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SML0407

Sigma-Aldrich

ML 141

≥98% (HPLC)

Synonym(s):

4-[4,5-Dihydro-5-(4-methoxyphenyl)-3-phenyl-1H-pyrazol-1-yl]-benzenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C22H21N3O3S
CAS Number:
71203-35-5
Molecular Weight:
407.49
MDL number:
MFCD05987165
UNSPSC Code:
12352200
PubChem Substance ID:
329825402
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL (warmed, clear solution)

storage temp.

2-8°C

SMILES string

NS(C1=CC=C(C=C1)N2N=C(C3=CC=CC=C3)CC2C4=CC=C(OC)C=C4)(=O)=O

InChI

1S/C22H21N3O3S/c1-28-19-11-7-17(8-12-19)22-15-21(16-5-3-2-4-6-16)24-25(22)18-9-13-20(14-10-18)29(23,26)27/h2-14,22H,15H2,1H3,(H2,23,26,27)

InChI key

QBNZBMVRFYREHK-UHFFFAOYSA-N

Application

ML 141 has been used:
  • to inhibit CDC42 GTPase in human immortalized gingival epithelial (HIGE) cells
  • as inhibitors of Rho kinase to study the role of small Rho GTPases on localization of peripheral nuclei
  • as actin regulator inhibitor, to determine which actin regulators and nucleators are involved in the assembly of F-actin cages around damaged mitochondria
  • as 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.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GTP Binding Proteins (Low Molecular Weight) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Multiple routes of endocytic internalization of PDGFR beta contribute to PDGF-induced STAT3 signaling
Jastrzkebski K, et al.
Journal of Cell Science, 130(3), 577-589 (2017)
Local arrangement of fibronectin by myofibroblasts governs peripheral nuclear positioning in muscle cells
Roman W, et al.
Developmental Cell, 46(1), 102-111 (2018)
Intracellular periodontal pathogen exploits recycling pathway to exit from infected cells
Takeuchi H, et al.
Cellular Microbiology, 18(7), 928-948 (2016)
Brennan D Gerlach et al.
Cell death and differentiation, 27(2), 525-539 (2019-06-22)
Inflammation-resolution is a protective response that is mediated by specialized pro-resolving mediators (SPMs). The clearance of dead cells or efferocytosis is a critical cellular program of inflammation-resolution. Impaired efferocytosis can lead to tissue damage in prevalent human diseases, like atherosclerosis.
Ann Kathrin Heilig et al.
eLife, 11 (2022-05-07)
The dorsal axial muscles, or epaxial muscles, are a fundamental structure covering the spinal cord and vertebrae, as well as mobilizing the vertebrate trunk. To date, mechanisms underlying the morphogenetic process shaping the epaxial myotome are largely unknown. To address
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