91138-00-0

Basic information

• Product Name: 5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID
• Synonyms: AKOS PAO-0331;5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID;5-METHYL-1-PHENYLPYRAZOLE-4-CARBOXYLIC ACID;3-METHYL-2-PHENYLPYRAZOLE-4-CARBOXYLIC ACID;CBI-BB ZERO/006129;BUTTPARK 33\08-16;RARECHEM AL BE 1317;SALOR-INT L317624-1EA
• CAS NO: 91138-00-0
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.21
• Product Categories: Heterocyclic Compounds;Heterocycles;Building Blocks;C11;Chemical Synthesis;Heterocyclic Building Blocks;Pyrazoles
• Mol File: 91138-00-0.mol

Chemical Properties

• Melting Point: 166-170 °C(lit.)
• Boiling Point: 382.9 °C at 760 mmHg
• Flash Point: 185.4 °C
• Appearance: Off-White Solid
• Density: 1.24 g/cm³
• Vapor Pressure: 1.51E-06mmHg at 25°C
• Refractive Index: 1.617
• Solubility: Chloroform
• PKA: 3.38±0.25(Predicted)
• BRN: 162776
• CAS DataBase Reference: 5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(91138-00-0)
• EPA Substance Registry System: 5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(91138-00-0)

Safety Data

• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 91138-00-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows it to participate in a wide range of chemical reactions, such as condensation, substitution, and rearrangement reactions, enabling the formation of complex organic molecules with diverse applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID is used as a building block for the development of new drugs. Its versatile reactivity and functional groups make it suitable for the synthesis of various drug candidates, including those with potential therapeutic applications in treating diseases such as cancer, inflammation, and infectious diseases.
Used in Agrochemical Industry:
5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID is also utilized in the agrochemical industry for the synthesis of active ingredients in pesticides and herbicides. Its unique structure and reactivity contribute to the development of novel agrochemicals with improved efficacy, selectivity, and environmental compatibility.
Used in Material Science:
In the field of material science, 5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID is employed in the synthesis of advanced materials with specific properties. Its incorporation into polymers, coatings, and other materials can lead to the development of new materials with improved performance characteristics, such as enhanced stability, durability, and functionality.
Used in Dye and Pigment Industry:
5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID is used as a starting material or intermediate in the synthesis of dyes and pigments. Its unique structure and reactivity enable the development of novel dyes and pigments with improved color properties, stability, and application performance in various industries, such as textiles, plastics, and printing inks.

InChI:InChI=1/C11H10N2O2/c1-8-10(11(14)15)7-12-13(8)9-5-3-2-4-6-9/h2-7H,1H3,(H,14,15)

Upstream product

• 134653-70-6 ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 
• 50421-80-2 4-hydroxy-3-methyl-but-3-en-2-one 
• 100-63-0 phenylhydrazine 
• 89193-16-8 ethyl 5-methyl-1-phenyl-1H-pyrazole-4-carboxylate 

Downstream Products

• 6831-91-0 5-methyl-1-phenylpyrazole 
• 15719-64-9 methylammonium carbonate 
• 103095-52-9 5-methyl-1-phenyl-1H-pyrazol-4-amine 
• 205113-77-5 5-methyl-1-phenyl-1H-pyrazole-4-carbonyl chloride 
• 1576240-30-6 (S)-tert-butyl 2-(4-(5-methyl-1-phenyl-1H-pyrazole-4-carboxamido)phenyl)morpholine-4-carboxylate 
• 1015523-23-5 C₁₆H₁₄N₄O 
• 1375163-30-6 N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-methyl-1-phenyl-1H-pyrazole-4-carboxamide 
• 1221898-96-9 C₁₉H₂₀N₄O₂ 
• 1221898-97-0 C₂₀H₂₂N₄O₃ 
• 856905-25-4 1,1-dimethylethyl 7-{[(5-methyl-1-phenyl-1H-pyrazol-4-yl)carbonyl]amino}-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate 

Relevant articles and documents

Structural, spectral, and theoretical investigations of 5-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid

