N-acetyl-5-aminosalicylic acid (5-ASA) is a prodrug of 5-aminosalicylic acid, which is an anti-inflammatory medication used in the treatment of inflammatory bowel diseases such as ulcerative colitis and Crohn’s disease. 5-ASA is a derivative of salicylic acid and is thought to work by inhibiting the production of prostaglandins, which are chemicals that contribute to inflammation. 5-ASA is available in a variety of formulations, including oral tablets, capsules, suppositories, and enemas. It is often given in combination with other medications, such as corticosteroids, to help control inflammation. 5-ASA is generally well-tolerated, but side effects can include nausea, vomiting, diarrhea, and headache. 5-ASA is an important medication for the treatment of inflammatory bowel diseases. It has been shown to be effective in reducing inflammation and improving symptoms in patients with these conditions. It is a first-line therapy for the treatment of ulcerative colitis and Crohn’s disease. 5-ASA is studied extensively to better understand its mechanism of action, optimize its efficacy, and develop new and improved formulations. Research is also being conducted to identify potential new uses for 5-ASA, such as in the treatment of other inflammatory conditions.'
ID Source | ID |
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PubMed CID | 65512 |
CHEMBL ID | 3410756 |
CHEBI ID | 89810 |
SCHEMBL ID | 170522 |
MeSH ID | M0092432 |
Synonym |
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5-acetylamino-salicylic acid |
51-59-2 |
nsc-54183 |
5-acetamidosalicylic acid |
2-hydroxy-5-acetylaminobenzoic acid |
n-acetyl-5-aminosalicylic acid |
5-(acetylamino)salicylic acid |
nsc54183 |
salicylic acid, 5-acetamido- |
benzoic acid, 5-(acetylamino)-2-hydroxy- |
IDI1_014653 |
OPREA1_150410 |
OPREA1_590376 |
MAYBRIDGE3_003266 |
AKOS000104718 |
HMS1440E10 |
5-acetamido-2-hydroxybenzoic acid |
FT-0661151 |
FT-0661152 |
5-(acetylamino)-2-hydroxybenzoic acid |
EN300-52452 |
einecs 200-107-4 |
9h126z3pf5 , |
unii-9h126z3pf5 |
nsc 54183 |
n-acetyl mesalazine |
3-carboxyparacetamol |
n-acetyl mesalamine |
AB06135 |
2-hydroxy-5-(acetylamino)benzoic acid |
cj-46a |
acetylmesalazine |
SCHEMBL170522 |
GEFDRROBUCULOD-UHFFFAOYSA-N |
2-hydroxy-5-acetamidobenzoic acid |
5-acetamido-2-hydroxy-benzoic acid |
CHEMBL3410756 |
chebi:89810 , |
5-(acetylamino)-2-hydroxybenzoic acid, aldrichcpr |
DTXSID80199002 |
mfcd00463101 |
5-(acetylamino)-2-hydroxybenzoic acid, analytical standard |
5-acetaminosalicylic acid |
A935786 |
Q27161998 |
AML0004 |
BCP33382 |
5-acetamido-2-hydroxybenzoic acid;n-acetyl-5-aminosalicylic acid;5-acetamidosalicylic acid |
E78518 |
AS-77007 |
CS-0005653 |
Z239128440 |
Excerpt | Reference | Relevance |
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" Adverse events and laboratory changes were monitored throughout the study." | ( Safety, efficacy, and pharmacokinetics of balsalazide in pediatric patients with mild-to-moderate active ulcerative colitis: results of a randomized, double-blind study. Attard, TM; Bortey, E; Forbes, WP; Heyman, MB; Pieniaszek, HJ; Pohl, JF; Quiros, JA; Walker, K, 2009) | 0.35 |
" Adverse events were similar between the treatment groups, the most common being headache and abdominal pain." | ( Safety, efficacy, and pharmacokinetics of balsalazide in pediatric patients with mild-to-moderate active ulcerative colitis: results of a randomized, double-blind study. Attard, TM; Bortey, E; Forbes, WP; Heyman, MB; Pieniaszek, HJ; Pohl, JF; Quiros, JA; Walker, K, 2009) | 0.35 |
Excerpt | Reference | Relevance |
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" The purpose of this study was to compare the pharmacokinetic profile of this drug between two patient groups, with either inflamed small or large bowel and with volunteers." | ( Pharmacokinetics of a 5-aminosalicylic acid enteric-coated tablet in patients with Crohn's disease or ulcerative colitis and in healthy volunteers. Gotthard, R; Norlander, B; Ström, M, 1990) | 0.28 |
