14521-80-3

Basic information

• Product Name: 3-BROMO-1H-PYRAZOLE
• Synonyms: 3-BROMO-PYRAZOLE;3-BROMO-1H-PYRAZOLE;1H-PYRAZOLE, 3-BROMO-;1H-Pyrazole,3-bromo-(9CI);3-Bromopyrazole 97%;3-bromo-2H-pyrazole;MFCD13189492;3-Bromo-1H-Pyrazole(WX900043)
• CAS NO: 14521-80-3
• Molecular Formula: C₃H₃BrN₂
• Molecular Weight: 146.97
• EINECS: 1533716-785-6
• Product Categories: HALIDE
• Mol File: 14521-80-3.mol

Chemical Properties

• Melting Point: 60-65°C
• Boiling Point: 264.127 °C at 760 mmHg
• Flash Point: 113.54 °C
• Appearance: /
• Density: 1.905 g/cm³
• Vapor Pressure: 0.016mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: ?20°C
• PKA: 10.88±0.10(Predicted)
• CAS DataBase Reference: 3-BROMO-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-1H-PYRAZOLE(14521-80-3)
• EPA Substance Registry System: 3-BROMO-1H-PYRAZOLE(14521-80-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 1
• Hazardous Substances Data: 14521-80-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-BROMO-1H-PYRAZOLE is used as a synthetic intermediate for the development of new pharmaceutical compounds. Its unique structure allows for the creation of a diverse range of molecules with potential therapeutic applications.
Used in Agrochemical Industry:
3-BROMO-1H-PYRAZOLE is used as a synthetic intermediate in the synthesis of Rynaxypyr (C325380), an insecticidal anthranilic diamide. Rynaxypyr acts as a potent and selective ryanodine receptor activator, making it an effective tool for pest control in agriculture. The compound targets specific receptors in insects, leading to paralysis and eventual death, thus providing a selective and environmentally friendly approach to pest management.

InChI:InChI=1/C3H3BrN2/c4-3-1-2-5-6-3/h1-2H,(H,5,6)

Upstream product

• 78907-82-1 3-Brom-4-trimethylsilylpyrazol 
• 934405-34-2 5-bromo-N,N-dimethyl-1H-pyrazole-1-sulfonamide 
• 288-13-1 NH-pyrazole 
• 449758-17-2 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole 
• 500011-84-7 3-bromo-N,N-dimethyl-1H-pyrazole-1-sulfonamide 

Downstream Products

• 1207466-69-0 N-[3-({4-[2-(3-bromo-1H-pyrazol-1-yl)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2,6-dimethylphenyl}carbamoyl)phenyl]-2-chloropyridine-3-carboxamide 
• 1373522-48-5 5-(3-bromo-1H-pyrazol-1-yl)-2-[(1-methylethyl)oxy]benzonitrile 
• 1604809-73-5 methyl N-[[5-(3-bromo-1H-pyrazol-1-yl)-2-methylphenyl]methyl]carbamate 
• 1044270-96-3 3-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole 
• 50877-46-8 3-bromo-1-phenyl-1H-pyrazole 
• 1849251-81-5 3-bromo-1-(2,2-difluoroethyl)-1H-pyrazole 
• 2458-26-6 3-phenylpyrazole 
• 27258-15-7 3-bromo-4-iodo-1H-pyrazole 

Relevant articles and documents

METHODS FOR THE PREPARATION OF 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-2H-PYRAZOLE-3-CARBOXYLIC ACID

Described herein are novel methods of synthesizing 5-Bromo-2-(3-chloro-pyridin-2-yl)- 2H-pyrazole-3-carboxylic acid from pyrazole or pyrazole derivatives.

METHODS FOR THE PREPARATION OF 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-2H-PYRAZOLE-3-CARBOXYLIC ACID

Described herein are novel methods of synthesizing 5-Bromo-2-(3-chloro-pyridin-2-yl)- 2H-pyrazole-3-carboxylic acid from pyrazole or pyrazole derivatives. Also described herein are novel reaction intermediates.

