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Safety Information

SML0499

Sigma-Aldrich

NCTT-956

≥97% (NMR)

Synonym(s):

N-[(8-Hydroxy-5-nitro-7-quinolinyl)-2-thienylmethyl]-propanamide

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About This Item

Empirical Formula (Hill Notation):
C17H15N3O4S
CAS Number:
438575-88-3
Molecular Weight:
357.38
MDL number:
MFCD02228855
UNSPSC Code:
51111800
PubChem Substance ID:
329825448
NACRES:
NA.77

Quality Level

100

Assay

≥97% (NMR)

form

powder

color

light orange to dark orange

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

CCC(=O)NC(c1cccs1)c2cc([N+]([O-])=O)c3cccnc3c2O

InChI

1S/C17H15N3O4S/c1-2-14(21)19-15(13-6-4-8-25-13)11-9-12(20(23)24)10-5-3-7-18-16(10)17(11)22/h3-9,15,22H,2H2,1H3,(H,19,21)

InChI key

DEXNORPUTBBNSC-UHFFFAOYSA-N

Biochem/physiol Actions

NCTT-956 is a very potent, specific inhibitor of 12-lipoxygenase (12-LO) activity, with an IC50 of 800 nM, no activity against 5-LO and greater than 25-fold selectivity over 15-LO. Specific inhibition of 12-LO by NCTT-956 in platelets blocks PKC activation, aggregation, granule secretion and αIIbB3 activation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML0499-25MG:
SML0499-5MG:
SML0499-IP:
SML0499-VAR:
SML0499-BULK:

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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Luiz Osório Leiria et al.
Cell metabolism, 30(4), 768-783 (2019-07-30)
Distinct oxygenases and their oxylipin products have been shown to participate in thermogenesis by mediating physiological adaptations required to sustain body temperature. Since the role of the lipoxygenase (LOX) family in cold adaptation remains elusive, we aimed to investigate whether
Lisa Mayr et al.
Nature communications, 11(1), 1775-1775 (2020-04-15)
The increased incidence of inflammatory bowel disease (IBD) has become a global phenomenon that could be related to adoption of a Western life-style. Westernization of dietary habits is partly characterized by enrichment with the ω-6 polyunsaturated fatty acid (PUFA) arachidonic
Dennis Y Chuang et al.
Journal of neuroinflammation, 12, 199-199 (2015-11-02)
Oxidative stress and inflammation are important factors contributing to the pathophysiology of numerous neurological disorders, including Alzheimer's disease, Parkinson's disease, acute stroke, and infections of the brain. There is well-established evidence that proinflammatory cytokines and glutamate, as well as reactive

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