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Chemical Structure| 90098-04-7 Chemical Structure| 90098-04-7

Structure of Rebamipide
CAS No.: 90098-04-7

Chemical Structure| 90098-04-7

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Rebamipide is an inducer of endogenous prostaglandin, an oxygen-derived free radical scavenger, and a cholecystokinin type 1 (CCK1) receptor inhibitor for inhibiting [125I]BH-CCK-8S with IC50 of 37.7 μM.

Synonyms: OPC12759; Proamipide

4.5 *For Research Use Only !

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Product Citations

Product Citations

Faisal Aziz ; Kanamata Reddy ; Virneliz Fernandez Vega ; Raja Dey ; Katherine A. Hicks ; Sumitha Rao , et al.

Abstract: The suppressor of T cell receptor signaling (Sts) proteins are negative regulators of immune signaling. Genetic inactivation of these proteins leads to significant resistance to infection. From a 590,000 compound high-throughput screen, we identified the 2-(1H)-quinolinone derivative, , as a putative inhibitor of Sts activity. , and a small library of derivatives, are competitive, selective inhibitors of Sts-1 with IC50 values from low to submicromolar. SAR analysis indicates that the , the acid, and the moieties are all essential for activity. A crystal structure confirmed the SAR and reveals key interactions between this class of compound and the . Although has poor cell permeability, we demonstrated that a liposomal preparation can inactivate the activity of Sts-1 in cells. These studies demonstrate that Sts-1 enzyme activity can be pharmacologically inactivated and provide foundational tools and insights for the development of immune-enhancing therapies that target the Sts proteins.

Alternative Products

Product Details of Rebamipide

CAS No. :90098-04-7
Formula : C19H15ClN2O4
M.W : 370.79
SMILES Code : O=C(O)C(NC(C1=CC=C(Cl)C=C1)=O)CC2=CC(NC3=C2C=CC=C3)=O
Synonyms :
OPC12759; Proamipide
MDL No. :MFCD00866895
InChI Key :ALLWOAVDORUJLA-UHFFFAOYSA-N
Pubchem ID :5042

Safety of Rebamipide

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301
Precautionary Statements:P264-P270-P301+P310+P330-P405-P501
Class:6.1
UN#:2811
Packing Group:

