1140-38-1

Basic information

• Product Name: 5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID
• Synonyms: 1H-Pyrazole-4-carboxylicacid, 5-chloro-3-Methyl-1-phenyl-;5-chloro-3-methyl-1-phenyl-4-pyrazolecarboxylic acid;5-chloro-3-methyl-1-phenyl-pyrazole-4-carboxylic acid;5-chloro-3-methyl-1-phenylpyrazole-4-carboxylic acid
• CAS NO: 1140-38-1
• Molecular Formula: C₁₁H₉ClN₂O₂
• Molecular Weight: 236.66
• Mol File: 1140-38-1.mol

Chemical Properties

• Boiling Point: 406.3 °C at 760 mmHg
• Flash Point: 199.5 °C
• Appearance: /
• Density: 1.38 g/cm³
• Vapor Pressure: 2.49E-07mmHg at 25°C
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(1140-38-1)
• EPA Substance Registry System: 5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(1140-38-1)

Safety Data

• Hazardous Substances Data: 1140-38-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid is utilized as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and functional groups make it a valuable building block for the development of new drugs, particularly in the area of medicinal chemistry.
Used in Chemical Research:
In the field of chemical research, 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid serves as a subject for studying the properties and reactivity of pyrazole derivatives. Its synthesis and modification can provide insights into the behavior of similar compounds and contribute to the advancement of organic chemistry.
Used in Material Science:
5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid may also find applications in material science, where its unique structure could be exploited to develop new materials with specific properties. Its potential use in the synthesis of polymers, coatings, or other materials is an area of ongoing exploration.
Used in Agrochemical Industry:
In the agrochemical sector, 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid could be employed as a starting material for the development of new pesticides or herbicides. Its chemical structure may offer novel modes of action or improved efficacy against target pests or weeds.
Used in Dye and Pigment Industry:
5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID may also be used in the dye and pigment industry, where its chemical properties could be harnessed to create new dyes or pigments with unique color characteristics or improved stability. This application could lead to the development of innovative products for various industries, such as textiles, plastics, and paints.

InChI:InChI=1/C11H9ClN2O2/c1-7-9(11(15)16)10(12)14(13-7)8-5-3-2-4-6-8/h2-6H,1H3,(H,15,16)/p-1

Upstream product

• 83-10-3 antipyric acid 
• 947-95-5 5-chloro-4-formyl-3-methyl-1-phenyl-1H-pyrazole 
• 942-32-5 5-methyl-2-phenyl-2H-pyrazol-3-ol 
• 59-88-1 phenylhydrazine hydrochloride 
• 62-53-3 aniline 
• 100-63-0 phenylhydrazine 
• 7713-77-1 4,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 89-25-8 edaravone 
• 7719-09-7 thionyl chloride 
• 71-43-2 benzene 
• 10026-13-8 phosphorus pentachloride 

Downstream Products

• 1131-17-5 5-chloro-3-methyl-1-phenyl-1H-pyrazole 
• 15719-64-9 methylammonium carbonate 
• 188047-59-8 C₁₂H₈ClN₃OS 
• 1392131-63-3 1-(4-bromo-2-(trifluoromethyl)phenyl)-3-(5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)thiourea 
• 1392131-64-4 1-(2-fluorobenzyl)-3-(5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)thiourea 
• 1392131-65-5 1-(2-fluoro-5-(trifluoromethyl)phenyl)-3-(5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)thiourea 
• 1392131-66-6 1-(2-fluoro-3-(trifluoromethyl)phenyl)-3-(5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)thiourea 
• 1392131-67-7 1-(4-(trifluoromethylthio)phenyl)-3-(5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)thiourea 
• 1426433-94-4 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid azide 
• 1426434-04-9 N¹-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-N³-(2-chlorophenyl)urea 
• 1426434-05-0 N¹-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-N³-(2-methylphenyl)urea 
• 1426434-06-1 N¹-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-N³-(4-hydroxyphenyl)urea 
• 1426433-95-5 N¹,N⁴-bis-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)piperazine-1,4-dicarboxamide 
• 1426433-96-6 1,4-di(3-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)ureido)benzene 

Relevant articles and documents

Design, synthesis, antibacterial evaluation and molecular docking studies of novel pyrazole/1,2,4-oxadiazole conjugate ester derivatives

The development of new antimicrobial drugs is most needed due to rapid growth in global antimicrobial resistance. Thus, in this context, a series of novel pyrazole/1,2,4-oxadiazole conjugate ester derivatives (7a–j) was synthesized. All the derivatives we

Syntheses, crystal structures, and antibacterial activities of helical M(II) phenyl substituted pyrazole carboxylate complexes

Six new metal complexes with two kinds of phenyl substituted pyrazole carboxylic acid, [Co(L1)2(4,4′-bipy)(H 2O)2]n (1), [Ni(L1) 2(4,4′-bipy)(H2O)2]n/

Electrosynthesis of 5-chloro- and 5-azido-4-pyrazole carboxylic acid at the nickel hydroxide electrode

Pyrazole derivatives are valuable intermediates for drugs and agrochemicals. The literature seems to be almost devoid of suitable methods, from environmental point of view for the preparation of simple pyrazole carboxylic acid derivatives which could be prepared from aldehydes with oxidizing agents such as NaCIO4. These reagents are partially toxic and large scale conversions create waste disposal problems. A clean oxidation technique would be the indirect electrochemical oxidation at the nickel hydroxide anode. Until recently there have been few examples of oxidation of heterocyclic aldehydes to the corresponding acids. We represent here an electrochemical method for oxidizing 5-chloro-4-pyrazole carbaldehyde (1) and 5-azido-4-pyrazole carbaldehyde (2) to their corresponding acids (3 and 4) at a nickel hydroxide anode in good yields (80-85%) (scheme 1).

