Drug Details

General Information of the Drug (ID: DR1119)
Name
Nimesulide
Synonyms
nimesulide; 51803-78-2; N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide; Mesulid; Aulin; Flogovital; Sulidene; Nimed; 4-NITRO-2-PHENOXYMETHANESULFONANILIDE; R-805; Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)-; R 805; Nisulid; UNII-V4TKW1454M; 4-Nitro-2-phenoxy-methanesulfonanilide; 4'-Nitro-2'-phenoxymethanesulfonanilide; CHEMBL56367; MLS000069680; V4TKW1454M; Methanesulfonanilide, 4'-nitro-2'-phenoxy-; CHEBI:44445; MFCD00079470; NCGC00015725-02; SMR000058484; CAS-51803-78-2; DSSTox_CID_17250; DSSTox_RID_79316; DSSTox_GSID_37250; Antifloxil; Nimesulida; Nimesulidum; Guaxan; Nimesulidum [INN-Latin]; Nimesulida [INN-Spanish]; NIM; Nimesulide [INN:BAN]; SR-01000000218; EINECS 257-431-4; 4'-Nitro-2'-phenoxymethansulfonanilid; BRN 2421175; Aldoron; Nimedex; Orthobid; CCRIS 8225; Nise Gel; Nimesulide,(S); Prestwick_618; Spectrum_001577; Nimesulide (JAN/INN); Opera_ID_1247; Prestwick0_000194; Prestwick1_000194; Prestwick2_000194; Prestwick3_000194; Spectrum2_001541; Spectrum3_001576; Spectrum4_000178; Spectrum5_000964; Lopac-N-1016; N-(4-nitro-2-phenoxy-phenyl)methanesulfonamide; Lopac0_000855; SCHEMBL24882; BSPBio_000147; BSPBio_001103; BSPBio_003112; KBioGR_000443; KBioGR_000695; KBioSS_000443; KBioSS_002057; MLS001148268; DivK1c_000693; SPECTRUM1503231; SPBio_001382; SPBio_002068; N-(4-nitro-2-phenoxyphenyl); BPBio1_000163; GTPL7401; NIM-03; DTXSID3037250; BCBcMAP01_000034; HMS502C15; KBio1_000693; KBio2_000443; KBio2_002057; KBio2_003011; KBio2_004625; KBio2_005579; KBio2_007193; KBio3_000825; KBio3_000826; KBio3_002612; NINDS_000693; Bio2_000382; Bio2_000862; HMS1362G05; HMS1568H09; HMS1792G05; HMS1922K17; HMS1990G05; HMS2089B14; HMS2095H09; HMS2234K19; HMS3262L11; HMS3269G17; HMS3371J19; HMS3403G05; HMS3414P09; HMS3649A04; HMS3655D13; HMS3678P07; HMS3712H09; HMS3884C22; Pharmakon1600-01503231; BCP10076; HY-B0363; ZINC4617749; Tox21_110207; Tox21_301850; Tox21_500855; BDBM50056999; CCG-39319; CN0038; EI-287; NSC758412; s2040; STL018679; AKOS015897356; Tox21_110207_1; AC-4524; DB04743; KS-1277; LP00855; MCULE-4217888990; NSC 758412; NSC-758412; SDCCGSBI-0050831.P004; IDI1_000693; IDI1_002137; NCGC00015725-01; NCGC00015725-03; NCGC00015725-04; NCGC00015725-05; NCGC00015725-06; NCGC00015725-07; NCGC00015725-08; NCGC00015725-09; NCGC00015725-10; NCGC00015725-11; NCGC00015725-12; NCGC00015725-13; NCGC00015725-15; NCGC00015725-16; NCGC00015725-29; NCGC00021842-03; NCGC00021842-04; NCGC00021842-05; NCGC00021842-06; NCGC00021842-07; NCGC00021842-08; NCGC00255661-01; NCGC00261540-01; AK163559; SBI-0050831.P003; DB-052029; AB00052332; EU-0100855; FT-0630650; N0984; ST51015069; SW196785-3; (methylsulfonyl)(4-nitro-2-phenoxyphenyl)amine; D01049; N 1016; Q20994; AB00052332-16; AB00052332_17; AB00052332_18; n-(4-nitro-2-phenoxy-phenyl)-methanesulfonamide; N-[4-nitro-2-(phenoxy)phenyl]methanesulfonamide; 803N782; A828786; SR-01000000218-2; SR-01000000218-6; SR-01000000218-7; W-105866; BRD-K76775527-001-06-2; BRD-K76775527-001-18-7; SR-01000000218-11; Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)- (9CI); Nimesulide, European Pharmacopoeia (EP) Reference Standard; Nimesulide, Pharmaceutical Secondary Standard; Certified Reference Material; Nimesulide for peak identification, European Pharmacopoeia (EP) Reference Standard; 1364966-82-4
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Molecular Type
Small molecule
Disease Colorectal cancer [ICD-11: 2B91] Terminated [1]
Structure
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2D MOL

