Adezmapimod
CAT: 0804-HY-10256-02Size: 10 mgDry Ice: NoHazardous: No
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Description
Adezmapimod (SB 203580) is a selective and ATP-competitive p38 MAPK inhibitor with IC50s of 50 nM and 500 nM for SAPK2a/p38 and SAPK2b/p38β2, respectively. Adezmapimod inhibits LCK, GSK3β and PKBα with IC50s of 100-500-fold higher than that for SAPK2a/p38. Adezmapimod can inhibit p38 MAPK and lead to the inhibition of downstream HSP27 phosphorylation. Adezmapimod does not disrupt JNK activity and is an autophagy and mitophagy activator[1][2][3].
CAS Number
152121-47-6
Product Name Alternative
SB 203580; RWJ 64809
UNSPSC
12352005
Hazard Statement
H302, H319
Target
Autophagy; HSP; Mitophagy; Organoid; p38 MAPK
Type
Reference compound
Related Pathways
Autophagy; Cell Cycle/DNA Damage; MAPK/ERK Pathway; Metabolic Enzyme/Protease; Stem Cell/Wnt
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cancer
Assay Protocol
https://www.medchemexpress.com/SB-203580.html
Purity
99.96
Solubility
DMSO : 20 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=S(C1=CC=C(C2=NC(C3=CC=C(F)C=C3)=C(C4=CC=NC=C4)N2)C=C1)C
Molecular Formula
C21H16FN3OS
Molecular Weight
377.43
Precautions
H302, H319
References & Citations
[1]Davies SP, et al. Specificity and mechanism of action of some commonly used protein kinase inhibitors. Biochem J. 2000 Oct 1;351 (Pt 1) :95-105.|[2]Lali FV, et al. The pyridinyl imidazole inhibitor SB203580 blocks phosphoinositide-dependent protein kinase activity, protein kinase B phosphorylation, and retinoblastoma hyperphosphorylation in interleukin-2-stimulated T cells independently of p38 mitogen-activated protein kinase. J Biol Chem. 2000 Mar 10;275 (10) :7395-402.|[3]Leelahavanichkul K, et al. A role for p38 MAPK in head and neck cancer cell growth and tumor-induced angiogenesis and lymphangiogenesis. Mol Oncol. 2014 Feb;8 (1) :105-18.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
P38 MAPK; p38β
Citation 01
AAPS PharmSciTech. 2022 Mar 14;23 (3) :83.|ACS Biomater Sci Eng. 2021 Jul 12;7 (7) :3399-3408.|ACS Pharmacol Transl Sci. 2025 Jul 7;8 (8) :2612-2629.|Acta Biochim Biophys Sin (Shanghai) . 2025 May 15.|Acta Pharm Sin B. 2024 May 18.|Acta Pharmacol Sin. 2017 Aug;38 (8) :1120-1128.|Acta Pharmacol Sin. 2022 Sep;43 (9) :2289-2301.|Acta Pharmacol Sin. 2025 Jun 11.|Acta Physiol (Oxf) . 2018 Feb;222 (2) .|Acupunct Med. 2021 Dec;39 (6) :708-715.|Adv Sci (Weinh) . 2024 Dec 30:e2413128.|Adv Sci (Weinh) . 2024 Oct 28:e2406979.|Adv Sci (Weinh) . 2025 Feb 7:e2413324.|Aging (Albany NY) . 2021 May 11;13 (9) :12780-12799.|Aging (Albany NY) . 2021 May 6;13 (10) :13788-13806.|Aging (Albany NY) . 2022 Aug 5;14 (15) :6149-6168.|Aging Cell. 2020 Oct;19 (10) :e13217.|Aging Cell. 2022 Jul;21 (7) :e13659.|Aging. 2020 Nov 20;12 (23) :24208-24218.|Am J Chin Med. 2025;53 (7) :2277-2305.|Am J Physiol Cell Physiol. 2018 Aug 1;315 (2) :C225-C235.|Am J Physiol Cell Physiol. 2022 Jul 1;323 (1) :C133-C144.|Am J Physiol Cell Physiol. 2023 Nov 1;325 (5) :C1228-C1243.|Am J Transl Res. 2019 Feb 15;11 (2) :806-818.|Am J Transl Res. 2020 Feb 15;12 (2) :478-492.|Am J Transl Res. 2020 Jul 15;12 (7) :3577-3595. |Andrology. 2025 Jun 16.|Ann Transl Med. 2019 Dec;7 (23) :758.|Anticancer Drugs. 2025 Apr 1;36 (4) :319-327.|Antioxidants (Basel) . 2021 Jun 29;10 (7) :1049.