40535-14-6

Basic information

• Product Name: 5-METHYL-1 H-PYRAZOLE-3-CARBOXYLIC ACID HYDRAZIDE
• Synonyms: BUTTPARK 93\11-86;ART-CHEM-BB B015433;3-METHYL-1H-PYRAZOLE-5-CARBOHYDRAZIDE;AKOS B015433;AKOS BBS-00002519;5-METHYL-2H-PYRAZOLE-3-CARBOXYLIC ACID HYDRAZIDE;5-METHYL-1H-PYRAZOLE-3-CARBOHYDRAZIDE;5-METHYL-1 H-PYRAZOLE-3-CARBOXYLIC ACID HYDRAZIDE
• CAS NO: 40535-14-6
• Molecular Formula: C₅H₈N₄O
• Molecular Weight: 140.14
• Product Categories: AMIDE
• Mol File: 40535-14-6.mol

Chemical Properties

• Melting Point: 157 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.337g/cm³
• Refractive Index: 1.605
• CAS DataBase Reference: 5-METHYL-1 H-PYRAZOLE-3-CARBOXYLIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-1 H-PYRAZOLE-3-CARBOXYLIC ACID HYDRAZIDE(40535-14-6)
• EPA Substance Registry System: 5-METHYL-1 H-PYRAZOLE-3-CARBOXYLIC ACID HYDRAZIDE(40535-14-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 40535-14-6(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C5H8N4O/c1-3-2-4(9-8-3)5(10)7-6/h2H,6H2,1H3,(H,7,10)(H,8,9)

Upstream product

• 615-79-2 ethyl 2,4-diketopentanoate 
• 4027-57-0 ethyl 5-methyl-2H-pyrazole-3-carboxylate 
• 402-61-9 5-methyl-1H-pyrazole-3-carboxylic acid 
• 4027-57-0 ethyl 5-methyl-1H-pyrazole-3-carboxylate 
• 49664-33-7 2,7-dimethyl-4H,9H-dipyrazolo<1,5-a,1',5'-d>pyrazine-4,9-dione 

Downstream Products

• 306987-44-0 C₁₃H₁₄N₄O₃ 
• 1285525-63-4 (E)-N'-(4-hydroxy-3,5-dimethoxybenzylidene)-3-methyl-1H-pyrazole-5-carbohydrazide 
• 1170502-60-9 2-methyl-7-phenyl-5H-pyrazolo[1,5-d] [1,2,4]triazin-4-one 
• 6736-45-4 5-methyl-1⁽²⁾H-pyrazole-3-carboxylic acid N'-benzyl-hydrazide 
• 6736-44-3 5-methyl-1⁽²⁾H-pyrazole-3-carboxylic acid N'-isopropyl-hydrazide 
• 89270-43-9 5-Methyl-2H-pyrazole-3-carboxylic acid N'-(2,6-dichloro-benzyl)-hydrazide 
• 76312-31-7 5-Methyl-2H-pyrazole-3-carboxylic acid N'-cyclohexyl-hydrazide 
• 94447-22-0 N-benzylidene-5⁽³⁾-methylpyrazole-3⁽⁵⁾-carbohydrazide 
• 89270-42-8 5-Methyl-1H-pyrazole-3-carboxylic acid [1-(2,6-dichloro-phenyl)-meth-(E)-ylidene]-hydrazide 
• 293323-98-5 (E)-N’-(4-(dimethylamino)benzylidene)-5-methyl-1H-pyrazole-3-carbohydrazide 
• 1227165-38-9 5-(4-fluoro-benzyl)-2-methyl-7-phenyl-5H-pyrazolo[1,5-d][1,2,4]triazin-4-one 

Relevant articles and documents

Copper(II) and cobalt(II) complexes of 5-methyl pyrazole-3-carboxylic acid: synthesis, X-ray crystallography, thermal analysis and in vitro antimicrobial activity

The coordination behavior of 5-methylpyrazole-3-carboxylic acid (Hmpca) has been demonstrated by the solid state isolation and characterization of [Cu(mpca)2(H2O)]·3H2O (1) [Cu(mpca)2]·H2O (2) and [Co(mpca)2(H2O)2] (3). The new compounds are characterized by X-ray crystallography, thermogravimetric analysis and DFT study. The redox properties of the complexes are examined by cyclic voltammetric analysis. The antibacterial and antifungal activities of the compounds against eight bacteria (Escherichia coli, Enterococcus faecalis, Bacillus subtilis, Klebsiella pneumoniae, Proteus vulgaris, Staphylococcus aureus, Pseudomonas aeruginosa and Salmonella typhi) and two fungi (Aspergillus flavus and Candida albicans) are screened using modified agar well diffusion method. The metal complexes demonstrate better inhibition on all bacteria and fungi than the ligand. The high lipophilicity of the complexes accounts for good inhibitory action toward microbes. Among the reported complexes, 3 emerges as an excellent antifungal agent and a better antibiotic than standard fluconazole. The structure and activity relationship indicate that complexes having sufficient Jahn–Teller distortion with high logP values, cross the cell membrane of the microbes creating intercellular damage.

