76619-89-1

Usage

Uses

Used in Hair Dye Industry:
3-Amino-5-methylphenol is used as a developer in hair dyes for its ability to facilitate the production of different shades and tones. It serves as an intermediate in the formulation of hair colorants, enhancing the range of colors achievable and contributing to the effectiveness of hair dye products.
Used in Colorant Industry:
In the colorant industry, 3-Amino-5-methylphenol is utilized as an intermediate to produce a variety of colorants. Its chemical properties allow for the creation of diverse color palettes, making it a valuable component in the development of colorants for various applications.

InChI:InChI=1/C7H9NO/c1-5-2-6(8)4-7(9)3-5/h2-4,9H,8H2,1H3

Upstream product

• 504-15-4 orcinol 
• 127818-58-0 3-methyl-5-nitrophenol 
• 618-85-9 3,5-dinitrotoluene 
• 618-61-1 3-methyl-5-nitro-aniline 
• 4341-24-6 5-methylcyclohexan-1,3-dione 

Downstream Products

• 161620-93-5 N-(tert-butyloxy-carbonyl)-3-hydroxy-5-methyl-aniline 
• 119004-83-0 2,2,2-Trifluoro-N-(3-hydroxy-5-methyl-phenyl)-acetamide 
• 161291-74-3 2-(3-Hydroxy-5-methyl-phenyl)-isoindole-1,3-dione 
• 159214-15-0 2-(3-amino-5-methyl-phenyloxy)-acetic acid ethyl ester 
• 176382-23-3 N-[3-(2-aminoethoxy)-5-methyl-phenyl]-benzenesulfonamide 
• 212067-23-7 N-[3-(3-Amino-propoxy)-5-methyl-phenyl]-benzenesulfonamide 
• 212067-24-8 N-[3-(4-Amino-butoxy)-5-methyl-phenyl]-benzenesulfonamide 
• 212067-22-6 2-[3-(3-Amino-5-methyl-phenoxy)-propyl]-isoindole-1,3-dione 
• 212067-25-9 N-[3-(5-Amino-pentyloxy)-5-methyl-phenyl]-benzenesulfonamide 
• 176382-22-2 2-(3-Benzenesulfonylamino-5-methyl-phenoxy)-acetamide 
• 159214-11-6 (3-Benzenesulfonylamino-5-methyl-phenoxy)-acetic acid 
• 212067-26-0 N-[3-(6-Amino-hexyloxy)-5-methyl-phenyl]-benzenesulfonamide 
• 159214-10-5 (3-Benzenesulfonylamino-5-methyl-phenoxy)-acetic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of Substituted Anilines from Cyclohexanones Using Pd/C-Ethylene System and Its Application to Indole Synthesis

The synthesis of anilines and indoles from cyclohexanones using a Pd/C-ethylene system is reported. A simple combination of NH4OAc and K2CO3 under nonaerobic conditions was found to be the most suitable to perform this reaction. Hydrogen transfer between cyclohexanone and ethylene generates the desired products. The reaction tolerates a variety of substitutions on the starting cyclohexanones.