|Antioxidants (Basel) . 2021 Mar 13;10 (3) :443.|Antioxidants (Basel) . 2022 Mar 31;11 (4) :682.|Antioxidants (Basel) . 2023 Mar 30;12 (4) :838.|Antioxidants (Basel) . 2024 Mar 13;13 (3) :343.|Antiviral Res. 2022 Dec:208:105463.|Apoptosis. 2021 Apr;26 (3-4) :195-208.|Aquaculture. 2023 Dec 15, 577, 739927.|Aquaculture. 2025 Sep 15.|Aquat Toxicol. 2018 Jun:199:116-126.|Arch Biochem Biophys. 2023 Jan 15:734:109486.|Arch Biochem Biophys. 2024 Dec 9:110255.|Arch Toxicol. 2023 Jun;97 (6) :1783-1794.|Arthritis Res Ther. 2025 May 31;27 (1) :118.|Artif Cell Nanomed B. 2019 Dec;47 (1) :3087-3093.|Artif Cells Nanomed Biotechnol. 2019 Dec;47 (1) :685-695.|Authorea. 2022.|Authorea. 2024 Jul 13.|Autophagy. 2020 Aug;16 (8) :1413-1435.|Autophagy. 2021 Nov;17 (11) :3592-3606.|Autophagy. 2025 Aug 6:1-17.|Bioact Mater. 2025 Nov 25:57:646-659.|Biochem Bioph Res Co. 2020 Oct 15;531 (2) :187-194.|Biochem Cell Biol. 2017 Feb;95 (1) :64-68.|Biochem Pharmacol. 2024 May:223:116194.|Biochem Pharmacol. 2025 Jun 6:239:117032.|Biochim Biophys Acta Mol Basis Dis. 2022 May 1;1868 (5) :166369.|Biochim Biophys Acta Mol Cell Res. 2021 Sep;1868 (10) :119083.|Biochim Biophys Acta Mol Cell Res. 2023 Oct;1870 (7) :119540.|Bioengineered. 2022 Apr;13 (4) :8747-8758.|Biol Pharm Bull. 2022 Aug 1;45 (8) :1061-1068.|Biol Trace Elem Res. 2024 Jun;202 (6) :2598-2615.|Biomaterials. 2018 Aug;175:19-29.|Biomaterials. 2024 Mar:305:122462.|Biomed Pharmacother. 2018 Dec:108:1294-1302.|Biomed Pharmacother. 2019 Dec;120:109489.|Biomed Pharmacother. 2020 Jan;121:109304.|Biomed Pharmacother. 2020 Mar;123:109752.|Biomed Pharmacother. 2020 Sep;129:110384.|Biomed Pharmacother. 2023 Sep:165:115231.|Biomed Pharmacother. 2024 Jun:175:116637.|Biomed Res Int. 2019 Jul 10:2019:5347804.|Biomed Res. 2017; 28 (8) : 3383-3386|Biomedicines. 2020 Nov 9;8 (11) :485.|Bioorg Med Chem. 2020 Jul 1;28 (13) :115547|bioRxiv. 2020 Jun.|bioRxiv. 2023 Aug 14.|bioRxiv. 2023 Mar 24.|bioRxiv. 2023 Sep 29:2023.09.27.559864.|bioRxiv. 2024 May 2.|bioRxiv. 2025 January 18.|bioRxiv. January 18, 2022.|Biosci Rep. 2020 May 29;40 (5) :BSR20193256.|BMC Cancer. 2023 Nov 14;23 (1) :1108.|BMC Complement Altern Med. 2019 Aug 29;19 (1) :233.|BMC Complement Med Ther. 2022 Apr 6;22 (1) :100.|BMC Immunol. 2023 Nov 8;24 (1) :43.|BMC Pulm Med. 2018 Nov 27;18 (1) :178.|Br J Pharmacol. 2018 Dec;175 (23) :4338-4352.|Br J Pharmacol. 2020 Nov;177 (22) :5046-5062.|Brain Behav Immun. 2024 Jul:119:36-50.|Brain Res Bull. 2021 Aug:173:162-173.|Brain Sci. 2023 Jul 11;13 (7) :1058.|Brain Sci. 2024 Apr 14, 14 (4), 380.|Can Respir J. 2022 Oct 10:2022:6879539.|Cancer Cell Int. 2025 Oct 14;25 (1) :349.|Cancer Commun (Lond) . 2021 Jan;41 (1) :62-78.|Cancer Lett. 2017 May 1:393:22-32.|Cancer Lett. 2025 Aug 29:633:218010.|Cancer Rep (Hoboken) . 2025 Mar;8 (3) :e70179.|Carbohydr Polym. 2019 Dec 1;225:115223.|Cell Commun Signal. 2021 Oct 11;19 (1) :103.|Cell Commun Signal. 2024 Feb 12;22 (1) :115.|Cell Commun Signal. 2024 Jun 3;22 (1) :307.|Cell Commun Signal. 2025 Jan 13;23 (1) :22.|Cell Commun Signal. 2025 Jan 8;23 (1) :14.|Cell Death Differ. 2017 Mar;24 (3) :492-499.|Cell Death Differ. 2019 Nov;26 (11) :2386-2399. |Cell Death Differ. 2020 Jun;27 (6) :1938-1951.|Cell Death Dis. 2016 Jun 23;7 (6) :e2273. |Cell Death Dis. 2021 Jun 2;12 (6) :570.|Cell Death Dis. 2021 Jun 7;12 (6) :582.