is stirred for another 12 h at 0°-5°C. A solution of 86 g of sodium bisulphate and 60 g of sodium hydroxide in 640 ml of water is added at 80°C to a solution of 400 g of crystallised copper sulfate and 106 g of sodium chloride in 1280 ml of water. The cuprous chloride formed is allowed to settle, the water is poured off and the precipitate is purified by decanting three times with water.
The residue is dissolved in 640 ml of concentrated hydrochloric acid, the solution is heated to 65°-70°C and the diazo suspension produced above is added while stirring. After cooling, the aqueous phase is poured off, the resin_x0002_like organic phase is taken up in ether, the ether solution is extracted with dilute sodium hydroxide solution, washed neutral, dried over sodium sulphate and concentrated. The residue is distilled under water jet vacuum. The 2- methoxy-4,2',4'-trichlorodiphenyl ether obtained boils at 210°-217°C. 243 g of aluminum chloride are added to the solution of 187.5 g of 2- methoxy-4,2',4'-trichlorodiphenyl ether in 800 ml of benzene and the reaction mixture is boiled for 30 min while stirring. After cooling, it is poured into ice and hydrochloric acid, the benzene phase is separated and extracted with water and sodium hydroxide solution. The mimosa alkaline aqueous phase is separated, the last remains of benzene are removed by blowing in steam, it is then filtered and acidified with hydrochloric acid. The precipitated 2-hydroxy- 4,2',4'-tri-chlorodiphenyl ether is filtered off, washed and dried. After recrystallisation from petroleum ether it melts at 60°-61°C.Model E., Bindler J.; GB Patent No. 1,051,823; Dec. 21, 1966; Assigned: J.R. Geigy AG, Basel

Trademarks

Stri-Dex Cleansing Bar (Sterling Health U.S.A.); Stri-Dex Face Wash (Sterling Health U.S.A.).

Therapeutic Function

Antiseptic

Mechanism of action

Triclosan is active against a broad range of oral grampositive and gram-negative bacteria.The primary target of its antibacterial activity is the bacterial cell membrane. High concentrations cause membrane leakage and ultimately lysis of the bacterial cell. Effects at lower concentration are more subtle. Triclosan has been shown to bind to cell membrane targets and inhibit enzymes associated with the phosphotransferase and proton motive force systems.

Pharmakologie

Triclosan is retained in dental plaque for at least 8 hours, which in addition to its broad antibacterial property could make it suitable for use as an antiplaque agent in oral care preparations. However, the compound is rapidly released from oral tissues, resulting in relatively poor antiplaque properties as assessed in clinical studies of plaque formation.This observation is further corroborated by a poor correlation between minimal inhibitory concentration values generated in vitro and clinical plaque inhibitory properties of triclosan. Improvement of substantivity was accomplished by incorporation of triclosan in a polyvinyl methyl ether maleic acid copolymer (PVM/MA, Gantrez). With the combination of PVM/MA copolymer and triclosan, the substantivity of the triclosan was increased to 12 hours in the oral cavity.

Clinical Use

Triclosan plus copolymer is available in toothpaste. Commercially available dentifrice concentrations contain 0.3% triclosan and 2.0% PVM/MA copolymer.

Nebenwirkungen

Triclosan is a preservative used in health care and consumer products, including soaps, deodorants, mouthwashes, toothpastes, cosmetics, and topical medicaments. Ozkaya et al. described a case of suspected immune mediated Cou to triclosan. A 44-year-old female reported experiencing an immediate localized urticarial response after contact with numerous topical products. The use of a toothpaste had also resulted in swelling of her lips, tongue, and breathing difficulties. She also experienced lip swelling after kissing her husband who had used the same product and wheals involving her face after kissing friends on the cheek who had used certain topical products on their faces. The suspected products all contained triclosan 0.2%–0.5%. A severe localized urticarial reaction occurred with open testing to 2% triclosan within 15 minutes. No tests were performed to confirm an immunological mechanism; however, the authors suspected this to be the case because of a positive urticarial response to triclosan within 15 minutes, a history of angioedema to the triclosan-containing toothpaste, and because no immediate reactions were seen in five control subjects who were open tested to 2% triclosan.

Sicherheitsprofil

Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.Mildly toxic by skin contact. Mutation data reported. Ahuman skin irritant. When heated to decomposition itemits toxic fumes of Clí.

Veterinary Drugs and Treatments

Found in several products, often with other active ingredients, triclosan’s antibacterial effects may be useful in treating superficial pyodermas.
Triclosan is a bis-phenol disinfectant/antiseptic. It has a activity against a wide range of organisms, including both gram-positive and gram-negative bacteria and acts via inhibiting bacterial fatty acid synthesis leading to disruption of cell membrane integrity. Triclosan reportedly is not effective against Pseudomonas spp. and may be less effective against staphylococci than either chlorhexidine or ethyl lactate.

