5464-09-5

Basic information

• Product Name: N,N-diethyl-N-(4-nitrophenyl)ethane-1,2-diamine
• CAS NO: 5464-09-5
• Molecular Formula: C₁₂H₁₉N₃O₂
• Molecular Weight: 237.302
• Mol File: 5464-09-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 377.9°Cat760mmHg
• Flash Point: 182.4°C
• Density: 1.127g/cm³
• CAS DataBase Reference: N,N-diethyl-N-(4-nitrophenyl)ethane-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diethyl-N-(4-nitrophenyl)ethane-1,2-diamine(5464-09-5)
• EPA Substance Registry System: N,N-diethyl-N-(4-nitrophenyl)ethane-1,2-diamine(5464-09-5)

Safety Data

• Hazardous Substances Data: 5464-09-5(Hazardous Substances Data)

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 100-36-7 N,N-diethylethylenediamine 
• 100-00-5 4-chlorobenzonitrile 
• 1965-54-4 N-(2-hydroxyethyl)-4-nitroaniline 
• 100418-51-7 2-((4-nitrophenyl)amino)ethyl methanesulfonate 
• 109-89-7 diethylamine 
• 350-46-9 4-Fluoronitrobenzene 
• 100-01-6 4-nitro-aniline 
• 100-35-6 2-(diethylamino)ethyl chloride 
• 869-24-9 2-chloro-N,N-diethylethylamine hydrochloride 

Downstream Products

• 100967-76-8 acetic acid-[4-amino-N-(2-diethylamino-ethyl)-anilide] 
• 38519-13-0 N¹-(2-(diethylamino)ethyl)benzene-1,4-diamine 
• 101778-02-3 acetic acid-[N-(2-diethylamino-ethyl)-4-nitro-anilide] 

Relevant articles and documents

Indole-2-ketone derivative, preparation method and application thereof

The invention belongs to the field of medicines, particularly relates to an indole-2-ketone derivative, a preparation method and application thereof, and provides a compound represented by the following formula (I), a stereoisomer, a racemate, a tautomer,

Structure-activity relationship of quinoline derivatives as potent and selective α2c-adrenoceptor antagonists

Starting from two acridine compounds identified in a high-throughput screening campaign (1 and 2, Table 1), a series of 4-aminoquinolines was synthesized and tested for their properties on the human α2- adrenoceptor subtypes (α2A, α2B, and α2C). A number of compounds with good antagonist potencies against the α2C-adrenoceptor and excellent subtype selectivities over the other two subtypes were discovered. For example, (R)-{4-[4-(3,4-dimethylpiperazin-1-yl)phenylamino]quinolin-3-yl}methanol 6j had an antagonist potency of 8.5 nM against, and a subtype selectivity of more than 200-fold for, the α2c-adrenoceptor. Investigation of the structure-activity relationship identified a number of structural features, the most critical of which was an absolute need for a substituent in the 3-position of the quinoline ring. The 3-position on the piperazine ring was also found to play an appreciable role, as substitutions in that position exerted a significant and stereospecific beneficial effect on the α2C- adrenoceptor affinity and potency. Replacing the piperazine ring proved difficult, with 1,4-diazepanes representing the only viable alternative.

Chemotherapeutically active nitro compounds. I. Nitroanilines

More than 200 nitro compounds, most of them nitroaniline derivatives substituted with one or more radicals having a basic reaction, were prepared and investigated as to their therapeutic activity against bacteria, fungi, protozoa, helminths, viruses and tumors. Several mono nitrobenzenes with a radical having a basic reaction showed a weak in vitro activity against gram positive bacteria and against Crocker's sarcoma 180; they also showed systemic activity against nematodes (Aspiculuris tetraptera) and viruses. The majority of therapeutically active compounds with pronounced in vitro activity against Trichomonas fetus, Entamoeba histolytica, Schistosoma mansoni, cestodes, nematodes (Ancylostoma caninum), viruses (influenza, MHV, SAV and EMC) and various types of carcinoma (Ehrlich's carcinoma, leukemia 1210, Crocker's sarcoma 180) were dinitrobenzene derivatives with one radical having a basic reaction and electropositive groups or unreactive or reactive chlorine atom, and di nitrobenzene with two equal or two different radicals having a basic reaction. Compound No. 70 revealed a marked in vitro activity against fungi (Trichophyton; Microsporum, Candida albicans). Other nitro compounds such as bis mono and bis dinitrobenzene derivatives likewise showed a systemic action against E. histolytica, viruses and, in particular, carcinoma (Crocker's sarcoma 180, Ridgway's osteosarcoma). Oxygen and sulfur analogue compounds as well as compounds produced by reduction also possessed a distinct activity against E. histolytica and viruses. On the basis of the present results, the dinitrobenzenes substituted with two radicals having a basic reaction include a number which have in common a recognizable structure/activity relationship in respect to E. histolytica, Schistosoma mansoni and different types of viruses. The activity against viruses in this class of compounds is probably due to an increased interferon production in the host animal. Whether the mechanism of action is the same against E. histolytica or Schistosoma mansoni has not been determined so far. A tumorigenic effect was observed mainly in those di nitrobenzenes which are classed as alkylating compounds. Because of the small chemotherapeutic index, the trials were not continued with the most effective compounds mentioned.