|Cell Death Dis. 2021 Nov 27;12 (12) :1113.|Cell Death Dis. 2022 Jul 15;13 (7) :615.|Cell Death Dis. 2022 Nov 23;13 (11) :987.|Cell Death Dis. 2022 Oct 8;13 (10) :860.|Cell Death Dis. 2025 Apr 29;16 (1) :351.|Cell Death Dis. 2019 Jul 8;10 (7) :520.|Cell Death Dis. 2019 Mar 15;10 (4) :255.|Cell Death Discov. 2019 Aug 5:5:125.|Cell Death Discov. 2025 Feb 18;11 (1) :64.|Cell Immunol. 2024 Jun 17:401-402:104843.|Cell Immunol. 2024 Nov-Dec:405-406:104884.|Cell J. 2022 Dec 1;24 (12) :732-740.|Cell Microbiol. 2019 Sep;21 (9) :e13064.|Cell Mol Biol Lett. 2025 May 14;30 (1) :59.|Cell Mol Immunol. 2022 Nov;19 (11) :1263-1278.|Cell Mol Immunol. 2023 Feb;20 (2) :175-188.|Cell Mol Immunol. 2025 Jul;22 (7) :791-805.|Cell Physiol Biochem. 2018;46 (5) :1779-1792. |Cell Prolif. 2019 Nov;52 (6) :e12691.|Cell Prolif. 2021 Jan;54 (1) :e12933.|Cell Rep Med. 2024 Feb 20;5 (2) :101388.|Cell Rep Med. 2025 Jan 16:101922.|Cell Rep. 2020 Jan 14;30 (2) :497-509.e4. |Cell Rep. 2022 Dec 27;41 (13) :111891.|Cell Rep. 2022 Mar 15;38 (11) :110520.|Cell Res. 2020 Jul;30 (7) :574-589.|Cell Signal. 2016 Feb;28 (2) :81-93.|Cell Signal. 2019 Feb:54:17-26.|Cell Signal. 2020 Mar;67:109522.|Cell Signal. 2021 Sep:85:110060.|Cell Signal. 2025 Jan:125:111504.|Cell Signal. 2025 Jun 25:111962.|Cell Signal. 2025 Oct 18:112174.|Cells. 2022 Feb 18;11 (4) :723.|Chem Biodivers. 2019 Aug;16 (8) :e1900325.|Chem Biol Interact. 2021 Oct 1:348:109634.|Chem Res Toxicol. 2022 Mar 21;35 (3) :422-430.|Chem Sci. 2018 Jan 31;9 (10) :2674-2689.|Chemosphere. 2020 Oct;256:127038.|Chin Arch Otolaryngol Head Neck Surg. 2016,23 (01) :49-52.|Chin Herb Med. 2022 Sep 1;14 (4) :554-562.|Chin J Integr Med. 2024 Sep;30 (9) :818-825.|Chin J Nat Med. 2020 Oct;18 (10) :738-748.|Chin J Nat Med. 2023 Jan;21 (1) :36-46.|Chin Med. 2021 Jul 19;16 (1) :58.|Chin Med. 2025 Oct 5;20 (1) :159.|China Biotechnology. 2017, 37 (12) : 40-48.|Clin Mol Hepatol. 2023 Apr;29 (2) :465-481.|CNS Neurosci Ther. 2020 Sep;26 (9) :913-924.|Commun Biol. 2022 Jul 22;5 (1) :726.|Commun Biol. 2024 Jan 5;7 (1) :18.|Commun Biol. 2024 Nov 5;7 (1) :1438.|Connect Tissue Res. 2024 May 16:1-12.|Curr Issues Mol Biol. 2024 Dec 31;47 (1) :16.|Curr Issues Mol Biol. 2025 Apr 7;47 (4) :253.|Curr Res Food Sci. 2023 Jan 16:6:100447.|Curr Res Toxicol. 2024 Oct 24:7:100199.|Cytokine. 2021 Jun:142:155502.|Cytotechnology. 2026 Feb;78 (1) :3.|Dev Comp Immunol. 2022 Feb:127:104292.|Diabetes Metab Syndr Obes. 2021 Nov 12;14:4523-4534.|Dis Markers. 2018 Apr 17:2018:7413027.|DNA Cell Biol. 2024 Sep;43 (9) :474-481.|Drug Des Devel Ther. 2024 Nov 27:18:5445-5459.|Drug Dev Res. 2022 Nov;83 (7) :1683-1696.|Drug Dev Res. 2025 Nov;86 (7) :e70183.|Ecotoxicol Environ Saf. 2020 Mar 1;190:110133.|Ecotoxicol Environ Saf. 2023 Sep 15:263:115247.|Ecotoxicol Environ Saf. 2025 Jun 24:302:118576.|Elife. 2016 Apr 11;5:e14087.|EMBO Mol Med. 2023 Jan 11;15 (1) :e16373.|EMBO Mol Med. 2025 Mar;17 (3) :535-562.|EMBO Rep. 2021 Jul 5;22 (7) :e51678.|Endocrine. 2020 Apr;68 (1) :103-115.|Environ Int. 2020 Oct;143:105949.|Environ Pollut. 2020 Jan;256:113375.|Environ Pollut. 2021 Jan 1;268 (Pt B) :115748.|Environ Pollut. 2022 Dec 15:315:120234.|Environ Toxicol. 2021 Feb;36 (2) :276-286.|Environ Toxicol. 2023 Jan;38 (1) :90-100.|Environ Toxicol. 2023 Nov;38 (11) :2621-2631.|Environ Toxicol. 2025 Jan;40 (1) :88-100.