Design, Synthesis, DFT study and antifungal activity of pyrazolecarboxamide derivatives

A series of novel pyrazole amide derivatives were designed and synthesized by multi-step reactions from phenylhydrazine and ethyl 3-oxobutanoate as starting materials, and their structures were characterized by NMR, MS and elemental analysis. The antifungal activity of the title compounds was determined. The results indicated that some of title compounds exhibited moderate antifungal activity. Furthermore, DFT calculations were used to study the structure-activity relationships (SAR).

Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides

The pyrazole core has been recognized by their biological properties and included in the synthesis of modern agrochemicals. Part of these studies consists of making structural modifications to pesticides for commercial purposes to increase efficacy. In th

1, 3, 5-substituent-4-pyrazole amide derivative and preparation method thereof

The invention discloses a 1, 3, 5-substituent-4-pyrazole amide derivative and a preparation method of the 1, 3, 5-substituent-4-pyrazole amide derivative. The 1, 3, 5-substituent-4-pyrazole amide derivative has a general formula disclosed by the invention

Discovery of novel triazole-containing pyrazole ester derivatives as potential antibacterial agents

To develop new antibacterial agents, a series of novel triazole-containing pyrazole ester derivatives were designed and synthesized and their biological activities were evaluated as potential topoisomerase II inhibitors. Compound 4d exhibited the most potent antibacterial activity with Minimum inhibitory concentration (MIC) alues of 4 μg/mL, 2 μg/mL, 4 μg/mL, and 0.5 μg/mL against Staphylococcus aureus, Listeria monocytogenes, Escherichia coli, and Salmonella gallinarum, respectively. The in vivo enzyme inhibition assay 4d displayed the most potent topoisomerase II (IC50 = 13.5 μg/mL) and topoisomerase IV (IC50 = 24.2 μg/mL) inhibitory activity. Molecular docking was performed to position compound 4d into the topoisomerase II active site to determine the probable binding conformation. In summary, compound 4d may serve as potential topoisomerase II inhibitor.

Design, synthesis and biological evaluation of novel pyrazole sulfonamide derivatives as potential AHAS inhibitors

Acetohydroxy acid synthase (AHAS; EC 2.2.1.6, also referred to as acetolactate synthase, ALS) has been considered as an attractive target for the design of herbicides. In this work, an optimized pyrazole sulfonamide base scaffold was designed and introduced to derive novel potential AHAS inhibitors by introducing a pyrazole ring in flucarbazone. The results of in vivo herbicidal activity evaluation indicates compound 3b has the most potent activity with rape root length inhibition values of 81percent at 100 mg/L, and exhibited the best inhibitory ability against Arabidopsis thaliana AHAS. With molecular docking, compound 3b insert into Arabidopsis thaliana AHAS stably by an H-bond with Arg377 and cation-p interactions with Arg377, Trp574, Tyr579. This study suggests that compound 3b may serve as a potential AHAS inhibitor which can be used as a novel herbicides and provides valuable clues for the further design and optimization of AHAS inhibitors.

Acylaminoimidazole derivative and use thereof

The invention belongs to the technical field of medicines and relates to an acylaminoimidazole derivative shown in the general formula I and its stereisomer and pharmaceutical acceptable salt, hydrate, solvate or prodrug. In the formula I, substituents R, R1, Ar, M and X are defined in the specification. The invention also relates to a method for preparing the compound shown in the formula I, a medicinal composition containing the compound and a use of the compound and the medicinal composition in preparation of drugs for treating and/or preventing cancers and other skin proliferative diseases. An antifungal experiment proves that the compound has strong resistance to shallow and deep fungi and can be used for preparation of an antibacterial drug.

Friedel-Crafts Chemistry. Part 46. Unprecedented Construction of Tricyclic Pyrazolo[3,4-b]quinolines, -[1,8]naphthyridines, -azepines, -azocines, -pyrido[3,2-g]azocines, and pyrazolo[3,4-b]azonines via Friedel-Crafts Ring Closures

A series of keto-substituted pyrazolo[3,4-b]quinolines, pyrazolo[3,4-b][1,8]naphthyridines, benzo[e]pyrazolo[3,4-b]azepines, benzo[g]pyrazolo[3,4-b]azocines, pyrazolo[3,4-b]pyrido[3,2-g]azocines, and benzo[g]pyrazolo[3,4-b]azonines scaffolds were synthesi