Related Pathways of Rebamipide

GPCR

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Rat intestinal epithelial (RIE) cells 2 mM 12 hours To evaluate the effect of rebamipide on RIE cell migration, results showed that rebamipide significantly promoted RIE cell migration and wound healing. World J Gastroenterol. 2011 Sep 7;17(33):3802-9.
Jurkat cells 50, 75, 100 or 200 µM 20 minutes To determine the effect of rebamipide on Sts-1 dephosphorylation of Zap-70, results showed that rebamipide effectively inhibited Sts-1 activity when delivered via liposomes J Med Chem. 2024 Feb 8;67(3):1949-1960.
MKN-1 gastric cancer cells 5 mM 24 hours Rebamipide significantly suppressed the expression of both PLD1 and PLD2 mRNA levels Exp Mol Med. 2010 Aug 31;42(8):555-64.
CD19+B cells 300 µM 72 hours To investigate the effects of rebamipide on B cell development, results showed that rebamipide significantly decreased the proportion of FAS+GL-7+GC B cells and inhibited the production of total IgG and IgG1 Clin Exp Immunol. 2014 Oct;178(1):9-19.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Wistar rats TNBS-induced colitis model Intrarectal administration 1% rebamipide Twice daily, starting from day 7 to day 14 To evaluate the therapeutic effect of rebamipide on TNBS-induced colitis, results showed that rebamipide significantly promoted the healing of colonic ulcers and reduced inflammatory responses. World J Gastroenterol. 2011 Sep 7;17(33):3802-9.
Rabbits Dry eye model Eyelid application 1.5% REB formulations (0.3 g) Once a day (14:00) for six days To evaluate the therapeutic effect of REB-NPs on dry eye. Results showed that REB-NPs increased lacrimal fluid volume and mucin levels, improved tear film breakup time, and stabilized the ocular surface. Pharmaceutics. 2020 Feb 14;12(2):155
Rats Acetic acid-induced colitis model Oral gavage 100 mg/kg Once daily for seven days Rebamipide significantly improved the colonic injury by lowering the colonic disease activity index and macroscopic mucosal injury score. Moreover, it mitigated the histopathological aberrations and microscopical damage score. The favorable outcomes of rebamipide were driven by combating inflammation evidenced by dampening the colonic expression of NF-κBp65 and the pro-inflammatory markers CRP, TNF-α, and IL-6. In the same context, rebamipide curtailed the colonic pro-inflammatory PI3K/AKT pathway as seen by downregulating the immunostaining of PI3K and p-AKT(Ser473) signals. Pharmaceuticals (Basel). 2023 Apr 2;16(4):533
Kunming mice Diclofenac-induced small intestinal permeability model Intragastric 100 mg/kg, 200 mg/kg, 400 mg/kg Once daily for 3 days To investigate the protective effect and mechanism of rebamipide on diclofenac-induced small intestinal permeability. Results showed that rebamipide significantly reduced Evans Blue and FITC-D permeation, improved inter-cellular tight junctions, decreased intestinal MDA content and MPO activity, and enhanced mitochondrial function. World J Gastroenterol. 2012 Mar 14;18(10):1059-66
Beagles Repeated dose toxicity tests Oral 150 mg/kg 4 weeks Determination of the no observed adverse event level (NOAEL) Pharmaceuticals (Basel). 2023 Jan 16;16(1):132
Mice Repeated dose toxicity tests Oral 167 mg/kg 4 weeks Determination of the no observed adverse event level (NOAEL) Pharmaceuticals (Basel). 2023 Jan 16;16(1):132
BALB/c mice Environmental dry eye stress model (EDES) Topical application 2% Four times daily for four days (applied at 9:00 am, 12:00 pm, 3:00 pm, and 6:00 pm); then twice daily, before and after exposure to EDES for three days This study aimed to compare the effects of 2% rebamipide eye drops with 0.1% sodium hyaluronate (HA) eye drops on tear function, ocular surface abnormalities, corneal sensation, and subbasal corneal nerves in male BALB/c mice after exposure to EDES by IVCM. Results showed that the lissamine green staining score was significantly lower, corneal sensitivity was more preserved, subbasal nerve fiber density was significantly higher, and DC density was significantly lower in the 2% rebamipide group compared to the HA group. Int J Mol Sci. 2019 Aug 18;20(16):4031
C57BL/6 mice Dry eye model Eye drops 2% Four times daily for 2 weeks To evaluate the therapeutic effects of 2% rebamipide on dry eye mice, the results showed that rebamipide significantly reduced corneal staining scores, increased tear film breakup time and tear production, restored histological changes in the cornea, conjunctiva and lacrimal gland, and downregulated pro-inflammatory cytokines while upregulating anti-inflammatory cytokines. Mol Med Rep. 2019 May;19(5):4011-4018
Japanese white rabbits BAC-induced lacrimal duct damage model Lacrimal duct injection 2% Once daily for 3 consecutive days To investigate the protective effect of rebamipide on BAC-induced damage to LDECs. Results showed that rebamipide significantly reduced BAC-induced tissue disruption and neutrophil infiltration, and preserved tight junction protein expression. Sci Rep. 2020 Feb 3;10(1):1641
SKG mice Zymosan-induced arthritis model Intraperitoneal injection 6 mg/kg Three times per week for 11 weeks To investigate the effect of rebamipide on arthritis severity, results showed that rebamipide attenuated the severity of clinical and histological arthritis, reduced the number of Th1, Th2, Th17 cells, and increased the number of Treg cells Clin Exp Immunol. 2014 Oct;178(1):9-19.
SKG ZAP-70W163C mice Curdlan-induced spondyloarthritis model Intraperitoneal injection 6 mg/kg 3 times a week for 14 weeks Rebamipide prevented peripheral arthritis and intestinal inflammation by regulating Th17/Treg cell imbalance, reduced clinical and histological scores, and decreased IL-17 and TNF-α expression J Transl Med. 2016 Jun 27;14(1):190

