71203-35-5

Basic information

• Product Name: ML 141
• Synonyms: 4-(5-(4-methoxyphenyl)-3-phenyl-4,5-dihydropyrazol-1-yl)benzenesulfonamide;CID-2950007;4-[4,5-Dihydro-5-(4-methoxyphenyl)-3-phenyl-1H-pyrazol-1-yl]-benzenesulfonamide ML141;4-[4,5-Dihydro-5-(4-methoxyphenyl)-3-phenyl-1H-pyrazol-1-yl]-benzenesulfonamide;5-(4-Methoxyphenyl)-1-(4-sulfamoylphenyl)-3-phenyl-2-pyrazoline;Cdc42/Rac1 GTPase Inhibitor, ML141 - Calbiochem;4-[2-(1-PIPERIDINYL)ETHYL]-3,4-DIHYDRO-2H-PYRIDO[3,2-B][1,4]OXAZINE TRIHYDROCHLORIDE
• CAS NO: 71203-35-5
• Molecular Formula: C₂₂H₂₁N₃O₃S
• Molecular Weight: 407.48544
• Product Categories: Inhibitors
• Mol File: 71203-35-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 216 °C(Solv: ethanol (64-17-5))
• Boiling Point: 622.9±65.0 °C(Predicted)
• Appearance: white to beige/
• Density: 1.31±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble5mg/mL (warmed, clear solution)
• PKA: 10.39±0.10(Predicted)
• CAS DataBase Reference: ML 141(CAS DataBase Reference)
• NIST Chemistry Reference: ML 141(71203-35-5)
• EPA Substance Registry System: ML 141(71203-35-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 71203-35-5(Hazardous Substances Data)

Usage

Uses

ML 141 has been used:to inhibit CDC42 GTPase in human immortalized gingival epithelial (HIGE) cellsas inhibitors of Rho kinase to study the role of small Rho GTPases on localization of peripheral nucleias actin regulator inhibitor, to determine which actin regulators and nucleators are involved in the assembly of F-actin cages around damaged mitochondriaas a selective, non-competitive inhibitor of Cdc42 to treat CCD-1070Sk cells

Biochem/physiol Actions

ML 141 is a potent, selective inhibitor of the Rho family GTPase cdc42. The IC50 for inhibition of enzymatic activity is 200 nM, with no activity against Rho family members Rac, Ras or Rab. Cdc42 has been implicated in the regulation of actin polymerization through its direct binding to Neural Wiskott-Aldrich syndrome protein (N-WASP), which subsequently activates Arp2/3 complex. This complex mediates the polymerization of actin into branched networks and regulates important functions including cell adhesion, cytoskeletal arrangement, phagocytosis and host-pathogen interactions, motility, migration, and membrane protein trafficking.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 98-86-2 acetophenone 
• 22252-15-9 trans-4-methoxychalcone 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 17852-52-7 4-hydrazinobenzene-1-sulfonamide hydrochloride 
• 4392-54-5 4-aminosulfonylphenylhydrazine 
• 122259-16-9 4-{N'-[(E)-3-(4-Methoxy-phenyl)-1-phenyl-prop-2-en-(E)-ylidene]-hydrazino}-benzenesulfonamide 

Downstream Products

• 80883-96-1 4-[5-(4-Methoxy-phenyl)-3-phenyl-pyrazol-1-yl]-benzenesulfonamide 
• 122259-22-7 4-[4-Bromo-5-(4-methoxy-phenyl)-3-phenyl-pyrazol-1-yl]-benzenesulfonamide 
• 122259-49-8 C₂₆H₂₄N₄O₃S₂ 
• 122259-43-2 C₂₇H₂₈N₄O₄S 
• 122259-44-3 C₂₉H₂₄N₄O₄S 
• 122259-50-1 C₂₉H₂₄N₄O₃S₂ 
• 122259-51-2 C₃₀H₂₆N₄O₃S₂ 
• 122259-48-7 C₂₉H₃₀N₄O₃S₂ 
• 122259-56-7 4-[5-(4-Methoxy-phenyl)-3-phenyl-pyrazol-1-yl]-N-[4-oxo-3-phenyl-thiazolidin-(2E)-ylidene]-benzenesulfonamide 
• 122259-57-8 N-[3-Benzyl-4-oxo-thiazolidin-(2E)-ylidene]-4-[5-(4-methoxy-phenyl)-3-phenyl-pyrazol-1-yl]-benzenesulfonamide 
• 122288-25-9 4-[5-(4-Methoxy-phenyl)-3-phenyl-pyrazol-1-yl]-N-[4-oxo-3-phenyl-[1,3]thiazinan-(2E)-ylidene]-benzenesulfonamide 
• 122259-60-3 N-[3-Benzyl-4-oxo-[1,3]thiazinan-(2E)-ylidene]-4-[5-(4-methoxy-phenyl)-3-phenyl-pyrazol-1-yl]-benzenesulfonamide 
• 122259-37-4 C₂₉H₃₂N₄O₃S₂ 
• 122259-33-0 C₂₇H₃₀N₄O₄S 

Relevant articles and documents

Synthesis of sulfonamides bearing 1,3,5-triarylpyrazoline and 4-thiazolidinone moieties as novel antimicrobial agents

Two series of sulfonamides were synthesized from 4-hydrazinylben-zenesulfonamide as the key starting material. 1,3,5-Triarylpyrazoline sulfonamides (2a-i) were obtained by cyclocondensation of various chalcones in 53-64 % yields, while 4-thiazolidinone derivatives (4a-e) were synthesized by cyclocondensation between mercaptoacetic acid and different phenylhydrazones in 43-62 % yields. The synthesized compounds were characterized based on FTIR, 1H-NMR, 13C-NMR and HRMS data. The sulfonamides were evaluated for their in vitro antimicrobial activities against four bacterial strains (E. coli, P. aeruginosa, B. subtillis and S aureus), two filamentous fungal strains (A. Niger and F. oxysporum) and two yeast strains (C. albicans and S. cerevisiae). Seven pyrazolines, 2a-c and 2e-h, exhibited significant inhibition of different microbial strains. Among them, compound 2b displayed good antifungal activity against A. Niger (MIC value at 12.5 μg mL-1) over the reference drug.

Pyrazole Derivatives with Possible Hypoglycemic Activity

Condensation of p-sulphamylphenylhydrazine hydrochloride with different chalcones, leads either to hydrzones (2) or to pyrazolines (3) depending on the reaction conditions.The hydrazones (2) are readily converted into pyrazolines (3) on heating with hydro