Category: isothiazole

On January 24, 1969, Lewis, Sheldon Noah; Miller, George Allen; Law, Andrew B. published a patent.SDS of cas: 26172-54-3 The title of the patent was Pesticidal substituted 3-isothiazolinones. And the patent contained the following:

The title compounds (I) were prepared Thus, 0.05 mole 3-hydroxyisothiazole (II) in benzene and 0.05 mole (Me nCO) in a 50% benzene solution gave 70% I (R = H, R’ = H, Y = CON hMe), m. 138-40°. II with MeNCS gave I (R = H, R’ = H, Y = C(:S)NHMe), m. 155-8°. Similar I prepared were (R, R’, Y, and m.p. [of salt if shown] given): H, Me, CONHCH3, 138-45°; Br, Me, CONH-CH3, 191-5°; CN, SCH3, CONHCH3, 207-10°; CN, SOCH3, CONHCH3, 158-60°; CN, SO2CH3, CONHCH3, 146-50°; H, H, CONHBu, oil; H, H, CONHC8H17-tert, oil; H, Me, CONHC6H5, 142-6°; CN, SCH3, CONHC6H5, 183-6°; Br, Me, CONHC6H4Cl-3, 200-2°; H, CH2Br, CONHC6H4Cl-3, 178-80°; H, Me, CONHC6H4Cl-3, 142-4°; CN, SCH3, CONH-C6H4Cl-3, 192-4°; H, H, CONHC6H4Cl-3, 120-3°; H, Me, CONHC6H4Cl-2, 162-4°; H, CH2Br, CONHC6H4Cl-2, 199-201°; Br, Me, CONHC6H3Cl2-3,4, 235-7°; H, Me, CONHC6-H3Cl2-3,4, 195-207°; CN, SCH3, CONHC6H3Cl2-3,4, 118-20°; H, Me, CONHSO2C6H4CH3-4, 170-3°; CN, SCH3, CONHSO2-C6H4CH3-4, 163-8°; Br, Me, CONHSO2C6H4CH3-4, 199-203°; H, H, CONHC2H5, 103-5°; H, H, CONHCPr, 84-8°; H, H, CONHPr-iso, 53-6°; Br, H, CONHCH3, 194-7°; H, H, CONHC6H4OCH3-4, 134-7°; H, H, CONHC6H4OCH3-2, 140-5°; H, H, CONHC6H4NO2-3, 195-8°; H, H, CONHC6H3-Cl-4, 172-4°; H, H, CONHC12H25, 60-2°; H, H, CONHC6H3-Cl2-2,5, 179-80°; H, H, CONHCH2CO2C2H5, 80-3°; H, H, CONHC6H4NO2-4, 225-30°; H, Me, CONHC2H5, 53-6°; H, Me CSNHC2H5, 73-103°; H, Cl, CONHC2H5, 53-5°; H, H, Pr, 65-8°; H, H, tert-Bu, 75-9°; H, H, Bu, 99°; H, H, C6H11, 109-11°; H, H, tert-C8H17, 97-100°; H, H, CH2C6H5, 78-80°; H, Cl, Me, 44-7°; H, Cl, CH2C6H5, 57-9°; Cl, Cl, Me, 114-17°; Me, H, Me, 58-68°; Me, H, C6H3Cl2-3,4, 161-3°; H, H, C6H3Cl2-3,4, 131-3°; Cl, Cl, CH2C6H5, 62-4°; Br, Cl, Me, 86-7°; Br, H, Me, 94-7°; H, H, CH2OH, 124-6°; H, H, CH2CH2NEt2, oil; H, H, Pr, (HCl), 87-90°; H, Cl, Me, (HCl), -; H, H, Et, (HCl), 144-6°; H, H, Me, (HCl), 162-6°; H, H, CH2C6H5, (HCl), 147-53°; H, H, n-C12H25, 46-9°; H, H, n-C14H29, 53-5°; H, H, CH2C6H4Cl-4, 87-8°; H, H, CH2C6H4Cl-2, 99-100°; H, H, CH2C6H3Cl2-2,4, 122-4°; H, H, CH2C6-H3Cl2-3,4, 87-9°; H, H, CH2C6H4OCH3-4, 80-2°; H, H, CH2C6-H4CH3-4, 76-7°; H, H, CH2CH2C6H5, 76-8°; H, Cl, CH2CH2-C6H5, 55-9°; H, H, n-C10H21, 41-2°; Cl, H, tert-C8H17, 137-40°; Br, H tert-C8H17, 138-42°; H, H, n-C9H19, 30-1°; H, Cl, n-C8H17, oil; H, H, C6H4NO2-4, 170-5° (decompn); H, H, C6H4CO1C2-H5-4, 141-2°. Similarly prepared were I as follows (R, R’, Y, and b.p. given): H, H, CH2CH(Bu)(Et), b0·005 119-20°; H, H, CH(Me)(Ph), b0·003 138-40°; H, H, n-C8H17, b0·01 120°. The compounds are fungicides, bactericides, insecticides, nematocides, and miticides, effective against many common species. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).SDS of cas: 26172-54-3

The Article related to antibacterial isothiazolinone, isothiazolinone antibacterial, pesticidal isothiazolinone, urea pesticidal, carbamoyl isothiazolinone, phenyl carbamoyl isothiazolinone, antibacterial agents, fungicides and other aspects.SDS of cas: 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On January 24, 1969, Lewis, Sheldon Noah; Miller, George Allen published a patent.Computed Properties of 26172-54-3 The title of the patent was Pesticidal 3-isothiazolones and 3-hydroxyisothiazoles. And the patent contained the following:

The title compounds (I) and (II) showing-interesting activity against bacteria, algae, and mycetes are prepared by cyclization of appropriate dithiodipropionamides. To a mixture of 20.8 g (SCH2CH2CONH2)2 in (CH2Cl)2 at 10-5° was added dropwise over 2 hr 42.5 g SO2Cl2, the mixture then kept at 25-30° f or 16 hr, to give 4 g I (R1 = H, R2 = Cl) (II), m. 95-6°. Continuous extraction of the aqueous filtrate with Et2O gave 11.1 g I (R1 = R2 = H), m. 75-6° (C6H6-hexane). Similar treatment of 70.9 g (SCH2CH2CONHMe)2 with 121.5 g SOCl2 in 1 l. (CH2Cl)2 gave 37.1 g. insoluble III (R1 = Me, R2 = R3 = H).HCl (IV) from which the base could be obtained by extraction from H2O with Et2O. Concentration of the organic filtrate gave after filtration 30.5 g less pure IV, and the filtrate finally gave 24.7 g oil sublimed at 40-60°/l mm to yield 11.5 g III (R1 = Me, R2 = H, R3 = Cl), m. 44-7°. By similar methods were prepared III (R1 = 3,4-Cl2C6H3, R2 = Me, R3 = H), m. 161-3° (AcOEt), III (R1 = CONHEt, R2 = R3 = H), m. 97-101° (C6H6-ligroine), I (R1 = Me, R2 = Cl), m. 122°, and I ( R1 = Me, R2 = H), m. 100-50° (from dithiodiisobutyra-mide). To a solution of 6.8 g II in 100 ml AcOEt at 0° was added 8 g Br in 25 ml AcOEt. The mixture was allowed to reach room temperature to give 8.7 g I (R1 = Br, R2 = Cl), m. 145-7°. Treatment of 5.1 g II in 100 ml AcOEt with 6.75 g SOCl2 over 20 mi n at 60° gave 3.2 g I (R1 = R2 = Cl), m. 151-4° (C6H6-EtOH). The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Computed Properties of 26172-54-3

2-Methylisothiazol-3(2H)-one hydrochloride(cas:26172-54-3) belongs to isothiazoles. Isothiazoles and benzisothiazoles are usually liquids or low-melting-point solids; polar substituents increase the melting points because of the possibility of hydrogen bonding and other interactions in the crystalline state.Computed Properties of 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On March 16, 2018, Lin, Lijuan; Zhou, Hecheng; Liu, Jun published a patent.HPLC of Formula: 26172-54-3 The title of the patent was Plastic steel zipper lacquer oil capable of endowing plastic steel zipper with acid resistance, salt spray resistance and water washing resistance. And the patent contained the following:

The title plastic steel zipper lacquer oil comprises first composition and second composition which are packaged sep. The first composition comprises (by weight parts, the same below) epoxy resin 80-83, ethylene glycol monobutyl ether 4-6, black slurry 8-12, leveling agent 0.4-0.6, and adhesion promoter 2-4. The second composition comprises epoxy curing agent 25-35, ethylene glycol monobutyl ether 30-50 and isobutanol 25-35. The invention also provides preparation method and application method of the plastic steel zipper lacquer oil. The inventive plastic steel zipper lacquer oil can be coated on surface of POM plastic steel zipper, and has labor-saving effect and time-saving effect when in use. POM plastic steel zipper coated with the lacquer oil has bright surface, acid resistance, salt spray resistance, and water washing resistance. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).HPLC of Formula: 26172-54-3

The Article related to plastic steel zipper lacquer oil capable endowing acid resistance, Coatings, Inks, and Related Products: Related Products and other aspects.HPLC of Formula: 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On June 30, 2007, Aleksic, Maja; Thain, Emma; Gutsell, Stephen J.; Pease, Camilla K.; Basketter, David A. published an article.Computed Properties of 26172-54-3 The title of the article was The role of non-covalent protein binding in skin sensitization potency of chemicals. And the article contained the following:

Skin sensitization is a delayed hypersensitivity reaction caused by repeated exposure to common natural and synthetic chem. allergens. It is thought that small chem. sensitizers (haptens) are required to form a strong irreversible bond with a self protein/peptide and generate an immunogenic hapten-protein complex in order to be recognized by the immune system and stimulate T cell proliferation. The sensitizers are usually electrophilic chems. that are directly reactive with proteins or reactive intermediates (metabolites) of chem. inert compounds (prohaptens). Sensitizing chems. are also capable of weak, non-covalent association with proteins and there is an ongoing debate about the role of weak interactions of chems. and proteins in the chem. of allergy. The non-covalent interactions are reversible and thus have a major impact on skin/epidermal bioavailability of chem./reactive metabolites. We investigated the relationship between the relative level of non-covalent association to a model protein and their relative potencies as determined by the EC3 values in the murine local lymph node assay (LLNA) for a number of chems. Using human serum albumin as a model protein, we determined that no observable relationship exists between the two parameters for the chems. tested. Therefore, at least for this model protein, non-covalent interactions appear not to be a key determinant of allergen potency. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Computed Properties of 26172-54-3

The Article related to skin sensitization potency noncovalent protein binding, Toxicology: Chemicals (Household, Industrial, General) and other aspects.Computed Properties of 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com