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT00996788 Dyspepsia|Chronic Gastritis PHASE3 COMPLETED 2025-01-12 Division of Gastroenterology D... More >>epartment of Internal Medicine - Cipto Mangunkusumo Hospital, Faculty of Medicine University of Indonesia, Jakarta, Indonesia Less <<
NCT00201955 Keratoconjunctivitis Sicca PHASE3 COMPLETED 2025-07-06 Harold Helms, MD, Birmingham, ... More >>Alabama, 35205, United States|Michael Bernstein, MD, Birmingham, Alabama, 35216, United States|I Care! Eye Care!, Flagstaff, Arizona, 860001, United States|Harvey and Bernice Jones Eye Institute, Little Rock, Arkansas, 72205, United States|United Medical Research Institute, Inglewood, California, 90301, United States|Benchmark Research, San Francisco, California, 94102, United States|Southern California Clinical Research, Inc., San Marino, California, 91108, United States|Colorado Eye Associates, PC, Colorado Springs, Colorado, 80907, United States|Danbury Eye Physicians and Surgeons, P.C., Danbury, Connecticut, 06810-4005, United States|Florida Ophthalmic Institute, Gainesville, Florida, 32605-3192, United States|Florida Wellcare Alliance, L.C., Inverness, Florida, 34452, United States|Shettle Eye Center, Largo, Florida, 33770, United States|Suncoast Clinical Research, Inc., New Port Richey, Florida, 34652, United States|Tukio Institute for Clinical Research, North Miami Beach, Florida, 33169, United States|Magnolia Research Group, Inc., Ocala, Florida, 34471, United States|Radiant Research - West Palm Beach, West Palm Beach, Florida, 33407, United States|Vision Incorporated, Savannah, Georgia, 31406, United States|Welborn Clinic, Evansville, Indiana, 47714, United States|Heartland Research Associates, LLC, Wichita, Kansas, 67207, United States|Wichita Clinic, PA, Wichita, Kansas, 67208, United States|Taustine Eye Center, Louisville, Kentucky, 40217, United States|Bossier Optical, Inc., Bossier, Louisiana, 71111, United States|Stevenson Medical Surgical Eye Center, New Orleans, Louisiana, 70119, United States|Family Eye Centers, New Orleans, Louisiana, 70127, United States|Ophthalmic Research Associates, Inc., N. Andover, Massachusetts, 01845, United States|Minnesota Eye Associates, Minneapolis, Minnesota, 55404, United States|Depremont Eye Specialists, Gulfport, Mississippi, 39507, United States|Opthalmology Associates, Creve Coeur, Missouri, 63141, United States|Clinical Research Laboratories, Piscataway, New Jersey, 08854, United States|Ophthalmology Associates, Princeton, New Jersey, 08540, United States|Eye Care Associates, Bethpage, New York, 11021, United States|Ophthmalmic Consultants of Long Island, Lynbrook, New York, 11563, United States|Mt. Sinai Medical Center School of Medicine, New York, New York, 10029, United States|Rochester Ophthalmological Group, Rochester, New York, 14618, United States|Ophthalmic Consultants of Long Island, Rockville Center, New York, 11570, United States|Ophthalmic Consultants of Long Island, Valley Stream, New York, 11581, United States|Western Wake Eye Center, P.A., Cary, North Carolina, 27511, United States|Southeast Clinical Research Associates, Charlotte, North Carolina, 28210, United States|Horizon Eye Care - Clinical Research Dept., Charlotte, North Carolina, 28211, United States|Cornerstone Research Care, High Point, North Carolina, 27262, United States|Carolina Eye Associates, Southern Pines, North Carolina, 28387, United States|Cincinnati Eye Institute, Cincinnati, Ohio, 45242, United