|Eur Arch Otorhinolaryngol. 2019 Mar;276 (3) :767-774.|Eur J Integr Med. 2024 Sep 8.|Eur J Pharmacol. 2021 May 5:898:173982.|Eur J Pharmacol. 2021 Sep 5:906:174270.|Eur J Pharmacol. 2022 Jul 5:926:175034.|Eur J Pharmacol. 2025 Sep 15:1003:177897.|Eur Rev Med Pharmacol Sci. 2019 Aug;23 (3 Suppl) :1-8.|Exp Eye Res. 2023 Mar:228:109388.|Exp Physiol. 2021 Feb;106 (2) :438-449.|Exp Ther Med. 2020 Mar;19 (3) :1824-1834.|Exp Ther Med. 2020 Mar;19 (3) :2243-2251.|Exp Ther Med. 2021 Dec;22 (6) :1440.|Exp Ther Med. 2021 Dec;22 (6) :1461.|Exp Ther Med. 2021 May;21 (5) :468.|Exp Ther Med. 2022 Jan;23 (1) :11.|Exp Ther Med. 2023 Mar 14;25 (4) :188.|FASEB J. 2019 Feb;33 (2) :2435-2450. |FASEB J. 2020 Jun;34 (6) :8442-8458.|FASEB J. 2020 Nov;34 (11) :14892-14904.|FASEB J. 2025 Aug 31;39 (16) :e70945.|FASEB J. 2025 Mar 31;39 (6) :e70393.|FASEB J. 2025 Sep 30;39 (18) :e71045.|FEBS Open Bio. 2020 Mar;10 (3) :434-443.|Food Biosci. 2021, 101268.|Food Biosci. 7 May 2022, 101766.|Food Chem Toxicol. 2021 Feb:148:111925.|Food Chem Toxicol. 2022: 113550.|Food Chem Toxicol. 2023 Aug:178:113870.|Food Chem Toxicol. 2023 Jun:176:113784.|Food Chem Toxicol. 2024 Apr:186:114561.|Food Chem X. 2022 Apr 30;14:100321.|Food Funct. 2021 May 11;12 (9) :3898-3918.|Food Sci Anim Resour. 2024 Sep;44 (5) :1167-1180.|Food Sci Hum Wellness. 2025.|Food Sci Nutr. 2025 Feb 25;13 (3) :e4687.|Free Radic Biol Med. 2017 Nov:112:49-59.|Free Radic Biol Med. 2019 Nov 1:143:275-287.|Free Radic Biol Med. 2021 Dec;177:247-259.|Free Radic Res. 2025 May-Jul;59 (6-7) :518-530.|Front Biosci (Landmark Ed) . 2023 Dec 1;28 (12) :325.|Front Biosci (Landmark Ed) . 2025 Mar 6;30 (3) :36255.|Front Cell Dev Biol. 2021 Feb 11:9:570451.|Front Cell Dev Biol. 2021 Jun 18;9:659389.|Front Cell Dev Biol. 2021 Nov 5:9:741060.|Front Cell Infect Microbiol. 2019 Jul 15:9:253.|Front Endocrinol. 2021 Mar 12:12:629554.|Front Immunol. 2017 Oct 10:8:1278.|Front Immunol. 2018 Dec 7:9:2854.|Front Immunol. 2018 Jun 5:9:1225.|Front Immunol. 2021 Apr 1:12:584097.|Front Immunol. 2021 Jul 28:12:688294.|Front Immunol. 2021 Jul 7:12:692286.|Front Oncol. 2020 Sep 30;10:523577.|Front Pharmacol. 2021 Apr 30:12:644886.|Fundam Clin Pharmacol. 2020 Oct;34 (5) :591-602.|Future Sci OA. 2025 Dec;11 (1) :2455906.|Genes Dis. 2025 Nov 6.|Genome Biol. 2023 Feb 1;24 (1) :20.|Glia. 2023 Jul;71 (7) :1648-1666.|Haematologica. 2020 Jan;105 (1) :124-135. |Harvard Medical School LINCS LIBRARY|Hepatology. 2023 Feb 1;77 (2) :456-465.|Hum Mol Genet. 2017 Sep 15;26 (18) :3553-3563.|Immun Inflamm Dis. 2024 Sep;12 (9) :e70012.|Infect Immun. 2021 Feb 16;89 (3) :e00680-20.|Inflammation. 2024 Sep 20.|Int Immunopharmacol. 2019 Dec;77:105940.|Int Immunopharmacol. 2019 Jul:72:252-257.|Int Immunopharmacol. 2020 Jun;83:106473.|Int Immunopharmacol. 2020 Nov;88:106823.|Int Immunopharmacol. 2020 Nov;88:106949.|Int Immunopharmacol. 2021 Dec;101 (Pt A) :108264.|Int Immunopharmacol. 2022 Jun:107:108643.|Int Immunopharmacol. 2023 Jul:120:110287.|Int Immunopharmacol. 2024 Jan 25:127:111355.|Int Immunopharmacol. 2024 Jul 1:138:112592.|Int Immunopharmacol. 2024 Sep 19;142 (Pt B) :113151.|Int Immunopharmacol. 2025 Apr 10:155:114550.|Int Immunopharmacol. 2025 Apr 4:151:114322.|Int Immunopharmacol. 2025 Jan 17:148:113972.|Int Immunopharmacol. 2025 May 28:159:114959.|Int Immunopharmacol. 