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72779

Sigma-Aldrich

Triclosan

97.0-103.0% (active substance, GC)

Synonyme(s) :

Triclosan, 5-Chloro-2-(2,4-dichlorophenoxy)phenol, Irgasan

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About This Item

Formule empirique (notation de Hill):
C12H7Cl3O2
Numéro CAS:
3380-34-5
Poids moléculaire :
289.54
Numéro Beilstein :
2057142
Numéro CE :
222-182-2
Numéro MDL:
MFCD00800992
Code UNSPSC :
12352132
ID de substance PubChem :
57652433
Nomenclature NACRES :
NA.85

Source biologique

synthetic

Niveau de qualité

200

Pureté

97.0-103.0% (active substance, GC)

Forme

powder or crystals

Impuretés

≤0.1% Water (Karl Fischer)

Couleur

white

Pf

55-59 °C

Solubilité

1 M NaOH: 5% at 25 °C, faintly turbid to clear (colorless solution)

Spectre d'activité de l'antibiotique

fungi

Mode d’action

enzyme | inhibits

Chaîne SMILES 

Oc1cc(Cl)ccc1Oc2ccc(Cl)cc2Cl

InChI

1S/C12H7Cl3O2/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6,16H

Clé InChI

XEFQLINVKFYRCS-UHFFFAOYSA-N

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Description générale

Chemical structure: diphenyl ether derivative

Application

A component of cefsulodin-irgasan-novobiocin selection medium for Yersinia, a human pathogen that may contaminate animal-source food products.

Actions biochimiques/physiologiques

It is an inhibitor of the enoyl-ACP (acyl-carrier protein) reductase component of type II fatty acid synthase (FAS-II) in bacteria and Plasmodium. It also inhibits mammalian fatty acid synthase (FASN), and may have anticarcinogenic activity.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H410

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Kathleen Dittmann et al.
Antimicrobial resistance and infection control, 8, 122-122 (2019-08-02)
Recent publications have raised concerns of reduced susceptibilities of clinical bacterial isolates towards biocides. This study presents a comparative investigation of the susceptibility of livestock-associated Methicillin-resistant Staphylococcus aureus (LA-MRSA), hospital-acquired MRSA (HA-MRSA) and community-aquired MRSA (CA-MRSA) to the commonly used
Cale T Anger et al.
Environmental science & technology, 47(4), 1833-1843 (2013-01-17)
When discharged into surface waters via wastewater effluents, triclosan, the antimicrobial agent in handsoaps, and chlorinated triclosan derivatives (CTDs, formed during disinfection with chlorine) react photochemically to form polychlorinated dibenzo-p-dioxins. To evaluate the historical exposure of waters to these compounds
Wai Keat Chang et al.
Annals of surgery, 255(5), 854-859 (2012-04-04)
To determine the efficacy and safety of triclosan-impregnated sutures. Surgical-site infections (SSIs) produce considerable morbidity and increase health care costs. A potential strategy to decrease the rates of SSIs may be the use of triclosan-impregnated sutures. These have been endorsed
Joseph V Rodricks et al.
Critical reviews in toxicology, 40(5), 422-484 (2010-04-10)
Triclosan (2,4,4'-trichloro-2'-hydroxy-diphenyl ether) is an antibacterial compound that has been used in consumer products for about 40 years. The tolerability and safety of triclosan has been evaluated in human volunteers with little indication of toxicity or sensitization. Although information in
Markus K Diener et al.
Lancet (London, England), 384(9938), 142-152 (2014-04-11)
Postoperative surgical site infections are one of the most frequent complications after open abdominal surgery, and triclosan-coated sutures were developed to reduce their occurrence. The aim of the PROUD trial was to obtain reliable data for the effectiveness of triclosan-coated
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