41458-65-5

Basic information

• Product Name: 6-AMINO-2,4-XYLENOL
• Synonyms: TIMTEC-BB SBB000074;2,4-DIMETHYL-6-AMINOPHENOL;2-AMINO-4,6-DIMETHYL-PHENOL;6-AMINO-2,4-DIMETHYLPHENOL;6-AMINO-2,4-XYLENOL;2-hydroxy-3,5-dimethylaniline;6-AMINO-2,4-XYLENOL, 97+%;4,6-Dimethyl-2-aminophenol
• CAS NO: 41458-65-5
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• EINECS: 255-380-2
• Mol File: 41458-65-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 130°C
• Boiling Point: 244.7 °C at 760 mmHg
• Flash Point: 101.8 °C
• Appearance: /
• Density: 1.118 g/cm³
• Vapor Pressure: 0.0192mmHg at 25°C
• Refractive Index: 1.6
• PKA: 10.42±0.23(Predicted)
• CAS DataBase Reference: 6-AMINO-2,4-XYLENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 6-AMINO-2,4-XYLENOL(41458-65-5)
• EPA Substance Registry System: 6-AMINO-2,4-XYLENOL(41458-65-5)

Safety Data

• Hazard Codes: Xi,T
• Statements: 20/21/22-36/37/38-36-25
• Safety Statements: 26-36/37/39-45
• HazardClass: IRRITANT
• Hazardous Substances Data: 41458-65-5(Hazardous Substances Data)

Usage

General Description

6-Amino-2,4-xylenol is a chemical compound that belongs to the group of amino phenols. It is derived from the compound xylene and contains an amino group (-NH2) and a phenolic hydroxyl group (-OH) attached to a benzene ring. 6-AMINO-2,4-XYLENOL is commonly used in the production of dyes, pigments, hair dyes, and photographic chemicals. It is also used in the manufacturing of antioxidants, pharmaceuticals, and as a corrosion inhibitor in lubricants and metalworking fluids. Additionally, 6-Amino-2,4-xylenol has applications in the production of polymers and resins, as well as in the synthesis of various organic compounds. Overall, it is a versatile chemical with a wide range of industrial uses.

InChI:InChI=1/C8H11NO/c1-5-3-6(2)8(10)7(9)4-5/h3-4,10H,9H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 68941-04-8 4-(2-hydroxy-3,5-dimethyl-phenylazo)-benzenesulfonic acid 
• 14452-34-7 2,4-dimethyl-6-nitrophenol 

Downstream Products

• 131142-36-4 1,2-bis-(5,7-dimethyl-benzoxazol-2-yl)-ethene 
• 3028-57-7 (2-hydroxy-3,5-dimethyl-phenyldiazenyl)-tri-morpholin-4-yl-phosphonium betaine 
• 3441-77-8 4,6-Dimethyl-benzochinon-(1,2)- 
• 108263-18-9 4,4-Dimethyl-6-hydroxy-6-(3',5'-dimethyl-2'hydroxy)phenylamino-2-oxo-4,5-dihydrofuro<4,3-b>pyran 
• 84326-07-8 Methyl 4-(6,8-dimethyl-2H-1,4-benzoxazin-2-one-3-yl) phenyl acetate 
• 84326-13-6 2-[4-(6,8-Dimethyl-2-oxo-2H-benzo[1,4]oxazin-3-yl)-phenyl]-propionic acid methyl ester 
• 862249-74-9 3,4-dihydro-2,6,8-trimethyl-3-oxo-2H-1,4-benzoxazine 
• 1000590-01-1 C₁₅H₁₆BrNO 
• 1000590-07-7 C₁₈H₁₈BrNO₂ 

Relevant articles and documents

Synthesis of new carbon-11 labeled benzoxazole derivatives for PET imaging of 5-HT3 receptor

5-HT3 receptor is an attractive target for the development of therapeutic agents for use in brain, heart and cancer diseases, and imaging agents for use in biomedical imaging technique PET. Benzoxazole derivatives are a novel class of 5-HT3 receptor partial agonists with high binding affinity. Carbon-11 labeled benzoxazole derivatives have been synthesized as new potential PET radioligands for imaging 5-HT3 receptor. The target tracers were prepared by N-[11C]methylation of their corresponding precursors using [11C]CH3OTf and isolated by HPLC purification procedure in 40-50% radiochemical yields, which were decay corrected to the end of bombardment (EOB), based on [11C]CO2. The overall synthesis time was 20-25 min from EOB. The radiochemical purity was >99%, and specific activity was in a range of 74-111 GBq/μmol at the end of synthesis (EOS).

Antitumor agents. 5. Synthesis, structure - activity relationships, and biological evaluation of dimethyl-5H-pyridophenoxazin-5-ones, tetrahydro-5H-benzopyridophenoxazin-5-ones, and 5H-benzopyridophenoxazin-5-ones with potent antiproliferative activity

New antiproliferative compounds, dimethyl-5H-pyrido[3,2-a]phenoxazin-5-ones (1-6), tetrahydro-5H-benzopyrido[2,3-j]phenoxazin-5-ones (7-9), and 5H-benzopyrido[3,2-a]phenoxazin-5-ones (10-12) were synthesized and evaluated against representative human neoplastic cell lines. Dimethyl derivatives 1-6 were more active against carcinoma than leukemia cell lines. The tetrahydrobenzo derivatives 7-9 were scarcely active, whereas the corresponding benzo derivatives 10-12 showed notable cytotoxicity against a majority of the tested cell lines. Molecular modeling studies indicated that the high potency of 10 and 11, the most cytotoxic compounds of the whole series, could be due to the position of the condensed benzene ring, which favors π-π stacking interactions with purine and pyrimidine bases in the DNA active site. Biological studies suggested that 10-12 have no effect on human topoisomerases I and II and that they induce arrest at the G2/M phase.

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.