2026 Jan 1;168 (Pt 2) :115903.|Int J Biochem Cell Biol. 2021 Aug:137:106036.|Int J Biochem Cell Biol. 2021 Jul:136:106003.|Int J Biochem Cell Biol. 2024 Apr:169:106549.|Int J Biol Macromol. 2020 May 1;150:261-280.|Int J Biol Macromol. 2023 Feb 1:227:45-57.|Int J Biol Macromol. 2025 Aug 25:326:147087.|Int J Biol Sci. 2022 Jan 16;18 (4) :1363-1380.|Int J Biol Sci. 2022 May 1;18 (8) :3167-3177.|Int J Biol Sci. 2023 Sep 4;19 (15) :4744-4762.|Int J Clin Exp Med. 2017;10 (9) :13542-13549.|Int J Food Sci Tech. 2024 Jul 18.|Int J Immunopathol Pharmacol. 2024 Jan-Dec:38:3946320241249445.|Int J Mol Med. 2021 Jan;47 (1) :243-255.|Int J Mol Med. 2023 Aug;52 (2) :67.|Int J Mol Med. 2026 Jan;57 (1) :21.|Int J Mol Sci. 2022 Mar 25;23 (7) :3589.|Int J Mol Sci. 2022 Nov 16;23 (22) :14141.|Int J Mol Sci. 2022 Nov 25;23 (23) :14730.|Int J Mol Sci. 2022 Oct 13;23 (20) :12219.|Int J Mol Sci. 2024 Dec 27;26 (1) :143.|Int J Nanomedicine. 2024 Jul 3:19:6659-6676.|Int J Radiat Oncol Biol Phys. 2023 Apr 1;115 (5) :1229-1243.|Invest Ophthalmol Vis Sci. 2020 Jul 1;61 (8) :28.|iScience. 2024 Sep 12;27 (10) :110873.|iScience. 2025 Apr 22;28 (5) :112502.|iScience. 2025 Apr 24;28 (6) :112501.|iScience. 2025 Aug 19;28 (9) :113396.|iScience. 2025 Nov 17.|J Agric Food Chem. 2018 Jun 27;66 (25) :6317-6325. |J Agric Food Chem. 2022 Apr 13;70 (14) :4328-4341.|J Agric Food Chem. 2023 Feb 8.|J Agric Food Chem. 2023 Jun 21;71 (24) :9381-9390.|J Agric Food Chem. 2024 Jul 31;72 (30) :16739-16748.|J Agric Food Chem. 2024 Jun 7.|J Agric Food Chem. 2024 Nov 20;72 (46) :25601-25619.|J Appl Toxicol. 2025 Sep;45 (9) :1694-1704.|J Asian Nat Prod Res. 2020 Sep;22 (9) :850-863.|J Biol Chem. 2019 Apr 19;294 (16) :6531-6549.|J Biomed Sci. 2025 Jan 6;32 (1) :5.|J Cardiothorac Surg. 2021 May 10;16 (1) :127.|J Cell Biochem. 2018 Nov;119 (10) :8450-8459.|J Cell Biochem. 2019 May;120 (5) :8561-8569.|J Cell Biol. 2021 Feb 1;220 (2) :e201911025.|J Cell Mol Med. 2018 Nov;22 (11) :5450-5467.|J Cell Mol Med. 2019 May;23 (5) :3357-3368.|J Cell Mol Med. 2020 Aug;24 (16) :9300-9312.|J Cell Mol Med. 2020 Sep;24 (18) :10935-10945.|J Cell Physiol. 2019 Dec;234 (12) :23302-23314.|J Cell Physiol. 2020 Oct;235 (10) :6563-6573.|J Clin Endocrinol Metab. 2021 Jan 23;106 (2) :337-350.|J Clin Neurosci. 2020 Aug;78:365-370.|J Dairy Sci. 2020 Dec;103 (12) :11636-11652.|J Dairy Sci. 2025 Jul;108 (7) :6617-6633.|J Dairy Sci. 2025 Mar;108 (3) :2152-2168.|J Dent. 2025 Oct:161:105978.|J Endocrinol Invest. 2025 Jan;48 (1) :67-80.|J Endod. 2018 May;44 (5) :751-758.|J Ethnopharmacol. 2021 Nov 15:280:114414.|J Ethnopharmacol. 2024 Jul 15:118580.|J Ethnopharmacol. 2024 Jun 14:118421.|J Ethnopharmacol. 2024 May 10:325:117755.|J Ethnopharmacol. 2024 May 16:118355.|J Ethnopharmacol. 2025 Aug 29:352:120267.|J Ethnopharmacol. 2025 Jul 11;353 (Pt A) :120282.|J Eur Acad Dermatol Venereol. 2020 Apr;34 (4) :862-872.|J Exp Clin Cancer Res. 2022 Dec 29;41 (1) :364.|J Exp Clin Cancer Res. 2025 Aug 27;44 (1) :255.|J Funct Foods. 2019, 103562.|J Hazard Mater. 2025 Nov 25:501:140617.|J Immunol Res. 2020 Feb 10;2020:6457879.|J Immunol. 2024 Jun 15;212 (12) :1877-1890.|J Immunother Cancer. 2018 Dec 18;6 (1) :151.|J Immunother Cancer. 2024 Oct 23;12 (10) :e010148.|J Immunother Cancer. 2019 Jul 12;7 (1) :178.|J Inflamm Res. 2021 Mar 23;14:1007-1017.