4-Chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid (EMCA)

CAS Number: 127892-62-0

Molecular Formula: C7H9ClN2O2

Purity: 99.34

Aromatic Carboxylic Acids & DerivativesHalogenated IntermediatesCustom Synthesis Substituted PyrazolesIntermediate Tolfenpyrad SynthesisPyrazole Building Block Crop ProtectionMitochondrial Complex I Inhibitor PrecursorChlorinated Pyrazole Agrochemical R&D

About 4-Chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid (EMCA)

(CAS 127892-62-0) - specialised heterocyclic building block - Agrochemical and Pharmaceutical hierarchies, recognised as the definitive structural precursor for Tolfenpyrad, a high-efficacy pyrazole-5-carboxamide insecticide & acaricide. EMCA's architecture, featuring a halogenated pyrazole core with specific alkyl sub...

Synonyms

C7H9ClN2O2
Tebufenpyrad metabolite
ACMC-1BXK0
NXAIFVHVBHMNJS-UHFFFAOYSA-N
CTK0H4311

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4-Chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid (EMCA) Specifications

CAS Number

127892-62-0

Molecular Formula

C7H9ClN2O2

Molecular Weight

188.61

IUPAC Name

4-chloro-3-ethyl-1-methylpyrazole-5-carboxylic acid

Canonical SMILES

CCC1=NN(C(=C1Cl)C(=O)O)C

InChI Key

NXAIFVHVBHMNJS-UHFFFAOYSA-N

InChI

1S/C7H9ClN2O2/c1-3-4-5(8)6(7(11)12)10(2)9-4/h3H2,1-2H3,(H,11,12)

EINECS Number

836-047-6

MDL Number

MFCD08459057

HSN No

29331990

CAS Number

127892-62-0

Molecular Formula

C7H9ClN2O2

Molecular Weight

188.61

IUPAC Name

4-chloro-3-ethyl-1-methylpyrazole-5-carboxylic acid

Canonical SMILES

CCC1=NN(C(=C1Cl)C(=O)O)C

InChI Key

NXAIFVHVBHMNJS-UHFFFAOYSA-N

InChI

1S/C7H9ClN2O2/c1-3-4-5(8)6(7(11)12)10(2)9-4/h3H2,1-2H3,(H,11,12)

EINECS Number

836-047-6

MDL Number

MFCD08459057

HSN No

29331990

Molecular Weight

188.61

Melting Point (Experimental)

133-136 °C

Boiling Point (Predicted)

339.522±42.00°C Press: 760.00 Torr

Density (Predicted)

1.404±0.14 g/cm3 Temp: 25°C; Press: 760 Torr

pKa (Predicted)

1.899±0.38 Most Acidic Temp: 25 °C

Purity By HPLC

99.34

Hazard Classes and Categories

Skin Irrit. 2 (100%), Eye Irrit. 2 (100%), STOT SE 3 (50%)

Precautionary Statement Codes

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Synthesis of Tolfenpyrad

Production of Tolfenpyrad. Acid intermediate is reacted with 4-(4-methylphenoxy)benzylamine (TOBA) to form the final amide bond. Tolfenpyrad is highly effective against a broad spectrum of pests, including thrips, aphids, and mites in vegetables, fruits, and teacrops

Heterocyclic Building Blocks

Substituted pyrazoles are privileged scaffolds in medicinal chemistry. Specific carboxylic acid is used in drug discovery to explore COX-2 inhibitors and other enzyme-targeting therapies where a chloro-pyrazole moiety is needed for optimized binding affinity

Regioselective Reagents

Reagent in the creation of complex nitrogen-containing molecules where the 4-chloro substitution acts as a site for further functionalization via cross-coupling reactions

COA

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