3D MOL

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Formula
C13H12N2O5S
PubChem CID
4495
Canonical SMILES
CS(=O)(=O)NC1=C(C=C(C=C1)[N+](=O)[O-])OC2=CC=CC=C2
InChI
1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3
InChIKey
HYWYRSMBCFDLJT-UHFFFAOYSA-N
CAS Number
CAS 51803-78-2
ChEBI ID
CHEBI:44445
TTD Drug ID
D0C0JT
DrugBank ID
DB04743
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Zerumbone      Zingiber zerumbet     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression COX-2  Molecule Info 
Pathway MAP
                    In-vivo Model Colitis was induced in female ICR mice at 7 weeks of age.
                    Experimental
                    Result(s)		 ZER is a novel food factor for mitigating experimental UC and that use of a combination of agents, with different modes of actions, may be an effective anti-inflammatory strategy.
Target and Pathway
Target(s) Lactotransferrin (LTF)  Molecule Info  [3]
Prostaglandin G/H synthase 2 (COX-2)  Molecule Info  [3]
TNF-related apoptosis-inducing ligand (TRAIL)  Molecule Info  [4]
BioCyc Aspirin-triggered lipoxin biosynthesis Click to Show/Hide
2 Aspirin triggered resolvin D biosynthesis
3 C20 prostanoid biosynthesis
4 Aspirin triggered resolvin E biosynthesis
KEGG Pathway Cytokine-cytokine receptor interaction Click to Show/Hide
2 FoxO signaling pathway
3 Apoptosis
4 Natural killer cell mediated cytotoxicity
5 Measles
6 Influenza A
7 Arachidonic acid metabolism
8 Metabolic pathways
9 NF-kappa B signaling pathway
10 VEGF signaling pathway
11 TNF signaling pathway
12 Retrograde endocannabinoid signaling
13 Serotonergic synapse
14 Ovarian steroidogenesis
15 Oxytocin signaling pathway
16 Regulation of lipolysis in adipocytes
17 Leishmaniasis
18 Pathways in cancer
19 Chemical carcinogenesis
20 MicroRNAs in cancer
21 Small cell lung cancer
NetPath Pathway IL2 Signaling Pathway Click to Show/Hide
2 IL4 Signaling Pathway
3 TGF_beta_Receptor Signaling Pathway
4 TNFalpha Signaling Pathway
5 Leptin Signaling Pathway
6 IL1 Signaling Pathway
7 TSH Signaling Pathway
8 IL5 Signaling Pathway
9 TCR Signaling Pathway
Panther Pathway Apoptosis signaling pathway Click to Show/Hide
2 Endothelin signaling pathway
3 Inflammation mediated by chemokine and cytokine signaling pathway
4 Toll receptor signaling pathway
5 CCKR signaling map ST
Pathwhiz Pathway Arachidonic Acid Metabolism Click to Show/Hide
Pathway Interaction Database TRAIL signaling pathway Click to Show/Hide
2 Caspase Cascade in Apoptosis
3 Calcineurin-regulated NFAT-dependent transcription in lymphocytes
4 S1P1 pathway
5 C-MYB transcription factor network
6 Signaling mediated by p38-alpha and p38-beta
7 Calcium signaling in the CD4+ TCR pathway
Reactome Ligand-dependent caspase activation Click to Show/Hide
2 Regulation by c-FLIP
3 RIPK1-mediated regulated necrosis
4 CASP8 activity is inhibited
5 Dimerization of procaspase-8
6 TRAIL signaling
7 ROS production in response to bacteria
8 Amyloid formation
WikiPathways Apoptosis Click to Show/Hide
2 Extrinsic Pathway for Apoptosis
3 Apoptosis Modulation and Signaling
4 TP53 Network
5 Prostaglandin Synthesis and Regulation
6 Arachidonic acid metabolism
7 Aryl Hydrocarbon Receptor
8 Quercetin and Nf-kB/ AP-1 Induced Cell Apoptosis
9 Spinal Cord Injury
10 Integrated Pancreatic Cancer Pathway
11 Eicosanoid Synthesis
12 Selenium Micronutrient Network
13 Latent infection of Homo sapiens with Mycobacterium tuberculosis
References
Reference 1 Clinical pipeline report, company report or official report of Genentech (2011).
Reference 2 Suppression of dextran sodium sulfate-induced colitis in mice by zerumbone, a subtropical ginger sesquiterpene, and nimesulide: separately and in combination. Biochem Pharmacol. 2003 Oct 1;66(7):1253-61.
Reference 3 Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5.
Reference 4 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
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