|J Inflamm Res. 2025 Sep 29:18:13433-13452.|J Integr Agric. 2023 Feb 24.|J Interferon Cytokine Res. 2019 Apr;39 (4) :224-232. |J Interferon Cytokine Res. 2021 Dec;41 (12) :439-449.|J Invest Dermatol. 2019 Dec;139 (12) :2488-2496.e4.|J Invest Dermatol. 2022 Feb;142 (2) :303-313.e9.|J Invest Dermatol. 2022 Oct;142 (10) :2591-2602.e8.|J Leukoc Biol. 2023 Sep 1;114 (3) :266-279.|J Leukoc Biol. 2025 May 21:qiaf070.|J Lipid Res. 2024 Aug 16:100623.|J Microbiol. 2021 Aug;59 (8) :771-781.|J Mol Cell Cardiol. 2015 Dec;89 (Pt B) :268-79. |J Mol Histol. 2025 Jul 31;56 (4) :246.|J Nanobiotechnology. 2022 Mar 27;20 (1) :162.|J Nanobiotechnology. 2023 Sep 4;21 (1) :316.|J Nanobiotechnology. 2025 Jul 22;23 (1) :535.|J Neuroinflammation. 2020 Oct 28;17 (1) :321.|J Neuroinflammation. 2022 Nov 24;19 (1) :283.|J Neuroinflammation. 2024 Aug 2;21 (1) :192.|J Neuroinflammation. 2024 Jan 8;21 (1) :13.|J Neurol Sci. 2020 Mar 15;410:116679.|J Oral Pathol Med. 2024 May 19.|J Orthop Translat. 2025 Jun 18:53:112-125.|J Periodontol. 2020 Aug;91 (8) :1085-1097.|J Periodontol. 2022 Mar;93 (3) :e60-e72.|J Pharm Pharmacol. 2023 Jun 5;75 (6) :828-836.|J Pharmacol Exp Ther. 2025 Oct 8;392 (11) :103744.|J Physiol Sci. 2024 Oct 3;74 (1) :49.|J Proteome Res. 2021 May 7;20 (5) :2329-2339.|J Surg Res. 2024 Jul 22:301:413-422.|J Transl Med. 2019 Oct 4;17 (1) :335.|J Vet Med Sci. 2023 Jul 1;85 (7) :721-726.|J Vet Sci. 2023 Sep;24 (5) :e72.|J Virol. 2023 Jun 29;97 (6) :e0028423.|J Virol. 2024 Feb 20;98 (2) :e0194823.|J Virol. 2025 Aug 19;99 (8) :e0065525.|JCI Insight. 2025 Nov 25:e196605.|Josip Juraj Strossmayer University of Osijek. 2025.|Life Sci. 2020 Apr 1;246:117396.|Life Sci. 2020 Nov 15;261:118465.|Life Sci. 2024 Dec 1:358:123163.|Life Sci. 2024 Jun 22:122857.|Life Sci. 2025 Apr 23:123663.|Med Sci Monit. 2019 Jun 21:25:4609-4616.|Med Sci Monit. 2020 Aug 7:26:e925298.|MedComm. 2023 Jul 8;4 (4) :e320.|Mediators Inflamm. 2020 Nov 3;2020:8925973. |Microb Pathog. 2021 Oct:159:105136.|Microb Pathog. 2022 Jan:162:105219.|Mol Biol Rep. 2024 Nov 8;51 (1) :1134.|Mol Cell Biochem. 2022 Apr;477 (4) :1009-1022.|Mol Cell Biochem. 2025 May;480 (5) :3133-3145.|Mol Cell Endocrinol. 2018 Jul 15:470:38-47.|Mol Cell Endocrinol. 2019 Apr 5:485:35-43.|Mol Cell Toxicol (2019) 15:209-219|Mol Cell. 2020 Jan 2;77 (1) :95-107.e5.|Mol Immunol. 2017 Jul:87:161-170.|Mol Immunol. 2018 Nov:103:133-143.|Mol Immunol. 2021 Mar:131:97-111.|Mol Med Rep. 2019 Nov;20 (5) :4576-4586.|Mol Med Rep. 2020 Jul;22 (1) :566-574.|Mol Med Rep. 2021 Oct;24 (4) :709.|Mol Neurobiol. 2025 Jul;62 (7) :9290-9305.|Mol Nutr Food Res. 2019 Dec;63 (24) :e1900601.|Mol Ther Oncolytics. 2022 Aug 5:26:372-386.|Molecules. 2022 Feb 27;27 (5) :1577.|Mycopathologia. 2021 Jun;186 (3) :341-354.|Nanotoxicology. 2020 Jun;14 (5) :667-682. |Nat Commun. 2018 Apr 30;9 (1) :1723.|Nat Commun. 2024 Apr 11;15 (1) :3165.|Nat Commun. 2024 Oct 2;15 (1) :8540.|Nat Commun. 2025 Apr 16;16 (1) :3623.|Nat Commun. 2025 Mar 15;16 (1) :2565.|Nat Immunol. 2023 Nov;24 (11) :1813-1824.|Nat Metab. 2021 Oct;3 (10) :1357-1371.|Nat Metab. 2024 Apr;6 (4) :708-723.|Naunyn Schmiedebergs Arch Pharmacol. 2025 Apr 14.|Naunyn Schmiedebergs Arch Pharmacol. 2025 Mar;398 (3) :3001-3014.|Neural Regen Res. 2023 Aug;18 (8) :1802-1808.|Neurochem Int. 2022 Jan:152:105221.|Neurochem Int. 2025 Oct:189:106024.