603-87-2

Usage

Uses

Used in Pharmaceutical Industry:
2-amino-6-nitro-phenol is used as an intermediate for the synthesis of various pharmaceuticals. Its chemical structure allows it to be a key component in the development of drugs, contributing to the medicinal properties of the final products.
Used in Dye Industry:
In the dye industry, 2-amino-6-nitro-phenol serves as an intermediate in the production of different types of dyes. Its chemical properties make it suitable for creating a range of colorants used in various applications.
Used in Hair Dye Manufacturing:
2-amino-6-nitro-phenol is utilized as a component in the manufacturing of hair dyes. Its role in these products is crucial for achieving the desired coloration effects on hair.
Used in Pigment Production:
2-amino-6-nitro-phenol is also used in the production of pigments, where its chemical properties contribute to the creation of pigments with specific color characteristics and stability.
Safety Precautions:
Given the toxic nature of 2-amino-6-nitro-phenol when ingested or inhaled, and its potential to cause skin and eye irritation, it is imperative to follow proper safety measures and handling procedures when working with 2-amino-6-nitro-phenol. This includes the use of personal protective equipment and ensuring good ventilation in the workspace to minimize exposure risks.

InChI:InChI=1/C6H6N2O3/c7-4-2-1-3-5(6(4)9)8(10)11/h1-3,9H,7H2

Upstream product

• 573-56-8 2,6-dinitrophenol 
• 74255-39-3 N-(2-hydroxy-3-nitrophenyl)acetamide 
• 95-55-6 2-amino-phenol 
• 614-80-2 2-(acetylamino)phenol 
• 606-21-3 1-chloro-2,6-dinitrobenzene 
• 7647-01-0 hydrogenchloride 
• 860728-44-5 (4-glycoloylamino-3-hydroxy-2-nitro-phenyl)-arsonic acid 
• 7664-93-9 sulfuric acid 
• 861528-05-4 (4-acetylamino-3-hydroxy-2-nitro-phenyl)-arsonic acid 
• 860728-40-1 (4-amino-3-hydroxy-2-nitro-phenyl)-arsonic acid 

Downstream Products

• 74255-39-3 N-(2-hydroxy-3-nitrophenyl)acetamide 
• 85126-68-7 2-chloro-N-(2-hydroxy-3-nitrophenyl)acetamide 
• 101494-76-2 7-nitrobenzo[d]oxazole-2(3H)-thione 
• 93021-17-1 (2-Hydroxy-3-nitro-phenylazo)-acetoacetanilid 
• 96-91-3 picramic acid 
• 99419-95-1 3-benzenesulfonyl-7-nitro-3H-benzoxazol-2-one 
• 106590-32-3 7-nitro-3-(toluene-4-sulfonyl)-3H-benzoxazol-2-one 
• 851886-82-3 1-(2-hydroxy-3-nitrophenyl)-3-mesitylthiourea 
• 915135-25-0 4-tert-butyl-N-(2-hydroxy-3-nitrophenyl)benzamide 
• 928196-54-7 2-hydroxy-3-nitro-benzenesulfonyl chloride 
• 915135-26-1 2-(4-tert-butylphenyl)-7-nitro-1,3-benzooxazole 
• 204771-74-4 2-ethyl-5-nitro-1,3-benzoxazole 
• 81282-60-2 7-aminobenzo[d]oxazol-2(3H)-one 
• 851886-83-4 N-mesityl-7-nitro-1,3-benzoxazol-2-amine 

Relevant academic research and scientific papers

Method for synthesizing benzoxazole compound by using nitration by-products of aromatic hydrocarbon and application of benzoxazole compound

The invention discloses a method for synthesizing a benzoxazole compound by using nitration by-products of aromatic hydrocarbon and application of the benzoxazole compound. The method comprises the main process: performing step-by-step crystallization on nitration products of a 2,4-dinitrochlorobenzene production enterprise so as to obtain 2,4-dinitrochlorobenzene, 2,6-dinitrochlorobenzene (I) anda small amount of residues, adopting the obtained 2,6-dinitrochlorobenzene (I) as the main starting material, and performing hydrolysis, selective catalytic hydrogenation reduction, cyclization, halogenation, carbon-carbon coupling and other processes so as to synthesize the benzoxazole compound, wherein the obtained compound can be used as a main raw material to synthesize a series of chemical intermediates with important application, and the chemical intermediates include o-aminophenol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol and hydrochloride of o-aminophenol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol. Through the method, the industrial by-products are converted into high value-added aromatic aminophenol products, industrial hazardous waste of the 2,4-dinitrochlorobenzene production enterprise is reduced, the scope of products of the enterprise is widened, and the economic benefits of enterprise are increased.

2-Aminobenzoxazole ligands of the hepatitis C virus internal ribosome entry site

2-Aminobenzoxazoles have been synthesized as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The compounds were designed to explore the less basic benzoxazole system as a replacement for the core scaffold in previously discovered benzimidazole viral translation inhibitors. Structure-activity relationships in the target binding of substituted benzoxazole ligands were investigated.

