58231-16-6

Basic information

• Product Name: 4-chloro-2-ethylBenzoic acid
• Synonyms: 4-CHLORO-2-ETHYLBENZOIC ACID;Benzoic acid, 4-chloro-2-ethyl-
• CAS NO: 58231-16-6
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.61956
• Mol File: 58231-16-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-chloro-2-ethylBenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-2-ethylBenzoic acid(58231-16-6)
• EPA Substance Registry System: 4-chloro-2-ethylBenzoic acid(58231-16-6)

Safety Data

• Hazardous Substances Data: 58231-16-6(Hazardous Substances Data)

Upstream product

• 17746-60-0 2-Ethyl-4-chlor-benzonitril 
• 7499-07-2 4-chloro-2-methylbenzoic acid 
• 74-88-4 methyl iodide 
• 38227-87-1 2,2,6,6-tetramethylpiperidinyl-lithium 
• 74-11-3 para-chlorobenzoic acid 
• 30273-39-3 2-Ethyl-4-chloroaniline 
• 84459-33-6 2-bromo-4-chlorobenzaldehyde 
• 1370529-71-7 4-chloro-2-vinylbenzaldehyde 
• 7504-39-4 4-Ethyl-4-trichlormethyl-cyclohexa-2,5-dien-1-on 

Downstream Products

• 1026367-89-4 4-Chloro-5-chlorosulfonyl-2-ethyl-benzoic acid 
• 175154-60-6 2-ethyl-4-chloro-5-methylsulphonylbenzoic acid 
• 176308-96-6 methyl 2-ethyl-4-chloro-5-methylsulphonylbenzoate 
• 190367-89-6 2-Ethyl-5-methanesulfonyl-4-methoxy-benzoic acid 
• 175154-54-8 N-diaminomethylene-2-ethyl-4-chloro-5-methylsulphonylbenzamide 
• 58231-17-7 N-t-butyl-α-(2-carboxy-5-chlorophenyl)-propionic acid amide 
• 618891-97-7 2-ethyl-4-chlorobenzoic acid chloride 
• 89-20-3 4-chlorophthalic acid 

Relevant articles and documents

Enantioselective Remote C(sp3)-H Cyanation via Dual Photoredox and Copper Catalysis

The remote C(sp3)-H cyanation of carboxamides has been described by merging photoredox and copper catalysis in a site-selective and enantiocontrolled manner. The protocol is the integration of photoinduced and nitrogen-centered radical-mediated intermolecular hydrogen atom transfer with chiral copper-complex-catalyzed radical cyanation. This strategy gives enantio-enriched cyanated amides in high yields.

HISTONE DEMETHYLASE INHIBITORS

Provided herein are substituted pyrazolylpyridine, pyrazolylpyridazine, and pyrazolylpyrimidine derivative compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for inhibition histone demethylase. Furthermore, the subject compounds and compositions are useful for the treatment of cancer, such as prostate cancer, breast cancer, bladder cancer, lung cancer and/or melanoma and the like.

The first regioselective metalation and functionalization of unprotected 4-halobenzoic acids

(Chemical Equation Presented) By treatment with s-BuLi, s-BuLi/TMEDA, or t-BuLi at ～-78°C, 4-fluoro- and 4-chlorobenzoic acids (1a,b) are metalated preferentially in the position adjacent to the carboxylate. A complete reversal in regioselectivity is observed for 1a when treated with LTMP; a sequential process involving a rapid intraaggregate lithiation through a quasi dianion complex "QUADAC" is postulated to explain the unusual reactivity of Me2S2 and I2.

(2-methyl-5-(methylsulfonyl)benzoyl)guanidine Na+/H+ antiporter inhibitors

The inhibition of the Na+/H+ exchanger during cardiac ischemia and reperfusion has been shown to be beneficial for the preservation of the cellular integrity and functional performance. The aim of the present investigation was to come up with potent and selective benzoylguanidines as NHE inhibitors for their use as an adjunctive therapy in the treatment of acute myocardial infarction. During the course of our investigations it became clear that the substitution ortho to the acylguanidine was of crucial importance for the potency of the compounds. 4-Chloro and 4-fluoro-2- methylbenzoic acids 6 and 7 were prepared using the directed ortho metalation technique with the carboxylic acid as the directing group. With the LDA/methyl iodide system the 2-methyl group could be extended to an ethyl group. 4-Alkyl groups were inserted by the palladium-catalyzed cross-coupling reaction into the 4-bromo-2-methylbenzoic acid methyl ester (20). Starting with benzoic acids 6-19, the methylsulfonyl group was introduced by a sequence of standard reactions (sulfochlorination, reduction, and methylation). 4-Aryl derivatives 6875 were synthesized by the palladium- catalyzed Suzuki reaction. A large number of nucleophilic displacement reactions in the 4-position were carried out with S-, O-, and N-nucleophiles as well as with the cyano and trifluoromethyl group. Using the ester method, acid chlorides, or Mukaiyama's procedure, the 5-(methylsulfonyl)benzoic acid derivatives were finally converted to the (5- (methylsulfonyl)benzoyl)guanidines 165-267 with excessive guanidine. In some cases nucleophilic substitutions with pyridinols and piperidine derivatives were carried out at the end of the reaction sequence with the 4-halo-N- (diaminomethylene)-5-(methylsulfonyl)benzamides. Variations in the 4-position were most reasonable, but the volume of the substituents was of crucial importance. Substitution in the 3- and particularly in the 6-position led to considerable worsening of the inhibitory effects of the Na+/H+ exchanger. The 2-methyl compounds, however, showed without exception higher in vitro activities than their respective demethyl counterparts as they are exemplified by the reference compounds 266 and 267, obviously caused by a conformational restriction of the acylguanidine chain. The development compound (2-methyl-5-(methylsulfonyl)-4-pyrrolobenzoyl)guanidine, methanesulfonate (246) is a NHE-1 subtype specific NHE inhibitor, being 27- fold more potent toward the NHE-1 than the NHE-2 isoform, 246 was found to act cardioprotectively not only when given before an experimentally induced ischemia, but also curatively after the onset of symptoms of acute myocardial infarction when given prior to the induction of reperfusion.

Aromatic dicarboxamides

N-(4-aminophenyl)-aromatic dicarboximides, e.g. those of the formula STR1 OR SALTS THEREOF ARE ANTICONVULSANTS.