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PZ0106

Sigma-Aldrich

SC-236

≥98% (HPLC)

Synonym(s):

4-[5-(4-Chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-benzenesulfonamide, SC-58236

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About This Item

Empirical Formula (Hill Notation):
C16H11ClF3N3O2S
CAS Number:
170569-86-5
Molecular Weight:
401.79
MDL number:
MFCD00941297
UNSPSC Code:
12352202
PubChem Substance ID:
329823698
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

NS(=O)(=O)c1ccc(cc1)-n2nc(cc2-c3ccc(Cl)cc3)C(F)(F)F

InChI

1S/C16H11ClF3N3O2S/c17-11-3-1-10(2-4-11)14-9-15(16(18,19)20)22-23(14)12-5-7-13(8-6-12)26(21,24)25/h1-9H,(H2,21,24,25)

InChI key

NSQNZEUFHPTJME-UHFFFAOYSA-N

Application

SC-236 has been used as a COX-2 inhibitor to study its effects on the mechano-reflex in rats.

Biochem/physiol Actions

SC-236 exhibits anti-tumor activity in gastric cancer cells by modulating activator protein-1 (AP-1) expression and by blocking the anchorage-independent cell growth. It also exhibits a protective effect against cartilage damage by minimizing the inflammation and pain in osteoarthritis. It is also reported to treat allergic inflammation.
SC-236 is a cyclooxygenase-2 (COX-2) inhibitor.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

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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Su-Jin Kim et al.
Toxicology and applied pharmacology, 220(2), 138-145 (2007-02-27)
SC-236, (4-[5-(4-chlorophenyl)-3-(trifluoromethyl)-1-pyrazol-1-]benzenesulfonamide; C(16)H(11)ClF(3)N(3)O(2)S), is a highly selective cyclooxygenase (COX)-2 inhibitor. Recently, there have been reports that SC-236 protects against cartilage damage in addition to reducing inflammation and pain in osteoarthritis. However, the mechanism involved in the inflammatory allergic reaction has
Valerie P O'Brien et al.
Nature microbiology, 2, 16196-16196 (2016-11-01)
Recurrent bacterial infections are a significant burden worldwide, and prior history of infection is often a significant risk factor for developing new infections. For urinary tract infection (UTI), a history of two or more episodes is an independent risk factor
B R Silva et al.
European journal of pharmacology, 814, 87-94 (2017-08-07)
In this work, we hypothesized that cyclooxygenase (COX) activity can be regulated by nitric oxide (NO) and hydrogen peroxide (H
Ariel Morales et al.
Experimental physiology, 97(8), 943-954 (2012-04-24)
Cyclo-oxygenase (COX) enzymes are responsible for the formation from arachidonic acid of prostaglandins, among other metabolites. Prior studies have suggested that inhibition of the COX pathway attenuates the responses of sympathetic nerve activity and blood pressure during static muscle contraction.
Benjamin Chun-Yu Wong et al.
Gastroenterology, 126(1), 136-147 (2003-12-31)
Aspirin exerts antitumor effect partly through blocking tumor promoter-induced activator protein-1 (AP-1) activation. The aim of this study is to determine how specific COX-2 inhibitor SC-236 mediates antitumor effect by modulation of AP-1-signaling pathway. AP-1 transcriptional activity and DNA-binding activity
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