DISUBSTITUTED 3,4-DIAMINO-3-CYCLOBUTENE-1,2-DIONE COMPOUNDS FOR USE IN THE TREATMENT OF CHEMOKINE-MEDIATED PATHOLOGIES

Disubstituted 3,4-diamino-3-cyclobutene-1,2-dione compounds are disclosed that are represented by general formula (I). Also disclosed, are pharmaceutical compositions including these compounds and methods of using these compounds and compositions for the

NITROGEN-CONTAINING CONDENSED HETEROCYCLIC COMPOUND

There are provided compounds represented by the following general formula (I) or pharmaceutically acceptable salts of thereof, which have a superior monoacylglycerol acyltransferase 2 inhibitory action: wherein Ring A represents a partially saturated heteroaryl group, an aryl group or a heteroaryl group, RB represents a C4-18 alkyl group, a C3-8 cycloalkyl group, a partially saturated aryl group, an aryl group, or the following formula (II): wherein V represents the formula -CR11R12-, -CO-, -CO-O-, or -CO-NH-, W represents a single bond or a C1-3 alkylene group, and Ring B represents a C3-8 cycloalkyl group, a C3-8 cycloalkenyl group, a partially saturated heteroaryl group, a saturated heterocyclyl group, an aryl group, or a heteroaryl group, Y represents a nitrogen atom or the formula N+(RF), RF represents a C1-4 alkyl group, and m and n, which may be the same or different, each represent an integer of 0 or 1.

Synthesis and biological evaluation of piperazinyl heterocyclic antagonists of the gonadotropin releasing hormone (GnRH) receptor

Antagonism of the gonadotropin releasing hormone (GnRH) receptor has resulted in positive clinical results in reproductive tissue disorders such as endometriosis and prostate cancer. Following the recent discovery of orally active GnRH antagonists based on a 4-piperazinylbenzimidazole template, we sought to investigate the properties of heterocyclic isosteres of the benzimidazole template. We report here the synthesis and biological activity of eight novel scaffolds, including imidazopyridines, benzothiazoles and benzoxazoles. The 2-(4-tert-butylphenyl)-8-(piperazin-1-yl)imidazo[1,2-a]pyridine ring system was shown to have nanomolar binding potency at the human and rat GnRH receptors as well as functional antagonism in vitro. Additional structure-activity relationships within this series are reported along with a pharmacokinetic comparison to the benzimidazole-based lead molecule.

Benzooxazole and benzothiazole antagonists of gonadotropin releasing hormone receptor

The present invention relates to Gonadotropin Releasing Hormone (GnRH, also known as Luteinizing Hormone Releasing Hormone) receptor antagonists.

HETEROAROMATIC UREAS WHICH MODULATE THE FUNCTION OF THE VANILLOID-1 RECEPTOR (VR1)

Compounds of formula (I): are useful as therapeutic compounds, particularly in the treatment of pain and other conditions ameliorated by the modulation of the function of the vanilloid-1 receptor (VR1).

NITROGEN-CONTAINING FUSED HETEROCYCLIC COMPOUNDS

There is provided a CRF receptor antagonist comprising a compound of the formula (I): wherein, ring A is a 5-membered ring represented by the formula (A'): wherein X is a carbon and X is an oxygen, a sulfur or - NR -,or formula (A"): wherein X is a nitrogen and R is an optionally substituted hydrocarbyl, Ris an amino substituted by two optionally substituted hydrocarbyl groups, Ris an phenyl, Y is CR or a nitrogen, Y is CRor a nitrogen and Yis CRor a nitrogen, provided that one or less of Y, Y, and Y is nitrogen, W is a bond, -(CH2)n-, and Z is a bond, -NR -,etc.; or a salt thereof or a prodrug thereof.

Evaluation of Potent and Selective Small-Molecule Antagonists for the CXCR2 Chemokine Receptor

N,N′-Diarylureas were prepared, and the structure-activity relationship relative to the CXCR2 receptor was examined. This led to the identification of a potent and highly selective CXCR2 antagonist, which in addition was shown to be functionally active bo

Nitration of o-Aminophenol, o-Anisidine, and o-Benzenediazonium Oxide in Sulfuric Acid

Entering into a reaction in the protonated form, o-aminophenol is nitrated in 80% sulfuric acid at the para and ortho positions to the hydroxy group to afford a mixture of 4-nitro- and 6-nitro-2-aminophenol and is nitrated and sulfonated in concentrated sulfuric acid, whereas o-anisidine is nitrated at the para positions in both cases, converting into 4-nitro-2-aminoanisole. After diazotization of o-aminophenol and subsequent nitration of o-benzenediazonium oxide, a mixture of the same derivatives as in diazotization of the nitration products of o-aminophenol is formed, but the 6-nitro isomer prevails.