N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide
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![N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/9c239b95cd42466e979a2cc2de1c8746.png "N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide")
N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide
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CAS No:
123653-11-2
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Formula:
C13H18N2O5S
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Chemical Name:
N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide
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Synonyms:
Methanesulfonamide,N-[2-(cyclohexyloxy)-4-nitrophenyl]-;N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide;NS 398;Taisho NS 398
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CAS No:
Description
ChEBI: A C-nitro compound that is N-methylsulfonyl-4-nitroaniline bearing an additional cyclohexyloxy substituent at position 2.
NS-398 is a C-nitro compound that is N-methylsulfonyl-4-nitroaniline bearing an additional cyclohexyloxy substituent at position 2. It has a role as a cyclooxygenase 2 inhibitor and an antineoplastic agent. It is a sulfonamide, an aromatic ether and a C-nitro compound. It derives from a 4-nitroaniline.|NS-398 is a COX-2 inhibitor. It was developed as part of the mechanistic study of the cyclooxygenases.
N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide Basic Attributes
314.36
314.36
DTXSID8041084
3824909990
Characteristics
110
2.9
off-white solid
1.377±0.06 g/cm3(Predicted)
124-126 °C @ Solvent: Ethyl acetate, Hexane
490.6±55.0 °C(Predicted)
250.5±31.5 °C
1.593
DMSO: >5 mg/mL
Store at RT
Drug Information
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)|Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)
N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide
N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide Use and Manufacturing
Selective cyclooxygenase-2 inhibitor (IC 50 values are 3.8 and > 100 μ M for COX-2 and COX-1 respectively). Induces apoptosis in colorectal tumor cells and elevates COX-2 protein expression in vitro . Orally active and non-ulcerogenic analgesic and anti-inflammatory in vivo .
Computed Properties
Molecular Weight:314.36
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:314.09364285
Monoisotopic Mass:314.09364285
Topological Polar Surface Area:110
Heavy Atom Count:21
Complexity:450
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide
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