METHODS FOR THE PREPARATION OF 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-2H-PYRAZOLE-3-CARBOXYLIC ACID

Described herein are novel methods of synthesizing 5-Bromo-2-(3-chloro-pyridin-2-yl)- 2H-pyrazole-3-carboxylic acid from pyrazole or pyrazole derivatives. Also described herein are novel reaction intermediates.

A halogenated nitrogen-containing unsaturated cyclic hydrocarbon preparation method

The invention discloses a halogenated nitrogen-containing unsaturated cyclic hydrocarbon of the preparation method, the steps of: (1) the nitrogen-containing unsaturated cyclic hydrocarbon dissolved in hydrochloric acid or hydrobromic acid, addition of an oxidizing agent, the reaction system halogenated reaction, in the reaction process timing sampling detection, when detecting the target product quality of a halide accounted for is a reaction system in the total of the organic matter of 70% - 95% when, added to the reaction system in the terminator to terminate reaction, to obtain containing nitrogen-containing unsaturated cyclic hydrocarbon feed; (2) to the liquid mixed into the organic solvent extraction, extraction to obtain the organic phase, the organic phase temperature is reduced to make the solid precipitation or distilling the organic solvent to obtain a liquid product to be deducted, the resulting solid or liquid product is halogenated nitrogen-containing unsaturated cyclic hydrocarbon. The method solves the problem of the nitrogen-containing unsaturated cyclic hydrocarbon over [...] reaction problems.

Strategy to Prepare 3-Bromo- and 3-Chloropyrazoles

A general strategy to prepare substituted 3-bromo- and 3-chloropyrazoles is described. The three-step method involves condensation of crotonates or β-chloro carboxylic acids with hydrazines, followed by halogenation and oxidation. Several condensation and oxidation protocols were developed to enable preparation of a wide variety of 3-halopyrazoles with good to excellent yields and regiocontrol.

EPOTHILONE ANALOGS, METHODS OF SYNTHESIS, METHODS OF TREATMENT, AND DRUG CONJUGATES THEREOF

In one aspect, the present disclosure provides epothilone analogs of the formula (I) wherein the variables are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein. Additionally, drug conjugates with cell targeting moieties of the compounds are also provided.

Method of controlling particular insect pests by applying anthranilamide compounds

This invention pertains to a method for controlling lepidopteran, homopteran, hemipteran, thysanopteran and coleopteran insect pests comprising contacting the insects or their environment with an arthropodicidally effective amount of a compound of Formula I, its N-oxide or an agriculturally suitable salt thereof wherein A and B and R1 through R8 are as defined in the disclosure. This invention further relates to a benzoxazinone compound of Formula 10 wherein R4 through R8 are as defined in the disclosure, useful for preparation of a compound of Formula I.

Anthranilamide arthropodicide treatment

This invention pertains to methods for protecting a propagule or a plant grown therefrom from invertebrate pests comprising contacting the propagule or the locus of the propagule with a biologically effective amount of a compound of Formula I, its N-oxide or an agriculturally suitable salt thereof wherein A and B and R1 through R8 are as defined in the disclosure. This invention also relates to propagules treated with a compound of Formula I and compositions comprising a Formula I compound for coating propagules.

HETEROCYCLIC COMPOUND

The present invention provides an agent for the prophylaxis or treatment of autoimmune diseases (e.g., psoriasis, rheumatoid arthritis, inflammatory bowel disease, Sjogren's syndrome, Behcet's disease, multiple sclerosis, systemic lupus erythematosus etc.) and the like, which has a superior Tyk2 inhibitory action. The present invention relates to a compound represented by the formula wherein each symbol is as defined in the specification, or a salt thereof.

HETEROCYCLIC HYDRAZIDE COMPOUND AND PESTICIDAL USE OF THE SAME

A hydrazide compound represented by the formula (I), an N-oxide thereof or suitable salt thereof: has excellent pesticidal activity.