428871-64-1

Basic information

• Product Name: 2-Amino-5-chloro-4-fluoronitrobenzene
• Synonyms: 2-Amino-5-chloro-4-fluoronitrobenzene;4-Chloro-5-fluoro-2-nitroaniline;(4-Chloro-5-fluoro-2-nitrophenyl)amine
• CAS NO: 428871-64-1
• Molecular Formula: C₆H₄ClFN₂O₂
• Molecular Weight: 190.5595632
• Mol File: 428871-64-1.mol

Chemical Properties

• Boiling Point: 321.6±37.0 °C(Predicted)
• Appearance: /
• Density: 1.591±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -2.14±0.25(Predicted)
• CAS DataBase Reference: 2-Amino-5-chloro-4-fluoronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-chloro-4-fluoronitrobenzene(428871-64-1)
• EPA Substance Registry System: 2-Amino-5-chloro-4-fluoronitrobenzene(428871-64-1)

Safety Data

• Hazardous Substances Data: 428871-64-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-5-chloro-4-fluoronitrobenzene is used as a precursor in the synthesis of various active pharmaceutical ingredients due to its unique functional groups and structural properties.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-Amino-5-chloro-4-fluoronitrobenzene is used as a building block for the development of new agrochemicals, contributing to the creation of effective pest control agents.
Used in Dye Production:
2-Amino-5-chloro-4-fluoronitrobenzene is utilized in the synthesis of dyes, taking advantage of its chemical structure to produce a range of colorants for various applications.

Upstream product

• 367-22-6 4-chloro-3-fluoroaniline 
• 351-31-5 N-(4-chloro-3-fluorophenyl)acetamide 
• 1026523-37-4 N-(4-Chloro-5-fluoro-2-nitro-phenyl)-acetamide 

Downstream Products

• 1026455-07-1 1-Azido-4-chloro-5-fluoro-2-nitro-benzene 
• 626237-61-4 4-chloro-5-(4-ethyl-2-methylpiperazin-1-yl)-2-nitroaniline 
• 579474-20-7 (4-chloro-5-fluoro-2-nitro-phenyl)-carbamic acid tert-butyl ester 
• 428870-62-6 tert-butyl 4-(5-amino-2-chloro-4-nitrophenyl)piperazine-1-carboxylate 
• 1042106-70-6 C₁₆H₂₃ClN₄O₄ 
• 413597-37-2 1,2-diamino-4-fluoro-5-(4-phenyl-1-piperazinyl)benzene 

Relevant articles and documents

ANDROGEN RECEPTOR ANTAGONISTS

Compounds that inhibit the androgen receptor, pharmaceutical compositions comprising one or more of the compounds, as well as methods of treating cancer using such compounds are described.

Novel ORL1-selective antagonists with oral bioavailability and brain penetrability

Following the discovery of 5-chloro-6-[piperazin-1-yl]-1H-benzimidazole as a novel pharmacophore for potent and selective ORL1 antagonist activity, optimization of this new lead by introduction of a methyl substitution on the piperazine ring resulted in a highly potent and selective, orally available, and brain penetrable ORL1 antagonist, 2-(tert-butylthio)-5-chloro-6-[(2R)-4-(2-hydroxyethyl)-2-methylpiperazin-1-yl]-1H-benzimidazole. Stereochemistry of the methyl substituent on the piperazine ring to control the functional activity of other opioid receptors is also described.

Benzimidazole derivatives

This invention provides compounds which are represented by a general formula [I] [in which X stands for hydrogen or halogen; B stands for halogen, cyano or optionally fluorine-substituted lower alkyl; D stands for a 3-10 membered aliphatic nitrogen-containing heterocyclic group; R3, R4 and R5 may be same or different, and each stands for hydrogen, lower alkyl optionally having substituent group(s) and the like; and a is 0 or 1]. These compounds exhibit high affinity to nociceptin receptors and whereby inhibit actions of nociceptin, and are useful as an analgesic, antiobestic, agent for ameliorating brain function, treating agents for Alzheimer's disease and dementia, and therapeutic agents for schizophrenia, neurodegenerative diseases, depression, diabetes insipidus, polyuria, hypotension and the like.

Hypoxia-Selective Agents Derived from Quinoxaline 1,4-Di-N-oxides

Hypoxic cells, which are a common feature of solid tumors, but not normal tissues, are resistant to both anticancer drugs and radiation therapy.Thus the identification of drugs with selective toxicity toward hypoxic cells is an important objective in anticancer chemotherapy.The benzotriazine di-N-oxide (SR 4233, Tirapazamine) has been shown to be an efficient and selective cytotoxin for hypoxic cells.Since the bioreductive activation of Tirapazamine is thought to be due to the presence of the 1,4-di-N-oxide moiety, a series of 3-aminoquinoxaline-2-carbonitrile 1,4-di-N-oxides with a range of electron-donating and -withdrawing substituents in the 6- and /or 7- positions has been synthesized and evaluated for toxicity to hypoxic cells.Electrochemical studies of the quinoxaline di-N-oxides and Tirapazamine showed that as the electron-withdrawing nature of the 6(7)-substituent increases, the reduction potential becomes more positive and the compound is more readily reduced.Apart from the unsubstituted 6a and the 6,7-dimethyl derivative 6c, the quinoxaline di-N-oxide have reduction potentials significantly more positive than Tirapazamine (Epc -0.90 V).The most potent cytotoxins to cells in culture were the 6,7-dichloro and 6,7-difluoro derivatives 6i and 6l, which were 30-fold more potent than Tirapazamine.The 6(7)-fluoro and 6(7)-chloro compounds, 6e and 6h, showed the greatest hypoxia selectivity.Four of the compounds, 6e, 6f, 6h and 6i, killed the inner cells of multicellular tumor spheroids in vitro.In vivo Balb/c mice tolerated a dose of these four compounds twice the size of that of Tirapazamine.This study demonstrates that quinoxaline 1,4-di-N-oxides could provide useful hypoxia-selective therapeutic agents.