A novel pyrazole based single molecular probe for multi-analyte (Zn2+ and Mg2+) detection in human gastric adenocarcinoma cells

A new fluorescent sensor, 5-methyl-1H-pyrazole-3-carboxylic acid (6-methoxy-naphthalen-2-ylmethylene)-hydrazide (PYN), composed of a naphthalene group as the fluorogenic unit and a pyrazole carbohydrazide as the binding unit for metal ions has been designed and synthesized. The sensor shows excellent selectivity and sensitivity with a fluorescence enhancement towards Zn2+ and Mg2+ over other cations in aqueous acetonitrile solution. Turn-on fluorescent enhancements (FE) as high as ～49 fold and ～41 fold in mixed media for Zn2+ and, Mg2+ respectively were noticed. The signal enhancement of the sensor is based on chelation-enhanced fluorescence (CHEF) effect of PYN-Zn2+/Mg2+ with the inhibition of the photoinduced electron transfer (PET) effect. Moreover, the Job's plot established 1?:?1 stoichiometry of the complex formation between PYN and Zn2+ or Mg2+ ions. The limit of detection for Zn2+ and Mg2+ is as low as 2.2 × 10?7 M and 3.9 × 10?7 M respectively. PYN exhibited a second mode of selectivity for Zn2+ as it displaces Mg2+ from the PYN-Mg2+ complex. Density Functional Theory (DFT) calculations have been performed in order to show the structure and electronic properties of PYN and its complexes [PYN-Zn2+/Mg2+]. Cell imaging experiments confirmed that PYN can be used for monitoring intracellular Zn2+ and Mg2+ levels in living cells in vitro.

Pyrazole-oxadiazole conjugates: Synthesis, antiproliferative activity and inhibition of tubulin polymerization

A number of pyrazole-oxadiazole conjugates were synthesized and evaluated for their ability to function as antiproliferative agents on various human cancer cell lines. These conjugates are comprised of pyrazole and oxadiazole scaffolds closely attached to each other without any spacer as two structural classes. The Type I class has a trimethoxy substituent and the type II class has a 3,4-(methylenedioxy) substituent on their A rings. Among these conjugates, 11a, 11d and 11f manifest potent cytotoxicity with IC50values ranging from 1.5 μM to 11.2 μM and inhibit tubulin polymerization with IC50values of 1.3 μM, 3.9 μM and 2.4 μM respectively. The cell cycle assay showed that treatment with these conjugates results in accumulation of cells in the G2/M phase and disrupts the microtubule network. Elucidation of zebrafish embryos revealed that the conjugates cause developmental defects. Molecular docking simulations determined the binding modes of these potent conjugates at the colchicine site of tubulin.

TUBULIN INHIBITORS

The present invention relates to a compound of Formula (I) for use as a medicament, wherein: m is 0, 1, 2, 3, 4, or 5; R1 and R2 together form a five-membered, six-membered, or seven-membered ring, wherein R1 and R2 together as a group is -(CH2)3-, -(CH2)4 -, or -(CH2)5-; R3 at each occurrence is independently selected from the group consisting of H, halogen, hydroxyl, alkoxy, and a substituted or unsubstituted C1-C5 alkyl; and R4 is H, halogen, or a substituted or unsubstituted C1-C5 alkyl

PDE4 INHIBITORS SELECTIVE FOR THE LONG FORM OF PDE4 FOR TREATING INFLAMMATION AND AVOIDING SIDE EFFECTS

The present invention relates to compounds which are inhibitors of phosphodiesterase-4 (PDE4) useful for the treatment and prevention of stroke, myocardial infarct, cardiovascular inflammatory diseases and disorders and central nervous system disorders, t

SUBSTITUTED AZA-BRIDGED BICYCLICS FOR CARDIOVASCULAR AND CNS DISEASE

The invention relates to substituted imidazopyridines, pyrazolotriazinones, triazolopyridines, pyrazolopyridines and pyrazolopyrimidines that are useful for treating stroke, myocardial infarct, and cardiovascular inflammatory conditions, to pharmaceutical compositions comprising these compounds, and to methods for the treatment of stroke, myocardial infarct, and cardiovascular inflammatory conditions in a mammal. The compounds have general formula I (I) or II (II) in which Cy1 and Cy2 are carbocycles or heterocycles.

Pyrazolecarboxylic acid hydrazides as antiinflammatory agents. New selective lipoxygenase inhibitors

The synthesis and antiinflammatory activity of some new pyrazolecarboxylic acid hydrazides 3, 4 and 5 substituted with alkyl, alkylidene, aryl and acyl groups are described. 3 were prepared by reaction of pyrazolecarboxylic acids, esters, acid chlorides or diketopiperazines with hydrazines. Upon reaction with carbonyl compounds 3 gave hydrazones 4. Acylation of 3 yielded mono or bisacyl compounds 5. The most potent antiinflammatory compounds were among the N'-aryl hydrazides. These showed high lipoxygenase inhibitory activity but hardly inhibited cyclooxygenase enzyme.