Triclosan Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Triclosan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 438)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Hebei Guanlang Biotechnology Co., Ltd.
+8619930501651
whatsapp: +8619930501651 breeduan@crovellbio.com CHINA 2586 58
Hebei Aicrowe Biotech Co., Ltd
0311-66855331
aicrowe@kf-chem.com CHINA 315 58
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21842 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22625 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 2754 55
Tianjin Zhongxin Chemtech Co., Ltd.
022-66880623
022-66880086 sales@tjzxchem.com CHINA 602 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30039 58
Hebei Huanhao Biotechnology Co., Ltd.
+8618034552304
86-0311-83975816 cathylee@hbhuanhao.com CHINA 843 58
Zhengzhou Yuanli Biological Technology Co., Ltd
0086-371-67897895
info@zzyuanli.cn CHINA 136 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28231 58

3380-34-5(Triclosan)Verwandte Suche:


  • Triclosan - CAS 3380-34-5 - Calbiochem
  • Triclosan powder kf-wang(at)kf-chem.com
  • triclosan powder
  • oro-2-(2,4-dichL
  • orophenoxy)phenoL
  • IRGASAN
  • ch3565
  • Cloxifenol
  • ether,2’-hydroxy-2,4,4’-trichlorodiphenyl
  • irgasandp300
  • ZilesanUW.
  • Irgacare MP
  • TriMetazidine dichlorhydrate
  • 5-CHLORO-2-(2,4-DICHLOROPHENOXY)PHENOL F
  • 2,4,4'-trichloro-2'-hydroxy diphenyl ether, 5-Chloro-2-(2,4-dichlorophenoxy) phenol
  • Irgasan, >=99%
  • Trichlorosan
  • Triclosan 0.25
  • 5-Chloro-2-(2,4-dichlorophenoxy)phenol, 97+%
  • IRGASAN >= 97.0% (HPLC)
  • 5-Chloro-2-(2,4-dichlorophenoxy)phenol 2,4,4'-Trichloro-2'-hydroxydiphenyl Ether Irgasan
  • Three chloride
  • Triclosan (Irgasan) 10 μg/mL in Cyclohexane
  • C12H7Cl302=289.5
  • 2,4,4-trichloro-2-hydroxydiphenylether(irgasandp-300)
  • 2’-hydroxy-2,4,4’-trichloro-phenylethe
  • 5-chloro-2-(2,4-dichlorophenoxy)-pheno
  • 2,4,4'-TRICHLORO-2'-HYDROXYDIPHENYL ETHER
  • 2,4,4-TRICHLORO-2-HYDROXYDIPHENYL ETHER
  • TRICLOSAN
  • trichloro-2'-hydroxydiphenylether
  • TROX-100
  • TRICHLOSAN
  • TRICLOSAN USP
  • 2,4,4'Trichloro2'-HydroxyDiphenyaxide
  • 2,4,4'-Trichloro-2-2' Hydroxy Diphenyl Ether
  • 2,4,4'-Trichloro-2'-hydroxydiphenyl ether (Triclosan)
  • Phenol, 5-chloro-2-(2,4-dichlorophenoxy)-
  • TRICLOSAN,99%(BULK
  • 2,4,4'-Trichloro-2'-hydroxydiphenyl ether
  • triclosan 2,4,4'-trichloro-2'-hydroxy-diphenyl-ether 5-chloro-2-(2,4-dichlorophenoxy)phenol
  • 5-Chloro-2-(2,4-dichlorophenoxy)phenol, Triclosan
  • (4-Chloro-2-hydroxyphenyl)(2,4-dichlorophenyl) ether
  • 5-Chloro-2-(2,4-dichlorophenoxy)phenol
  • Triclosan (200 mg)
  • TRICLOSAN (2',4,4'-TRICHLORO-2-HYDROXYDIPHENYL ETHER)
  • 2,4,4'-Trichloro-2'-hydroxydiphenyl ether Solution
  • TRICHLOROHYDROXYDIPHENYLETHER
  • Triclosan@100 μg/mL in Methanol
  • Triclosan, techn.
  • TriclosanSolution,1000mg/L,1mlMatrix:Methanol
  • Triclosan@1 mg/mL in Methanol
  • Ttriclosan
  • Triclosan Solution
  • Triclosan, purified 99%
  • Triclosan Standard
  • 2,4,4'-Trichloro-2'-hydroxydiphenyl Ether, 97%, reagent grade
  • Cloxifenolum
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