|Neurochem Int. 2025 Sep 26:106061.|Neurochem Res. 2020 Sep;45 (9) :2052-2064.|Neurochem Res. 2024 Nov 19;50 (1) :21.|Neuropharmacology. 2025 Apr 16:110469.|Neuropsychiatry (London) . 2018;8 (4) ;1132-1139.|Neurosci Lett. 2024 Jan 18:820:137611.|Neuroscience. 2021 Apr 1:459:104-117.|Nitric Oxide. 2022 Dec 1:129:41-52.|Npg Asia Mater. (2019) 11:38|NPJ Parkinsons Dis. 2025 May 6;11 (1) :114.|Nutr Metab. 2021 Nov 21;18 (1) :100.|Oncogene. 2017 Apr;36 (15) :2095-2104.|Oncogene. 2022 Feb;41 (6) :907-919.|Oncogene. 2025 May;44 (16) :1078-1092.|Oncol Lett. 2020 Apr;19 (4) :3269-3277.|Oncotarget. 2017 Oct 19;8 (60) :101965-101983.|Oxid Med Cell Longev. 2017:2017:6175841.|Oxid Med Cell Longev. 2022 Jun 22:2022:2333848.|Oxid Med Cell Longev. 2022 Mar 10:2022:1863098.|Pak J Zool. 2023 Nov 17.|Parasit Vectors. 2021 Jul 8;14 (1) :358.|Patent. US20170349880A1.|Patent. US20180263995A1.|PeerJ. 2023 Aug 23:11:e15890.|Peptides. 2019 Sep:119:170120.|Pharmacogn Mag. 2025 May 27.|Pharmacol Res. 2018 Jul:133:218-235.|Pharmacol Res. 2025 May 6:107763.|Pharmacology. 2022;107 (1-2) :14-27.|Phytochemistry. 2020 Dec;180:112531.|Phytomedicine. 2018 Mar 15:42:152-163.|Phytomedicine. 2020 Mar;68:153146.|Phytomedicine. 2020 May 24;75:153247.|Phytomedicine. 2020 Nov;78:153306.|Phytomedicine. 2021 Mar:83:153479.|Phytomedicine. 2022 Apr:98:153928.|Phytomedicine. 2024 Dec:135:156052.|Phytomedicine. 2025 May 21:143:156891.|Phytother Res. 2023 Feb;37 (2) :689-701.|PLoS Biol. 2018 May 11;16 (5) :e2004225. |PLoS One. 2020 Sep 3;15 (9) :e0235824.|PLoS Pathog. 2024 Dec 9;20 (12) :e1012744.|PLoS Pathog. 2025 Oct 27;21 (10) :e1013623.|Poult Sci. 2024 Oct;103 (10) :104052.|Poult Sci. 2025 Oct 3;104 (12) :105940. |Programa de Doctorado en Biomedicina. 2020 Sep.|Protein Cell. 2019 Mar;10 (3) :161-177. |Redox Biol. 2023 Feb:59:102594.|Redox Biol. 30 August 2022, 102452.|Reprod Domest Anim. 2021 Aug;56 (8) :1066-1084.|Res Sq. 2024 Jun 19.|Res Sq. 2024 Oct 15.|Res Sq. 2025 Aug 08.|Research (Wash D C) . 2025.|Research Square Preprint. 2021 Dec.|Research Square Preprint. 2021 Jan.|Research Square Preprint. 2021 May.|Research Square Preprint. 2021 Oct.|Research Square Preprint. 2021 Sep.|Research Square Preprint. 2022 Feb.|Research Square Preprint. 2022 Jan.|Research Square Preprint. 2022 May.|Research Square Preprint. 2023 Nov 10.|Research Square Preprint. 2024 Aug 21.|Research Square Preprint. 2024 Mar 29.|Research Square Print. November 15th, 2022|Research Square Print. November 29th, 2022.|Respir Res. 2021 Aug 3;22 (1) :216.|Respir Res. 2023 Apr 7;24 (1) :103.|School of Healthcare Science. Manchester Metropolitan University. 2017 May.|Sci Adv. 2025 Aug;11 (31) :eadu4270. |Sci Immunol. 2022 Jan 21;7 (67) :eabj5501.|Sci Rep. 2017 Oct 19;7 (1) :13571.|Sci Rep. 2022 Feb 23;12 (1) :3053.|Sci Rep. 2025 Nov 17;15 (1) :40227.|Sci Rep. 2025 Oct 21;15 (1) :36751.|Sci Total Environ. 2023 Dec 10:903:166449.|Signal Transduct Target Ther. 2020 Aug 25;5 (1) :163.|Signal Transduct Target Ther. 2022 Jul 11;7 (1) :222.|SSRN. 2023 May 8.|SSRN. 2024 Feb 15.|SSRN. 2025 Oct 9.|SSRN. 8 Nov 2021.|Stem Cell Res Ther. 2021 May 20;12 (1) :295.|Stem Cell Res Ther. 2022 Jan 21;13 (1) :22.|Stem Cell Rev Rep. 2022 Aug;18 (6) :2074-2087.|Stem Cells. 2020 Jan;38 (1) :134-145.|Stem Cells. 2022 May 27;40 (5) :508-522.|Stem Cells. 2022 Sep 26;40 (9) :857-869.