States|Comprehensive Opthalmology & Optical Services, Cleveland, Ohio, 44115, United States|Bend Medical Clinic, Bend, Oregon, 97701, United States|Medical Eye Center, Medford, Oregon, 97504, United States|Valley Clinical Research Center, Easton, Pennsylvania, 18045, United States|Philadelphia Eye Associates, Philadelphia, Pennsylvania, 19148, United States|Glaucome-Cataract Consultants, Pittsburgh, Pennsylvania, 15243, United States|University of Pittsburg Eye and Ear Institute, Pittsburg, Pennsylvania, 15233, United States|Black Hills Regional Eye Institute, Rapid City, South Dakota, 57701, United States|Total Eye Care, P.A., Memphis, Tennessee, 38119, United States|Corona Research Consultants, Inc., El Paso, Texas, 79904, United States|The University of Texas Medical Branch, Galveston, Texas, 77555, United States|Physician Research Network, Houston, Texas, 77002, United States|Houston, Texas, 77002, United States|Medical Center Ophthalmology, Houston, Texas, 77030, United States|Houston Eye Associates, Houston, Texas, 77125, United States|Sun Research Institute, San Antonio, Texas, 78205, United States|Eye Clinic of South Texas, San Antonio, Texas, 78209, United States|Advanced Healthcare Clinical Research Center, Milwaukee, Wisconsin, 21209, United States Less <<
NCT01759108 Improving Symptoms of Dry Mout... More >>h in Sj?gren's Syndrome Less << UNKNOWN 2025-09-21 Faculty of Medicine, Universit... More >>y of Alexandria, Alexandria, 203, Egypt Less <<
NCT00201981 Keratoconjunctivitis Sicca PHASE3 COMPLETED 2025-02-07 Alabama Research Center, LLC, ... More >>Birmingham, Alabama, 35209, United States|Sun Valley Arthritis Center, Ltd., Glendale, Arizona, 85308, United States|Pivotel Research Center, Peoria, Arizona, 85381, United States|Hope research Institute, Phoenix, Arizona, 85006, United States|Buena Vista Eye Care Center, Phoenix, Arizona, 85012, United States|Radiant Research, Scottsdale, Arizona, 85251, United States|Sall Eye Research Center, Artesia, California, 90701-5653, United States|Radiant Research - Irvine, Irvine, California, 92618, United States|Scripps Clinic Medical Group, Inc., La Jolla, California, 92037, United States|American Eye Institute, Los Angeles, California, 90048, United States|Eye Clinic of San Diego, San Diego, California, 92103, United States|Healthcare Partners Medical Group, Torrance, California, 90503, United States|Centennial Eye Associates, Centennial, Colorado, 80112, United States|Corneal Consultants of Colorado, Littleton, Colorado, 80120, United States|Western States Clinical Research, Inc., Wheat Ridge, Colorado, 80033, United States|Peter C. Donshik, MDPC, Bloomfield, Connecticut, 06002, United States|Opticare Eye Health Center, Waterbury, Connecticut, 06708, United States|The Eye Associates, Bradenton, Florida, 34209, United States|Hernando Eye Institute, Brooksville, Florida, 34613, United States|Radiant Research, Inc. - Lake Worth, Lake Worth, Florida, 33461, United States|Suncoast Clinical Research, Inc., New Port Richey, Florida, 34652, United States|Eye Associates International, Ormond Beach, Florida, 32174, United States|Pinellas Eye Center, Pinellas Park, Florida, 33781, United States|Ft. Lauderdale Eye Institute, Sunrise, Florida, 33351, United States|Marvin E. Greenberg, MD PA 7, Tamarac, Florida, 33321, United States|Clinical Research of West Florida, Inc., Tampa, Florida, 33603, United States|International Eye Center, Tampa, Florida, 33603, United States|Omni Eye