3,4-dichloroaniline
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3,4-dichloroaniline
Dichloroanilines are chemical compounds which consist of an aniline ring substituted with two chlorine atoms and have the molecular formula C6H5Cl2N. There are six isomers, varying in the positions of the chlorine atoms around the ring relative to the amino group. As aniline derivatives, they are named with the amino group in position 1. They are all colorless, although commercial samples can appear colored due to the presence of impurities. Several derivatives are used in the production of dyes and herbicides.Thomas Kahl, Kai-Wilfrid Schröder, F. R. Lawrence, W. J. Marshall, Hartmut Höke, Rudolf Jäckh "Aniline" in ''Ullmann's Encyclopedia of Industrial Chemistry'', 2007; John Wiley & Sons: New York. {, class="wikitable" , +Dichloroaniline isomers , - ! Compound name !! CAS# !! Chemical structure !! Melting point , - , 2,3-Dichloroaniline , , 608-27-5 , , , , , - , 2,4-Dichloroaniline , , 554-00-7 , , , , , - , 2,5-Dichloroaniline , , 95-82-9 , , , , , - , ...
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Propanil
Propanil is a widely used contact herbicide. With an estimated use of about 8 million pounds in 2001, it is one of the more widely used herbicides in the United States. Propanil is said to be in use in approximately 400,000 acres of rice production each year. Mode of action The principal mode of propanil's herbicidal action against weeds is inhibition of their photosynthesis and CO2 fixation. Plants photosynthesize in two stages. In stage I photosynthetic reactions capture sunlight energy and yield molecules with high energy content. In stage II these molecules react to capture CO2, yielding carbohydrate precursors. In the stage I reaction a chlorophyll molecule absorbs one photon (light) and loses one electron, starting an electron transport chain reaction leading to the stage II reactions. Propanil inhibits the electron transport chain reaction and its conversion of CO2 to carbohydrate precursors. That inhibits further development of the weed. Rice is relatively immune to prop ...
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Cericlamine
Cericlamine (INN; developmental code JO-1017) is a potent and moderately selective serotonin reuptake inhibitor (SSRI) of the amphetamine family (specifically, a derivative of phentermine, and closely related to chlorphentermine, a highly selective serotonin releasing agent) that was investigated as an antidepressant for the treatment of depression, anxiety disorders, and anorexia nervosa by Jouveinal but did not complete development and was never marketed. It reached phase III clinical trials in 1996 before development was discontinued in 1999. Synthesis Arylation of methacrylic acid with a diazonium salt of 3,4-dichloroaniline (or 3,4-dichloro-benzenediazonium salt), is carried out according to the Meerwein reaction catalysed by a metallic halide. For the next step, the halide is displaced by dimethylamine, then esterification is performed, followed by reduction with a metal hydride. See also * 3,4-Dichloroamphetamine * Alaproclate * Bupropion * Chlorphentermine * Clo ...
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Aniline
Aniline is an organic compound with the formula C6 H5 NH2. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine In organic chemistry, an aromatic amine is an organic compound consisting of an aromatic ring attached to an amine. It is a broad class of compounds that encompasses aniline Aniline is an organic compound with the formula C6 H5 NH2. Consi .... It is an industrially significant Commodity chemicals, commodity chemical, as well as a versatile starting material for fine chemical synthesis. Its main use is in the manufacture of precursors to polyurethane, dyes, and other industrial chemicals. Like most volatile amines, it has the odor of rotten fish. It Combustion, ignites readily, burning with a smoky flame characteristic of aromatic compounds. It is toxic to humans. Relative to benzene, it is electron-rich. It thus participates more rapidly in electrophilic aromatic substitution reactions. Likewise, it is also prone ...
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Linuron
Linuron (3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea) is a phenylurea herbicide that is used to control the growth of grass and weeds for the purpose of supporting the growth of crops like soybeans. Pharmacology Mechanism of action Linuron acts via inhibition of photosystem II, which is necessary for photosynthetic electron transport in plants. Effects in animals Linuron has been found to produce reproductive toxicity Toxicity is the degree to which a chemical substance or a particular mixture of substances can damage an organism. Toxicity can refer to the effect on a whole organism, such as an animal, bacterium, or plant, as well as the effect on a subs ... in animals by acting as an androgen receptor (AR) antagonist, and for this reason, is considered to be an endocrine disruptor. Consequently, in January 2017, the Standing Committee on Plants, Animals, Food and Feed (SCoPAFF) of the European Commission DG "Health and food safety" decided to not renew its ...
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Elzasonan
Elzasonan (CP-448,187) is a selective 5-HT1B and 5-HT1D receptor antagonist that was under development by Pfizer for the treatment of depression but was discontinued, possibly due to poor efficacy. By preferentially blocking 5-HT1B and 5-HT1D autoreceptors, elzasonan is thought to enhance serotonergic innervations originating from the raphe nucleus, thereby improving signaling to limbic regions like the hippocampus and prefrontal cortex and ultimately resulting in antidepressant effects. See also * GR-127,935 * SB-649,915 SB-649,915 is a serotonin reuptake inhibitor and 5-HT1A and 5-HT1B receptor antagonist which is being investigated for its antidepressant effects. Relative to the selective serotonin reuptake inhibitors (SSRIs), SB-649,915 has a faster onset ... References {{Serotonergics Abandoned drugs 5-HT1 antagonists Piperazines Thiomorpholines Lactams Chloroarenes ...
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Eclanamine
Eclanamine (U-48,753) is a drug which was patented as an antidepressant, but was never marketed. It acts by inhibiting the reuptake of serotonin and norepinephrine. See also * U-50,488 U-50488 is a drug which acts as a highly selective κ-opioid agonist, but without any μ-opioid antagonist effects. It has analgesic, diuretic and antitussive effects, and reverses the memory impairment produced by anticholinergic drugs. U-5 ... * Bromadoline References {{Monoamine reuptake inhibitors Carboxamides Dimethylamino compounds Antidepressants Serotonin–norepinephrine reuptake inhibitors Cyclopentanes ...
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DCMU
DCMU (3-(3,4-dichlorophenyl)-1,1-dimethylurea) is an algicide and herbicide of the arylurea class that inhibits photosynthesis. It was introduced by Bayer in 1954 under the trade name of Diuron. History In 1952, chemists at E. I. du Pont de Nemours and Company patented a series of aryl urea derivatives as herbicides. Several compounds covered by this patent were commercialized as herbicides: monuron (4-chlorophenyl), chlortoluron (3-chloro-4-methylphenyl) and DCMU, the (3,4-dichlorophenyl) example. Subsequently, over thirty related urea analogs with the same mechanism of action reached the market worldwide. Synthesis As described in the du Pont patent, the starting material is a substituted aryl amine, an aniline, which is treated with phosgene to form its isocyanate derivative. This is subsequently reacted with dimethylamine to give the final product. :Aryl-NH2 + COCl2 → Aryl-NCO :Aryl-NCO + NH(CH3)2 → Aryl-NHCON(CH3)2 Mechanism of action DCMU is a very specific and s ...
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Chlorproguanil
Chlorproguanil is an antimalarial drug. References See also * Proguanil * Chlorproguanil hydrochloride-dapsone-artesunate Chlorproguanil/dapsone/artesunate (abbreviated CDA) was an experimental antimalarial treatment that entered Phase III clinical trials in 2006. Development was halted because it was associated with an increased risk of haemolytic anaemia in patien ... Antimalarial agents Biguanides Chloroarenes {{antiinfective-drug-stub ...
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