101-20-2 Usage
Chemical Properties
white crystals or powder
Originator
Cutisan,Innothera,France,1960
Uses
Different sources of media describe the Uses of 101-20-2 differently. You can refer to the following data:
1. Labelled Triclocarban
2. Used as bacteriostat and antiseptic in soaps and other cleansing compositions. Antiseptic, disinfectant.
3. Bacteriostat and antiseptic in soaps and other cleansing compositions.
Definition
ChEBI: A member of the class of ureas that is urea substituted by a 4-chlorophenyl and a 3,4-dichlorophenyl group at positions 1 and 3 respectively.
Manufacturing Process
To a suitable reaction vessel equipped with a thermometer, agitator and reflux
condenser and containing 8.1 parts by weight (substantially 0.05 mol) of 3,4-dichloroaniline in approximately 57 parts by weight of diethyl ether is added
dropwise a solution of 7.7 parts by weight (substantially 0.05 mol) of 4-
chlorophenyl isocyanate in approximately 15 parts by weight of diethyl ether
at such a rate so as to maintain gentle reflux. Upon completion of the
isocyanate addition the reaction mass is agitated for about one hour. The
mass is filtered and the residue washed with diethyl ether. The dried product
is a white fluffy solid which on recrystallization from ethanol gives fine white
plates of 4,3',4'-trichlorocarbanilide, melting point 255.2°C to 256.0°C (88.0%
yield)
Therapeutic Function
Disinfectant
General Description
Fine white plates or white powder.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
A halogenated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Fire Hazard
The flash point of Triclocarban has not been determined. Triclocarban is, however, probably combustible.
Flammability and Explosibility
Nonflammable
Biochem/physiol Actions
3,4,4′-Trichlorocarbanilide interferes with mammalian reproduction and can cause methemoglobinemia in humans.
Safety Profile
Moderately toxic byintraperitoneal route. When heated to decomposition itemits very toxic fumes of Clí and NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 101-20-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 1 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 101-20:
(5*1)+(4*0)+(3*1)+(2*2)+(1*0)=12
12 % 10 = 2
So 101-20-2 is a valid CAS Registry Number.
101-20-2Relevant articles and documents
Searching for small molecules as antibacterials: Non-cytotoxic diarylureas analogues of triclocarban
Catalano, Alessia,Iacopetta, Domenico,Rosato, Antonio,Salvagno, Lara,Ceramella, Jessica,Longo, Francesca,Sinicropi, Maria Stefania,Franchini, Carlo
, p. 1 - 13 (2021/03/15)
Triclocarban (TCC), a broad-spectrum lipophilic antimicrobial agent, is a diarylurea derivative that has been used for more than 60 years as a major ingredient of toys, clothing, food packaging materials, food industry floors, medical supplies and especially of personal care products, such as soaps, toothpaste and shampoo. In September 2016, the U.S. FDA banned nineteen antimicrobial ingredients, including TCC, in over-the-counter consumer antiseptic wash products, due to their toxicity. Withdrawal of TCC has prompted efforts to search for new antimicrobial compounds. In this paper, we present the synthesis and biological evaluation, as antibiotic and non-cytotoxic agents, of a series of diarylureas, analogues of TCC. These compounds are characterized by an intriguingly simple chemistry and can be easily synthesized. Among the synthesized compounds, 1ab and 1bc emerge as the most interesting compounds as they show the same activity of TCC (MIC = 16 μg/mL) against Staphylococcus aureus, and a higher activity than TCC against Enterococcus faecalis (MIC = 32 μg/mL versus MIC = 64 μg/mL). Moreover, 1ab and 1bc show no cytotoxicity towards the human mammary epithelial cells MCF-10A and embryonic kidney epithelial cells Hek-293, in opposition to TCC, which exhibits a marked cytotoxicity on the same cell lines and shows a good antitumor activity on a panel of cell lines tested.
Skin wash compositions comprising triclocarban and surfactants
-
, (2008/06/13)
The compositions of the present invention are useful for the topical delivery of a wide variety of active ingredients. These compositions are particularly useful for treating conditions such as acne and its attendant skin lesions, blemishes, and other imperfections. These compositions are nonirritating to the skin and also provide skin feel benefits. These compositions can be in the form of leave-on products and products that are rinsed or wiped from the skin after use.
Compositions
-
, (2008/06/13)
The problem of providing a storage stable anti-calculus toothpaste comprising a tripolyphosphate salt is remedied by incorporating more than 4% of the salt and having the pH from about 8 to about 10. A tripolyphosphate salt may also be combined with a noncationic anti-bacterial agent such as triclosan to provide a composition having anti-calculus and anti-plaque activity.