|Tissue Cell. 2024 Jul 25:90:102496.|Toxicol Appl Pharmacol. 2019 Mar 1:366:83-95.|Toxicol Appl Pharmacol. 2019 Nov 1:382:114703.|Toxicol Appl Pharmacol. 2021 May 1:418:115484.|Toxicol Lett. 2023 Aug 1:384:73-85.|Toxicology. 2021 Apr 15:453:152721.|Toxicon. 2024 May 11:244:107757.|Toxics. 2022 May 27;10 (6) :285.|Toxics. 2024 Oct 25;12 (11) :779.|Toxins. 2021 Jun 13;13 (6) :422.|Toxins. 2022 Jan 1;14 (1) :29.|University of Minnesota. 2025.|Vaccines. 2019 Dec 14;7 (4) :216.|Vet Microbiol. 2021 May:256:109061.|Vet Microbiol. 2025 Sep 11:310:110726.|Vet Res. 2021 Oct 21;52 (1) :135.|Virology. 2017 Aug:508:150-158.|Washington State University. 2025.|Acta Pharm Sin B. 2023 Feb;13 (2) :722-738.|Anal Cell Pathol. 2022 Sep 27;2022:9358583.|Biochem Pharmacol. 2024 Mar:221:116047.|Cancer Res. 2022 May 16;82 (10) :1991-2002.|Cell Mol Life Sci. 2018 Jul;75 (14) :2627-2641.|Cell Mol Life Sci. 2023 Jun 21;80 (7) :186.|Food Chem X. 2022 Jan 15:13:100211.|Food Sci Anim Resour. 2022 Nov;42 (6) :942-952.|Front Pharmacol. 2021 May 18;12:644116.|Inflamm Res. 2025 Feb 19;74 (1) :42.|Int Immunopharmacol. 2024 Jun 15:134:112143.|Int J Cancer. 2018 Aug 1;143 (3) :645-656.|Int J Mol Sci. 2023 Jul 6;24 (13) :11168.|J Exp Clin Cancer Res. 2022 Sep 16;41 (1) :275.|J Neuroinflammation. 2018 Jun 15;15 (1) :184.|J Periodontal Res. 2022 Jan;57 (1) :195-204.|JOR Spine. 2024 Apr 17;7 (2) :e1325.|Life Sci. 2022 Feb 15:291:120258.|New Phytol. 2024 May 13.|Onco Targets Ther. 2021 Oct 22;14:5131-5144.|Phytother Res. 2025 Oct 6.|Research Square Print. 2022 Aug.|Research Square Print. September 20th, 2022.|Respir Res. 2022 Jan 11;23 (1) :6.|Viruses. 2022 Jul 2;14 (7) :1465.|Viruses. 2022 Jul 7;14 (7) :1485.
Chemical Information
Sb-203580
SB 203580 is a member of the class of imidazoles carrying 4-methylsulfinylphenyl, 4-pyridyl and 4-fluorophenyl substituents at positions 2, 4 and 5 respectively. An inhibitor of mitogen-activated protein kinase. It has a role as a geroprotector, an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor, a neuroprotective agent, a Hsp90 inhibitor and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a sulfoxide, a member of imidazoles, a member of pyridines and a member of monofluorobenzenes.
| CAS Number | 152121-47-6 |
| PubChem CID | 176155 |
| IUPAC Name | 4-[4-(4-fluorophenyl)-2-(4-methylsulfinylphenyl)-1H-imidazol-5-yl]pyridine |
| Molecular Formula | C21H16FN3OS |
| Molecular Weight | 377.4 |
| XLogP | 3.2 |
| Topological Polar Surface Area | 77.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 500 |
SMILES
CS(=O)C1=CC=C(C=C1)C2=NC(=C(N2)C3=CC=NC=C3)C4=CC=C(C=C4)F
InChI
InChI=1S/C21H16FN3OS/c1-27(26)18-8-4-16(5-9-18)21-24-19(14-2-6-17(22)7-3-14)20(25-21)15-10-12-23-13-11-15/h2-13H,1H3,(H,24,25)
InChIKey
CDMGBJANTYXAIV-UHFFFAOYSA-N
Chemical Structure
2D Structure
CAS: 152121-47-6
CID: 176155
Formula: C21H16FN3OS
MW: 377.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
| Property | Value |
|---|---|
| Molecular Weight | 377.4 |
| XLogP3 | 3.2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 377.09981148 |
| Monoisotopic Mass | 377.09981148 |
| Topological Polar Surface Area | 77.9 Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 500 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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