84547-87-5

Basic information

• Product Name: 1H-Pyrazole-3-carboxylicacid,4-chloro-(9CI)
• Synonyms: 4-Chloro-3-pyrazolecarboxylic acid;1H-Pyrazole-3-carboxylic acid, 4-chloro-;1H-Pyrazole-3-carboxylicacid,4-chloro-(9CI);1H-pyrazole-5-carboxylic acid, 4-chloro-;4-chloro-1H-pyrazole-3-carboxylic acid(SALTDATA: FREE)
• CAS NO: 84547-87-5
• Molecular Formula: C4H3ClN2O2
• Molecular Weight: 146.533
• Product Categories: CARBOXYLICACID
• Mol File: 84547-87-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 255-260°C
• Boiling Point: 389.8 °C at 760 mmHg
• Flash Point: 189.5 °C
• Appearance: /
• Density: 1.714 g/cm³
• Vapor Pressure: 8.98E-07mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: 2-8°C
• PKA: 2.70±0.25(Predicted)
• CAS DataBase Reference: 1H-Pyrazole-3-carboxylicacid,4-chloro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-3-carboxylicacid,4-chloro-(9CI)(84547-87-5)
• EPA Substance Registry System: 1H-Pyrazole-3-carboxylicacid,4-chloro-(9CI)(84547-87-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 84547-87-5(Hazardous Substances Data)

Usage

General Description

1H-Pyrazole-3-carboxylic acid, 4-chloro-(9CI) is a chemical compound with the molecular formula C5H3ClN2O2. It consists of a pyrazole ring with a carboxylic acid group and a chlorine atom attached to the 4-position. 1H-Pyrazole-3-carboxylicacid,4-chloro-(9CI) has potential applications in the pharmaceutical and agricultural industries due to its structural similarity to biologically active compounds and potential as a building block for the synthesis of bioactive molecules. It is also used in research and development as a starting material in the synthesis of a variety of organic compounds. It is important to handle this compound with care, as it may pose hazards to human health and the environment if not handled properly.

InChI:InChI=1/C4H3ClN2O2/c5-2-1-6-7-3(2)4(8)9/h1H,(H,6,7)(H,8,9)

Upstream product

• 1621-91-6 1H-pyrazole-3-carboxylic acid 
• 15878-08-7 4-chloro-3-methyl-1H-pyrazole 
• 401517-15-5 4-chloro-3-(trifluoromethyl)-1H-pyrazole 
• 98816-35-4 4-chloro-3-methyl-1⁽²⁾H-pyrazole; hydrochloride 

Downstream Products

• 717871-75-5 4-chloro-1H-pyrazole-3-carbonyl chloride 

Relevant articles and documents

3-Substituted pyrazoles and 4-substituted triazoles as inhibitors of human 15-lipoxygenase-1

Investigation of 1N-substituted pyrazole-3-carboxanilides as 15-lipoxygenase-1 (15-LOX-1) inhibitors demonstrated that the 1N-substituent was not essential for activity or selectivity. Additional halogen substituents on the pyrazole ring, however, increased activity. Further development led to triazole-4-carboxanilides and 2-(3-pyrazolyl) benzoxazoles, which are potent and selective 15-LOX-1 inhibitors.

Preparations of 4-substituted 3-carboxypyrazoles

The scopes of three synthetic methods reported for the preparation of an array of 3-pyrazolecarboxylates featuring substituents on position 4 were investigated. The first one is based on the potassium permanganate oxidation of methylpyrazoles. The second starts with the condensation between DMF dimethylacetal and ethyl pyruvate and is followed by the addition of hydrazine hydrochloride. The last one makes use of the cycloaddition of diazomethane on acrylate esters followed by a bromine-based oxidative rearrangement into 4-substituted 3-pyrazole esters.

PYRAZOLES USEFUL IN THE TREATMENT OF INFLAMMATION

There is provided compounds of formula (I), wherein R1, R2, X1, X2 and n have meanings given in the description, and pharmaceutically-acceptable salts thereof, which compounds are useful in the treatment of diseases in which inhibition of the activity of a lipoxygenase (e.g. 15-lipoxygenase) is desired and/or required, and particularly in the treatment of inflammation.