39549-27-4

Usage

Uses

Used in Pesticide and Herbicide Applications:
2,4-Dichloro-3-methyl-6-nitrophenol is used as a pesticide and herbicide for controlling the growth of unwanted vegetation. It is particularly effective in managing broadleaf weeds due to its ability to interfere with the plant's hormone production, resulting in stunted growth and eventual death.
However, due to its harmful effects on human health and the environment, 2,4-Dichloro-3-methyl-6-nitrophenol has been banned in some countries. Exposure to 2,4-Dichloro-3-methyl-6-nitrophenol has been associated with various health issues, including skin and eye irritation, respiratory problems, and potential carcinogenic effects.

InChI:InChI=1/C7H5Cl2NO3/c1-3-4(8)2-5(10(12)13)7(11)6(3)9/h2,11H,1H3

Upstream product

• 22548-85-2 2,3,6-trichloro-4-nitrotoluene 
• 17788-00-0 2,4-dichloro-3-methylphenol 
• 700-38-9 2-nitro-5-methylphenol 
• 2581-34-2 3-methyl-4-nitrophenol 
• 59-50-7 4-Chloro-3-methylphenol 
• 99-99-0 1-methyl-4-nitrobenzene 
• 551-76-8 2,4,6-trichloro-m-cresol 

Downstream Products

• 40677-44-9 3,5-Dichloro-2-hydroxy-4-methylaniline 
• 199293-12-4 5,7-dichloro-2-mercapto-6-methylbenzoxazole 

Relevant academic research and scientific papers

BENZOXAZOLE DERIVATIVES AND DRUGS CONTAINING THE SAME AS THE ACTIVE INGREDIENT

A compound represented by the following general formula (1) : wherein R1 represents a halogen atom, R2 represents hydrogen atom or a lower alkyl group, and R3 represents hydrogen atom, a lower alkyl group, a lower alkoxyl group, a hydroxy lower alkyl group, a halogen atom, or a substituted or unsubstituted amino group, wherein a substituent on the amino group is selected from the group consisting of a lower alkyl group, a lower alkenyl group, a lower alkylcarbonyl group, and an amino protective group, or a salt thereof. The compound of the present invention or a salt thereof is useful as an active ingredient of medicaments for preventive and/or therapeutic treatment of conditions of irritable bowel syndrome and digestive tract functional disorder, or condition of diarrhea.

Diaminopuridine-containing thiourea inhibitors of herpes viruses

Compounds of the formula STR1 are useful in the treatment of diseases associated with herpes viruses including human cytomegalovirus, herpes simplex viruses, Epstein-Barr virus, varicella-zoster virus, human herpesviruses-6 and -7, and Kaposi herpesvirus.

Benzoxazole derivatives as novel 5-HT3 receptor partial agonists in the gut

A series of benzoxazoles with a nitrogen-containing heterocyclic substituent at the 2-position was prepared and evaluated for 5-HT3 partial agonist activity on isolated guinea pig ileum. The nature of the substituent at the 5-position of the benzoxazole ring affected the potency for the 5-HTs receptor, and the 5-chloro derivatives showed increased potency and lowered intrinsic activity. 5-Chloro-7-methyl-2-(4-methyl-1- homopiperazinyl)benzoxazole (6v) exhibited a high binding affinity in the same range as that of the 5-HT3 antagonist granisetron, and its intrinsic activity was 12% of that of 5-HT. Compound 6v inhibited 5-HT-evoked diarrhea but did not prolong the transition time of glass beads in the normal distal colon even at a dose of 100 times the ED50 for diarrhea inhibition in mice. Compounds of this type are expected to be effective for the treatment of irritable bowel syndrome without the side effect of constipation.

A practical synthesis of 2,4-dichloro-3-methyl-6-nitrophenol

2,4-Dichloro-3-methyl-6-nitrophenol 2 was prepared by KOH/H2O hydrolysis of a product mixture obtained from chlorination of p-nitrotoluene in the presence of a phase transfer catalyst. A 95-99% yield of 2 based on 2,3,6-trichloro-4-nitrotoluene, 4 (major chlorination product) was achieved in >95% purity.

Process for preparing 2,4-dichloro-3-alkyl-6-nitrophenols

2-4-Dichloro-3-alkyl-6-nitrophenols which are useful as intermediate of cyan couplers in color photography are prepared by sulfonating 4-chloro-3-alkyl-phenols to obtain 5-chloro-4-alkylhydroxybenzenesulfonic acids, chlorinating the acids in an aqueous phase to obtain 3,5-dichloro-4-alkyl-2-hydroxybenzenesulfonic acids and nitrating the sulfonic acids.

Process for preparing 2-nitro-4,6-dichloro-5-methylphenol

2-NITRO-4,6-DICHLORO-5-METHYLPHENOL IS PREPARED BY THE SULFONATION OF 4-CHLORO-5-METHYLPHENOL TO FORM 2-SULFO-4-CHLORO-5-METHYLPHENOL WHICH IS CHLORINATED TO 2-SULFO-4,6-DICHLORO-5-METHYLPHENOL WHICH IS IN TURN REACTED WITH NITRIC ACID TO FORM THE DESIRED PRODUCT. The sulfonation is carried out with concentrated sulfuric acid at elevated temperatures to form 2-sulfo-4-chloro-5-methylphenol. Thereafter the reaction mixture is diluted with water to a sulfuric acid content of 20-30%. The resulting 2-sulfo-4-chloro-5-methylphenol is chlorinated with chlorine at elevated temperature and normal or elevated pressures to form 2-sulfo-4,6-dichloro-5-methylphenol which is then reacted with nitric acid.