DE966999C - Germicidal preparation - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY

ISSUED SEPTEMBER 26, 1957

GERMAN PATENT OFFICE

PATENT LETTERING

CLASS 3Oi GROUP 3 INTERNAT. CLASS A 611

G 14335 IVa j 30 i

Dr. Guido Schetty and Walter Stammbadi, Basel (Switzerland)

have been named as inventors

J. R. Geigy A.-G., Basel (Switzerland)

Germicidal preparation

Patented in the territory of the Federal Republic of Germany from May 4, 1954

Patent application announced on May 17, 1956

Patent announced on September 12, 1957

The priority of the application in Switzerland of May 6, 1953 has been claimed

The invention relates to the production of a new, highly effective, germicidal preparation, the one has a wide range of effects.

It was found that the polychlorodioxydiphenyl sulfide compound the formula

OHH O

Cl-

Cl

characterized by a very good germicidal effect. It outperforms known similar compounds in the Effective range in that it is also effective against certain gram-negative bacteria.

The new diphenyl sulfide compound can by methods known per se by condensation of 3, 4-dichloro-i-oxybenzene with chlorosulfur if necessary be prepared in the presence of Friedel-Craftsschen catalysts. The condensation with the Sulfur chloride is expedient in the presence of inert solutions and. Diluents carried out. Carbon tetrachloride or carbon disulfide, for example, are suitable as such. Possibly Friedel-Crafts catalysts can be added to accelerate the reaction, for example anhydrous aluminum chloride.

709 691/6

No protection is sought for the establishment of the connection in the present application. The polychlorodioxydiphenyl sulfide represents a colorless, well-crystallized compound in the form of its alkali salts is soluble in water. For disinfection purposes it is used in an aqueous or organic solution or Dispersion used. For example, it can be used in detergents such as soap or synthetic detergents, can be incorporated into toothpastes, creams and powders, etc. Particularly cheap antiseptic It has an effect on the hand in suitable ointment bases.

It is now known from US Pat. No. 2,353,735 that halogenated 2,2'-dioxy-diphenyl sulfides have germicidal effectiveness, especially against Staphylococcus aureus. Are described there but only the three compounds 2, 2'-dioxy-5, 5'-dichloro-diphenyl sulfide, 2, 2'-dioxy-3, 5, 3 ', 5'-tetrachlorodiphenyl sulfide and 2, 2'-dioxy-3, 5, 6, 3', 5 ', 6'-hexachlorodiphenyl sulfide. In comparison with this, the compound according to the application 2,2'-dioxy-4, 5, 4 ', s'-tetracHorodiphenyl sulfide, which is cited in the Patent is not mentioned because of its outstanding effectiveness against gram-negative bacteria the end.

The table below shows results obtained with 2,2'-dioxy-4, 5, 4 ', 5'-tetrachlorodiphenyl sulfide, compared with similar data for those known from the aforementioned US Pat. No. 2,353,735 Diphenyl sulfides. In order to obtain these results, the minimum concentration of the disinfectant that kills a standard suspension of test germs with certainty under certain conditions was determined with graduated concentrations according to the principle of the dilution method and expressed in 10 ~ ⁶ mol.

The standard suspension was used to wash off the test germs from ten-hour agar cultures with sterile tap water, the density of which is set to 85% light transmission in the so-called. »BIO-PHOTO-COLä apparatus from Hellige. The standard suspension was mixed with equal parts of graduated dilutions of the disinfectants to be tested (in aqueous solutions). Exposure time 10 minutes, temperature 20 ⁰ C.

At the end of the action, two subcultures of each reaction mixture were set up in glucose broth. The subcultures were incubated at 37 ⁰ and found the development and sterility of the sub-cultures after 48 hours.

Tabel

link Escherichia
coli
Strain 1 Escherichia
coli
Tribe. 3 Eberthella
typhosa Salmonella
schottmülleri 2, 2'-Dioxy-4, 5, 4 ', 5'-tetrachlorodiphenyl sulfide
2,2'-Dioxy-5, S'-dichloro-diphenyl sulfide
2, 2'-Dioxy-3, 5, 3 ', 5'-tetrachlorodiphenyl sulfide
2, 2'-dioxy-3, 5, 6, 3 ', 5', 6'-hexachlorodiphenyl-
sulfide 220
I250
X
X 146
556
X
X 22O
1250
X
X 500
X
X
X

χ = no bactericidal effect at 1250 X 10 ~ ⁶ mol.

It can thus be seen from the table above that the diphenyl sulfide according to the invention in comparison with the from US Pat. No. 2,353,735 known diphenyl sulfides are characterized by a much smaller one effective limit concentration in gram-negative bacteria.

example

In an ointment base, consisting of 51.5 parts waxy polyglycol ether of average molecular weight 400.41 parts of talc ,. 1.5 parts methyl cellulose plant slime 33% rad. 2 parts of water become 4 parts of 4, 5, 4 ', 5'-tetrachloro-2, 2'-dioxydiphenyl sulfide incorporated. You get an ointment that has a very good antiseptic effect on the hand shows.

Claims (3)

Claims = i. Germicidal preparation based on a halogenated 2, 2'-dioxydiphenyl sulfide, marked by a content of 4,4 ', 5, 5'-tetrachloro-2,2'-dioxydiphenyl sulfide, in solution or suspension in water or organic liquids. 2. Germicidal preparation according to claim 1, characterized in that it contains a cleaning agent is united. 3. Germicidal preparation according to claim 1, characterized in that it is with an ointment base or one Krem is united. Documents considered: German Patent No. 563,643; USA.-Patentsch, rift No. 2,353,735; Soap and Sanitary Chemicals, January 1953, p. 34 to 37 and p. 90. ® 609 526/377 5.56 (709 691/6 9.57)