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I3159

Sigma-Aldrich

IMD-0354

≥98% (HPLC), solid

Synonym(s):

N-(3,5-Bis-trifluoromethylphenyl)-5-chloro-2-hydroxybenzamide

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About This Item

Empirical Formula (Hill Notation):
C15H8ClF6NO2
CAS Number:
978-62-1
Molecular Weight:
383.67
MDL number:
MFCD00218820
UNSPSC Code:
12352200
PubChem Substance ID:
24724513
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

solubility

DMSO: >20 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

Oc1ccc(Cl)cc1C(=O)Nc2cc(cc(c2)C(F)(F)F)C(F)(F)F

InChI

1S/C15H8ClF6NO2/c16-9-1-2-12(24)11(6-9)13(25)23-10-4-7(14(17,18)19)3-8(5-10)15(20,21)22/h1-6,24H,(H,23,25)

InChI key

CHILCFMQWMQVAL-UHFFFAOYSA-N

Application

IMD-0354 has been used to study the effect of NF-κB (nuclear factor) inhibition on differentially expressed in chondrocytes 2. It has also been used to study the role of NF-κB signaling in tumor necrosis factor-induced certain transcription factors expression using human primary fibroblasts.

Biochem/physiol Actions

IMD-0354 acts as an inhibitor by inhibiting the phosphorylation of the NF-κB (nuclear factor) and its translocation into the nucleus. It blocks IκBα phosphorylation (IC50 ~ 250 nM). Cardioprotectant, that reduces IL-1β and MCP-1 production (IC50 < 1 μM) in cardiomyocytes. IMD-0354 affects angiogenesis, which has been observed in human umbilical vein endothelial cells. It prevents tube formation and migration of the cells. In vivo studies also prove that IMD-0354 inhibits retinal vessel growth. IMD-0354 also acts as an inhibitor of Aquaporin 4 (AQP4) inhibitor (IC50 0.2μM) with no inhibitory potency to IKK-β. [4]

Packaging

Light sensitive. Packaged under nitrogen.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Differentially Expressed in Chondrocytes 2 (DEC2) Increases the Expression of IL-1beta and Is Abundantly Present in Synovial Membrane in Rheumatoid Arthritis
Olkkonen J, et al.
PLoS ONE, 10(12), e0145279-e0145279 (2015)
Jia-Xing Zhang et al.
Oncogene, 37(20), 2660-2675 (2018-02-28)
Dysregulation of non-coding RNAs, including miRNAs and lncRNAs has been reported to play vital roles in gastric cancer (GC) carcinogenesis, but the mechanism involved is largely unknown. Using the cancer genome atlas (TCGA) data set and bioinformatics analyses, we identified
Investigating mechanisms of angiogenesis in health and disease using zebrafish models, 24-25 (2018)
Zhen-Yu Ma et al.
Biochemical and biophysical research communications, 471(4), 576-581 (2016-02-14)
Activated fibroblasts continue to proliferate at injury sites, leading to progressive muscular fibrosis in Duchenne muscular dystrophy (DMD). TGF-β1 is a dominant profibrotic mediator thought to play a critical role in muscle fibrosis; however, the implicated mechanisms are not fully
Cecilia S Vieira et al.
Frontiers in physiology, 9, 1189-1189 (2018-09-21)
Rhodnius prolixus is an insect vector of Trypanosoma cruzi, the causative agent of Chagas disease in Latin America. Nuclear factor-κB (NF-κB) transcription factors (TF) are conserved components of the innate immune system in several multicellular organisms including insects. The drug
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