Services, Atlanta, Georgia, 30342, United States|University of Kentucky, Department of Ophthamology, Lexington, Kentucky, 40536-0293, United States|Kentucky Lions Eye Center, Louisville, Kentucky, 40222, United States|Gulf Coast Research Associates, Inc., Baton Rouge, Louisiana, 70808, United States|Danial Long, MD, Gretna, Louisiana, 70056, United States|Lakeview Optical, New Orleans, Louisiana, 70124, United States|Eye Center Northeast, Bangor, Maine, 04401, United States|Krieger Eye Institute, Baltimore, Maryland, 21215, United States|The Wilmer Eye Institute, Lutherville, Maryland, 21093, United States|New England Eye Center, Boston, Massachusetts, 02111, United States|The Eye Institute - Lahey Clinic North, Peabody, Massachusetts, 01960, United States|Mississippi Eye Associates, Ocean Springs, Mississippi, 39564, United States|Montana Medical Research, LLC, Missoula, Montana, 59804, United States|Clinical Research Center of Nevada, Las Vegas, Nevada, 89104, United States|Eye Associates of New Mexico, Albuquerque, New Mexico, 87109, United States|Western New York Eye Center, Orchard Park, New York, 14127, United States|Glaucoma Consultants of the Capital Region, Slingerlands, New York, 12159, United States|Orellana Retina Associates, PLLC, Raleigh, North Carolina, 27612, United States|University Hospitals of Cleveland, Cleveland, Ohio, 44106-5068, United States|Comprehensive Opthalmology & Optical Services, Cleveland, Ohio, 44115, United States|Clinical Research Source, Inc., Perryberg, Ohio, 43551, United States|Clinical Research Institute of Southern Oregon, Medford, Oregon, 97504, United States|Northwest Corneal Services, Portland, Oregon, 97223, United States|Vision Surgery and Laser Center, Roseburg, Oregon, 97470, United States|West Hills Vision Center, Moon Township, Pennsylvania, 15108, United States|Glaucoma Consultants and Center for Eye Research, Mt. Pleasant, South Carolina, 29464, United States|University Eye Surgeons, Maryville, Tennessee, 37803, United States|St. Luke's Eye Institute, Amarillo, Texas, 79106, United States|Eye Clinic of Austin, Austin, Texas, 78731, United States|Baylor College of Medicine, Houston, Texas, 77030, United States|Surgical Eye Associates, PA, Houston, Texas, 77055, United States|Brazosport Eye Institute, Lake Jackson, Texas, 77566, United States|Axia Research, Salt Lake City, Utah, 84107, United States|John Moran Eye Center, University of Utah, Salt Lake City, Utah, 84132, United States|Physicians Research Options, LC, Sandy, Utah, 84070, United States|Access Eye Research Center, Fredericksburg, Virginia, 22405, United States Less <<
NCT00233363 Xerostomia|Sjogren's Syndrome PHASE2 COMPLETED 2006-01-27 Otsuka Pharmaceutical Co., Ltd... More >>., Tokyo, Japan Less <<
NCT00862628 NSAIDs-induced Small-intestina... More >>l Injuries Less << UNKNOWN 2025-10-10 Department of Gastroenterology... More >>, Nagoya University Graduate School of Medicine, Nagoya, Aichi Prefecture, 466-8550, Japan|Department of Gastroenterology, Nagoya University Graduate School of Medicine, Nagoya, Aichi Prefecture, 466-8550, Japan Less <<
NCT00233389 Stomach Ulcer PHASE4 COMPLETED 2005-09-09 Otsuka Pharmaceutical Co., Ltd... More >>., Tokyo, Japan Less <<
NCT04550858 H.Pylori Infection UNKNOWN 2021-09-21 -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.70mL

0.54mL

0.27mL

13.48mL

2.70mL

1.35mL

26.97mL

5.39mL

2.70mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

Historical Records

Categories