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Z4277

Sigma-Aldrich

Zileuton

≥98% (HPLC)

Synonym(s):

(±)-N-hydroxy-N-(1-benzo[b]thien-2-ylethyl)urea

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O2S
CAS Number:
111406-87-2
Molecular Weight:
236.29
MDL number:
MFCD00866097
UNSPSC Code:
12352200
PubChem Substance ID:
329831613
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: ≥20 mg/mL at ~60 °C (warm up to 60 C for 5min)

originator

Abbott

storage temp.

room temp

SMILES string

CC(N(O)C(N)=O)c1cc2ccccc2s1

InChI

1S/C11H12N2O2S/c1-7(13(15)11(12)14)10-6-8-4-2-3-5-9(8)16-10/h2-7,15H,1H3,(H2,12,14)

InChI key

MWLSOWXNZPKENC-UHFFFAOYSA-N

Gene Information

human ... ALOX5(240)

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Biochem/physiol Actions

Zileuton is an anti-asthmatic, an inhibitor of 5-lipoxygenase; the initial enzyme in the biosynthesis of leukotrienes from arachidonic acid.

Features and Benefits

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H361d

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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Norwin Kubick et al.
Molecules (Basel, Switzerland), 25(9) (2020-05-10)
Repurposing drugs to target M1 macrophages inflammatory response in depression constitutes a bright alternative for commonly used antidepressants. Depression is a significant type of mood disorder, where patients suffer from pathological disturbances associated with a proinflammatory M1 macrophage phenotype. Presently
Kaneez Fatima et al.
Frontiers in nutrition, 9, 857256-857256 (2022-04-26)
Carvacrol, a monoterpene known for its pharmacological activities, is present in the essential oil of Origanum majorana, Origanum vulgare, Thymus vulgaris, and Lippia graveolens. It is used in food as a flavoring and preservative agent in cosmetics and medicines because
Ju Youn Lee et al.
Nature communications, 11(1), 2358-2358 (2020-05-14)
Sphingosine kinase1 (SphK1) is an acetyl-CoA dependent acetyltransferase which acts on cyclooxygenase2 (COX2) in neurons in a model of Alzheimer's disease (AD). However, the mechanism underlying this activity was unexplored. Here we show that N-acetyl sphingosine (N-AS) is first generated
M Bessadóttir et al.
Prostaglandins, leukotrienes, and essential fatty acids, 98, 39-47 (2015-05-13)
Lipoxygenases (LOXs) and their products are involved in several biological functions and have been associated with carcinogenesis. Protolichesterinic acid (PA), a lichen metabolite, inhibits 5- and 12-LOX and has anti-proliferative effects on various cancer cell lines. Here, PA was shown
Tsugunobu Andoh et al.
Journal of dermatological science, 76(3), 206-213 (2014-12-03)
Phosphodiesterase 4 (PDE4), which catalyses the conversion of cyclic adenosine 3',5'-monophosphate (cAMP) to 5'-AMP, plays a critical role in the pathogenesis of inflammatory disorders. Pruritus is the main symptom of dermatitides, such as atopic dermatitis, and is very difficult to

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