Tìm theo
Triclosan
Các tên gọi khác (4 ) :
  • 2,4,4'-Trichloro-2'-hydroxydiphenyl ether
  • 5-Chloro-2-(2,4-dichloro-phenoxy)-phenol
  • Triclosan
  • Triclosanum
Thuốc Gốc
Small Molecule
CAS: 3380-34-5
CTHH: C12H7Cl3O2
PTK: 289.542
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 deodorants as well as in household items such as plastic chopping boards, sports equipment and shoes. [ChEBI]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C12H7Cl3O2
Phân tử khối
289.542
Monoisotopic mass
287.951162589
InChI
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
InChI Key
InChIKey=XEFQLINVKFYRCS-UHFFFAOYSA-N
IUPAC Name
5-chloro-2-(2,4-dichlorophenoxy)phenol
Traditional IUPAC Name
triclosan
SMILES
OC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C1
Độ tan chảy
55-57 °C
Độ sôi
120 °C
Độ hòa tan
6.05e-03 g/l
logP
4.98
logS
-4.7
pKa (strongest acidic)
7.68
pKa (Strongest Basic)
-6.7
PSA
29.46 Å2
Refractivity
68.69 m3·mol-1
Polarizability
25.92 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
1
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
7.9
Cơ Chế Tác Dụng : 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 deodorants as well as in household items such as plastic chopping boards, sports equipment and shoes. [ChEBI] At in-use concentrations, triclosan acts as a biocide, with multiple cytoplasmic and membrane targets. At lower concentrations, however, triclosan appears bacteriostatic and is seen to target bacteria mainly by inhibiting fatty acid synthesis. Triclosan binds to bacterial enoyl-acyl carrier protein reductase enzyme (ENR), which is encoded by the gene FabI. This binding increases the enzyme's affinity for nicotinamide adenine dinucleotide (NAD+). This results in the formation of a stable ternary complex of ENR-NAD+-triclosan, which is unable to participate in fatty acid synthesis. Fatty acids are necessary for reproducing and building cell membranes. Humans do not have an ENR enzyme, and thus are not affected.
Dược Động Học :
▧ Absorption :
A study conducted in 2000 demonstrated that low amounts of triclosan can be absorbed through skin and can enter the bloodstream. [PMID: 10722890] Triclosan is rapidly absorbed and distributed in the human body (Sandborgh-Englund et al., 2006). Maximum concentrations are reached within three hours after oral intake. However, the metabolism and excretion of the compound is fast.
▧ Metabolism :
Triclosan is prone to phase II metabolism via sulfotransferase and glucuronosyltransferase enzymes (Wang et al., 2004). In humans the resulting conjugates are excreted primarily in urine (Sandborgh-Englund et al., 2006).
▧ Route of Elimination :
In one study, after in vivo topical application of a 64.5mM alcoholic solution of [(3)H]triclosan to rat skin, 12% radioactivity was recovered in the faeces, 8% in the carcass 1% in the urine, 30% in the stratum corneum and 26% was rinsed from the skin surface at 24 hours after application. [PMID: 10722890]
▧ Half Life :
The terminal plasma half life of triclosan is 21 h (Sandborgh-Englund et al., 2006).
Độc Tính : Oral LD50, Rat: 3700 mg/kg; Dermal LD50, Rabbit: 9300 mg/kg
Chỉ Định : Triclosan is used in a variety of common household products, including soaps, mouthwashes, dish detergents, toothpastes, deodorants, and hand sanitizers. It is also used in health care settings in surgical scrubs and personnel hand washes.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : DERMAPROT
  • Công ty :
    Sản phẩm biệt dược : Stri-Dex cleansing bar
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB08604
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C12059
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D06226
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/66854-004
Wikipedia
http://en.wikipedia.org/wiki/Triclosan
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