QUINOLIN-2-ONE COMPOUNDS

A compound of structural formula [1]: in which: A represents a direct bond, an optionally substituted alkylene or alkenylene group, or a group of formula Z-(optionally substituted)alkylene; B represents a direct bond, an optionally substituted alkylene or alkenylene group, or a group of formula Z-(optionally substituted)alkylene or (optionally substituted)alkylene-Z; Z represents an oxygen atom, an NH or N-alkyl group, a group of formula S(O)n, in which n = 0 to 2, or a group of formula -O-SO2-; X represents a carboxylic acid, tetrazole, 3-hydroxyisoxazole, hydroxamic acid, phosphinate, phosphonate, phosphonamide, sulfonic acid or a group of formula C(=O)NHSO2W or SO2NHC(=O)W; W represents an optionally substituted aryl or heteroaryl group or an optionally substituted alkyl group; Y represents an optionally substituted aryl or heteroaryl group, or an optionally substituted aryl-fused-heterocycloalkyl, heteroaryl-fused-cycloalkyl, heteroaryl-fused-heterocycloalkyl, aryl-fused-cycloalkyl or cycloalkyl group; Ra, Rb and Rc independently represent hydrogen, acyl, alkoxy, alkylsulphinyl, alkylsulphonyl, alkylthio, -NH2, aminoalkyl, hydroxyalkyl, arylalkyl, cyano, dialkylamino, halo, haloalkoxy, haloalkyl, alkyl, alkenyl, -OH, -CHO, -NO2, aryl (optionally substituted with alkoxy, haloalkoxy, halogen, alkyl or haloalkyl), heteroaryl (optionally substituted with alkoxy, haloalkoxy, halogen, alkyl or haloalkyl), heterocycloalkyl, aminoacyl, aminosulphonyl, acylamino, sulphonylamino, heteroarylalkyl, cyclic amine, aryloxy, heteroaryloxy, arylalkyloxy or heteroarylalkyloxy;

QUINOLINES AND THEIR THERAPEUTIC USE

Compounds of formula [1] are CRTH2 antagonists, useful in the treatment of conditions having an inflammatory component; in which: R1, R2, R3, R4 and R5 are independently hydrogen, C1-C6alkyl, C1- C6fluoroalkyl, cyclopropyl, halo, -S(O)nR6, -SO2NR7R8, -NR7R8, -NR7C(O)R6, -CO2R7, -C(O)NR7R8, -C(O)R6, -NO2, -CN or a group -OR9; wherein each R6 is independently C1-C6alkyl, C1-C6fluoroalkyl, cycloalkyl, aryl, or heteroaryl; R7, R8 are independently C1-C6alkyl, C1-C6fluoroalkyl, cycloalkyl, cycloalkyl-(C1-C6alkyl)-, aryl, heteroaryl or hydrogen; R9 is hydrogen, C1-C6alkyl, C1-C6fluoroalkyl, cycloalkyl, cylcoalkyl-(C1-C6alkyl)-, or a group -SO2R6; A is -CHR10-, -C(O)-, -S(O)n-, -0-, or -NR10- wherein n is an integer from 0-2 and R10 is hydrogen, C1-C3alkyl, or C1-C6fluoroalkyl group; B is a direct bond, or a divalent radical selected from -CH2-, -CH2CH2-, -CHR11-, -CR11R12-, -CH2CHR11-, -CH2CR11R12-, -CHR11CHR12-, and divalent radicals of formula -(CR11R12)P-Z- wherein Z is attached to the ring carrying R1, R2 and R3; wherein R11 is C1-C3alkyl, cyclopropyl, C1-C6fluoroalkyl; R12 is methyl or fluoromethyl; p is independently 1 or 2; and Z is -0-, -NH-, or -S(O)n-, wherein n is an integer from 0-2; X is a carboxylic acid, tetrazole, 3-hydroxyisoxazole, hydroxamic acid, phosphinate, phosphonate, phosphonamide, or sulfonic acid group, or a group of formula C(=O)NHSO2R6or SO2NHC(=O)R6; and Y is aryl, heteroaryl, aryl-fused- heterocycloalkyl, heteroaryl-fused-cycloalkyl, heteroaryl-fused-heterocycloalkyl or aryl-fused-cycloalkyl group.

Synthesis of the benzo[b] carbazoloquinone with the structure proposed for prekinamycin

The synthesis of the N-cyano benzo[b]carbazolequinone with the structure proposed for prekinamycin has been achieved by palladium and copper catalyzed coupling of a 2-bromonaphthoquinone with an arylstannane followed by ring closure, N-cyanation, and demethylation. Unexpectedly, the ring closure reaction gave also a regioisomer by an unprecedented rearrangement reaction.