" The purpose of this study was to compare the pharmacokinetic profile of this product to sulphasalazine (SASP; Salazopyrin) and to assess the pharmacokinetics of a suppository 5-ASA dosage form." | ( Pharmacokinetics of a 5-aminosalicylic acid enteric-coated tablet and suppository dosage form. Gotthard, R; Norlander, B; Ström, M, 1989) | 0.28 |
"The pharmacokinetic properties of benzalazine ((2-hydroxy-5-[(4-carboxyphenyl)azo]benzoic acid, CAS 64896-26-0), a new agent for the treatment of ulcerative colitis and Crohn's disease of the large intestine, were investigated." | ( Pharmacokinetic studies of benzalazine. Herzog, R; Leuschner, J, 1994) | 0.29 |
" Pharmacokinetic parameters for balsalazide, 5-aminosalicylic acid, and N-acetyl-5-aminosalicylic acid were determined at 2 weeks." | ( Safety, efficacy, and pharmacokinetics of balsalazide in pediatric patients with mild-to-moderate active ulcerative colitis: results of a randomized, double-blind study. Attard, TM; Bortey, E; Forbes, WP; Heyman, MB; Pieniaszek, HJ; Pohl, JF; Quiros, JA; Walker, K, 2009) | 0.59 |
Excerpt | Reference | Relevance |
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"The bioavailability of three pure 5-aminosalicylic (5-ASA) preparations (Asacol, Claversal, and Pentasa) was studied in 8 ileostomy patients and 12 normal subjects after 6 days of treatment with 2000 mg 5-ASA." | ( Topical and systemic availability of 5-aminosalicylate: comparisons of three controlled release preparations in man. Abildgaard, K; Bondesen, S; Christensen, LA; Fallingborg, J; Hansen, SH; Hvidberg, EF; Jacobsen, BA; Rasmussen, SN; Sanchez, G, 1990) | 0.28 |
" Food coadministration reduced 5-ASA and acetyl 5-ASA systemic relative bioavailability to 44% and 76%, respectively, compared with the fasting treatment." | ( Effect of food coadministration on 5-aminosalicylic acid oral suspension bioavailability. Eichmeier, LS; Elvin, AT; Giesing, DH; Lanman, MB; Lanman, RC; Morrill, B; Yu, DK, 1990) | 0.28 |
Excerpt | Relevance | Reference |
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" Incubation with higher concentrations of the drugs revealed a dose-response effect on binding with complete inhibition by 100 mM 4ASA and 10 mM olsalazine, and lesser degrees of inhibition by 100 mM 5ASA, N-acetyl-5ASA, and N-acetyl-4ASA." | ( Inhibition of binding of interferon-gamma to its receptor by salicylates used in inflammatory bowel disease. Aronson, JK; Crotty, B; Jewell, DP; Rosenberg, WM, 1992) | 0.28 |
" For subjects in a fasting state, plasma 5-ASA and acetyl 5-ASA concentrations peaked rapidly 1 hour after dosing to 14." | ( Effect of food coadministration on 5-aminosalicylic acid oral suspension bioavailability. Eichmeier, LS; Elvin, AT; Giesing, DH; Lanman, MB; Lanman, RC; Morrill, B; Yu, DK, 1990) | 0.28 |
" The purpose of this study was to compare the pharmacokinetic profile of this product to sulphasalazine (SASP; Salazopyrin) and to assess the pharmacokinetics of a suppository 5-ASA dosage form." | ( Pharmacokinetics of a 5-aminosalicylic acid enteric-coated tablet and suppository dosage form. Gotthard, R; Norlander, B; Ström, M, 1989) | 0.28 |
"Miniaturised methods have been used to construct dose-response curves for the effects of inhibitory drugs on prostaglandin synthesis using individual rectal biopsies obtained from patients with ulcerative colitis." | ( Inhibition of prostaglandin synthetase in human rectal mucosa. Hawkey, CJ; Lo Casto, M, 1983) | 0.27 |
Class | Description |