The present research work has focused on combined experimental and theoretical studies of one of the biologically important pyrazole-4-carboxylic acid derivatives, viz. 5-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid (C11H10N2/

Pyrazole-4-Carboxamide (YW2065): A Therapeutic Candidate for Colorectal Cancer via Dual Activities of Wnt/β-Catenin Signaling Inhibition and AMP-Activated Protein Kinase (AMPK) Activation

Dysregulation of the Wnt/β-catenin signaling pathway has been widely recognized as a pathogenic mechanism for colorectal cancer (CRC). Although numerous Wnt inhibitors have been developed, they commonly suffer from toxicity and unintended effects. Moreover, concerns have been raised in targeting this pathway because of its critical roles in maintaining stem cells and regenerating tissues and organs. On the basis of the anthelmintic drug pyrvinium and previous lead FX1128, we have developed a compound YW2065 (1c) which demonstrated excellent anti-CRC effects in vitro and in vivo. YW2065 achieves its inhibitory activity for Wnt signaling by stabilizing Axin-1, a scaffolding protein that regulates proteasome degradation of β-catenin. Simultaneously, YW2065 also led to the activation of the tumor suppressor AMPK, providing an additional anticancer mechanism. In addition, YW2065 showed favorable pharmacokinetic properties without obvious toxicity. The anti-CRC effect of YW2065 was highlighted by its promising efficacy in a mice xenograft model.

Depsipeptides Featuring a Neutral P1 Are Potent Inhibitors of Kallikrein-Related Peptidase 6 with On-Target Cellular Activity

Kallikrein-related peptidase 6 (KLK6) is a secreted serine protease that belongs to the family of tissue kallikreins (KLKs). Many KLKs are investigated as potential biomarkers for cancer as well as therapeutic drug targets for a number of pathologies. KLK6, in particular, has been implicated in neurodegenerative diseases and cancer, but target validation has been hampered by a lack of selective inhibitors. This work introduces a class of depsipeptidic KLK6 inhibitors, discovered via high-throughput screening, which were found to function as substrate mimics that transiently acylate the catalytic serine of KLK6. Detailed structure-activity relationship studies, aided by in silico modeling, uncovered strict structural requirements for potency, stability, and acyl-enzyme complex half-life. An optimized scaffold, DKFZ-251, demonstrated good selectivity for KLK6 compared to other KLKs, and on-target activity in a cellular assay. Moreover, DKFZ-633, an inhibitor-derived activity-based probe, could be used to pull down active endogenous KLK6.

WNT SIGNALING PATHWAY INHIBITORS FOR TREATMENTS OF DISEASE

Compounds and compositions are provided as inhibitors of the Wnt/β-catenin pathway for the treatment of diseases that implicate the same.

AMIDOPYRIDINE DERIVATIVE, AND USE THEREOF

The present invention relates to novel amidopyridine derivatives. More specifically, the present invention provides a medicinal agent which is useful as a prophylactic or therapeutic agent for diseases based on the production of cytokines from T cells, comprising as the active ingredient an amidopyridine derivative or a pharmacologically acceptable salt thereof. Provided are an amidopyridine derivative of the following general formula (I): wherein each symbol has the same meaning as defined in the description, or a pharmacologically acceptable salt thereof.

AMIDE COMPOUNDS AND MEDICINAL USE THEREOF

The present invention relates to a compound of the formula wherein R1 is substituted aryl, heteroaryl and the like, R2 and R3 are hydrogen, alkyl, halogen, hydroxyl group and the like, Q is N, CH and the like, W is hydrogen, alkyl, hydroxycarbonylalkyl and the like, X is halogen, cyano, nitro, amino and the like, X' is hydrogen, halogen, cyano, nitro, and Y is alkyl, hydroxyl group, alkoxy, mercapto and the like and a salt thereof, and a medicine containing the said compound. The compound of the present invention shows a superior inhibitory effect on activated lymphocytes proliferation and is useful as an agent for the prophylaxis or treatment of various autoimmune diseases.