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aminobenzoic acid | |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1204222 | Antiinflammatory activity in Wistar rat assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg indomethacin mol equivalent, ip administered 1 hr prior to carrageenan challenge measured at 1 hr relative to control | 2015 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 25, Issue:11 | Synthesis and QSAR study of novel anti-inflammatory active mesalazine-metronidazole conjugates. |
AID1204226 | Antiinflammatory activity in Wistar rat assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg indomethacin mol equivalent, ip administered 1 hr prior to carrageenan challenge measured at 3 hrs relative to control | 2015 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 25, Issue:11 | Synthesis and QSAR study of novel anti-inflammatory active mesalazine-metronidazole conjugates. |
AID1282304 | Inhibition of N-terminal His6-tagged KDM4C (1 to 352 residues) (unknown origin) expressed in Escherichia coli Rosetta 2(DE3)pLysS using biotinylated histone H3 (1 to 21 residues) lysine 9 trimethylated peptide/2 uM alpha-ketoglutarate as substrate/cofacto | 2016 | Journal of medicinal chemistry, Feb-25, Volume: 59, Issue:4 | Docking and Linking of Fragments To Discover Jumonji Histone Demethylase Inhibitors. |
AID1204230 | Antiinflammatory activity in Wistar rat assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg indomethacin mol equivalent, ip administered 1 hr prior to carrageenan challenge measured at 24 hrs relative to control | 2015 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 25, Issue:11 | Synthesis and QSAR study of novel anti-inflammatory active mesalazine-metronidazole conjugates. |
AID1196811 | Inhibition of human KLF10 expressed in human HeLa cells assessed as reduction in transcriptional activity at 100 uM after 24 hrs by CACCC-responsive promoter driven TK-luciferase reporter gene assay | 2015 | Journal of medicinal chemistry, Feb-12, Volume: 58, Issue:3 | Discovery of small molecule inhibitors to Krüppel-like factor 10 (KLF10): implications for modulation of T regulatory cell differentiation. |
AID1204228 | Antiinflammatory activity in Wistar rat assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg indomethacin mol equivalent, ip administered 1 hr prior to carrageenan challenge measured at 4 hrs relative to control | 2015 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 25, Issue:11 | Synthesis and QSAR study of novel anti-inflammatory active mesalazine-metronidazole conjugates. |
AID1204224 | Antiinflammatory activity in Wistar rat assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg indomethacin mol equivalent, ip administered 1 hr prior to carrageenan challenge measured at 2 hrs relative to control | 2015 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 25, Issue:11 | Synthesis and QSAR study of novel anti-inflammatory active mesalazine-metronidazole conjugates. |
AID1204231 | Antiinflammatory activity in Wistar rat assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg indomethacin mol equivalent, ip administered 1 hr prior to carrageenan challenge measured at 3 hrs relative to indomethacin | 2015 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 25, Issue:11 | Synthesis and QSAR study of novel anti-inflammatory active mesalazine-metronidazole conjugates. |
AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | 2014 | Journal of biomolecular screening, Jul, Volume: 19, Issue:6 | A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum. |
AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | |||
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 27 (39.71) | 18.7374 |
1990's | 27 (39.71) | 18.2507 |
2000's | 7 (10.29) | 29.6817 |
2010's | 5 (7.35) | 24.3611 |
2020's | 2 (2.94) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (15.11) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 13 (18.31%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 58 (81.69%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |