Rebamipide | 90098-04-7

Rebamipide Properties

Melting point	288-290°C dec.
Boiling point	695.0±55.0 °C(Predicted)
Density	1.394±0.06 g/cm3(Predicted)
storage temp.	Sealed in dry,Room Temperature
solubility	DMSO: >5mg/mL
pka	3.38±0.10(Predicted)
form	powder
color	white
Merck	14,8124
InChIKey	ALLWOAVDORUJLA-UHFFFAOYSA-N
CAS DataBase Reference	90098-04-7(CAS DataBase Reference)
FDA UNII	LR583V32ZR
NCI Drug Dictionary	rebamipide
ATC code	A02BX14

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS06

Signal word

Danger

Hazard statements

H301

Precautionary statements

P301+P310

RIDADR

UN 2811 6.1 / PGIII

WGK Germany

3

RTECS

VC2518500

HS Code

29337900

NFPA 704

	0
2		0

Rebamipide price More Price(40)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	R5655	Rebamipide hydrate ≥98% (HPLC), powder	90098-04-7	5mg	$82.8	2024-03-01	Buy
Sigma-Aldrich	R5655	Rebamipide hydrate ≥98% (HPLC), powder	90098-04-7	25mg	$332	2024-03-01	Buy
TCI Chemical	R0085	Rebamipide >98.0%(HPLC)	90098-04-7	1g	$17	2024-03-01	Buy
TCI Chemical	R0085	Rebamipide >98.0%(HPLC)	90098-04-7	5g	$47	2024-03-01	Buy
Cayman Chemical	17186	Rebamipide ≥98%	90098-04-7	1g	$62	2024-03-01	Buy

Product number	Packaging	Price	Buy
R5655	5mg	$82.8	Buy
R5655	25mg	$332	Buy
R0085	1g	$17	Buy
R0085	5g	$47	Buy
17186	1g	$62	Buy

Rebamipide Chemical Properties,Uses,Production

Description

Rebamipide is a quinolinone derivative that stimulates endogenous PGE2 generation in gastric mucosa, enhancing gastric mucosal defense in a COX-2-dependent manner.
Rebamipide has been shown to inhibit the production of reactive oxygen species and to decrease cytokine release induced by H. pylori infection.
A daily oral dose of 100 mg/kg was found to be protective against the development of pyloric channel ulcers in Mongolian gerbils infected with H. pylori.
In addition to the stomach, rebamipide can also enhance secretion of mucin covering the conjunctiva and cornea, which is important for tear film adhesion.
Rebamipide, a gastroprotective drug, was developed in Japan and was proven to be superior to cetraxate, the former most prescribed drug of the same category, in 1989 in the treatment for gastric ulcers. The initially discovered basic mechanisms of action of rebamipide included its action as a prostaglandin inducer and oxygen free-radical scavenger. In the last 5 years, several basic and clinical studies have been performed for functional dyspepsia, chronic gastritis, NSAID-induced gastrointestinal injuries, gastric ulcer following eradication therapy for Helicobacter pylori, gastric ulcer after endoscopic surgery and ulcerative colitis. In addition, several molecules have been identified as therapeutic targets of rebamipide to explain its pleiotropic pharmacological actions.

Pharmacological effects

The chemical structure of rebamipide contains the para-amide groups in the benzyl group, the carbonyl group in 2’ position, and the double bond in 3’, 4’ position. It has a dose-dependent inhibitory effect on the reactive oxygen species produced by the activation of neutrophils and can further effectively scavenger free radicals, thereby preventing the damage of free radical on the gastric mucosa. This product can also promote gastric prostaglandin synthesis, enhance gastric mucosal barrier. In addition, by preventing the adhesion of Helicobacter pylori (Hp) adhesion to gastric epithelial cells, the product can reduce oxidative stress, reduce the concentration of cell factor produced by H. pylori and further inhibiting of HP’s injury on gastric mucosa.
Animal experiment has already showed that rebamipide can remove free radicals within the epithelial cells, and have a significant inhibition on the O2-produced by neutrophils; it also has some effects on eliminating hydroxyl radical; it can also inhibit HP and its production of chemotaxis factors. It can also inhibit the injury of gastric mucosa caused by bile acid and increase the synthesis of prostaglandins.
The above information is edited by the chemicalbook of Dai Xiongfeng.

Pharmacokinetics

Absorption and Metabolism: After oral administration of 0.6g, the time for reaching peak of plasma concentration is (1.95 ± 0.73) h, the peak plasma concentration is (510.3 ± 152.0) ng/ml, its elimination half-life is (1.75 ± 0.63) hours. According to reports, after oral administration of 0.1 g of rebamipide 0.1g, after about two hours, the plasma concentration reaches peak at 210ng/ml with the elimination half-life of about 2 hours; about 10% of the dose is excreted through the urine. Multiple dose study has showed that the drug did not accumulate in the human body.

synthetic route

Figure 2 The synthetic route of Rebamipide.

Indications

1. Prevents and treatment of injury of gastric mucosal caused by NSAIDs
Rebamipide has an obvious reversal effect on the side effects of NSAIDs drug-induced reduction of the synthesis of gastric mucosal prostaglandin and increased permeability of mucosa. Further study has found that patients taking NSAIDs had gotten high expression of gastric epithelial HIF-1, suggesting that the gastric mucosa of patients is within hypoxic-ischemic state; However, patients taking rebamipide has significantly reduced HIF-1 expression, demonstrating that rebamipide has a very good protective effect on the gastric mucosa of patients taking NSAIDs table. From this perspective, rebamipide may have a prevention and treatment effect on NSAIDs (especially non-selective NSAIDs) induced gastric mucosal damage.
2. HP-related gastritis treatment
Haruma et al have reported that: in the observation of clinical treatment of 86 HP-positive patients, 53 patients taking rebamipide had stomach antrum and stomach body monocytes with significant reduction on granulocytes cell infiltration and had the stomach inflammation much more be alleviated than those without medication, indicating that it has a high-quality effect on treating HP-associated gastritis.
3. Other
Studies have reported that patients with gastric cancer who have taken rebamipide before surgeries had significant lower body temperature than the control group at 3 days after surgeries. Moreover, their serum IL-6 levels are also significantly lower than the control group, demonstrating that rebamipide has alleviated effect on the post-surgery systemic inflammatory response syndrome of gastric cancer patients; rebamipide may also become a new means of treatment for ulcerative colitis; may also become a new and effective approach for treating Meniere's disease.

Dosage

The adult dosage of rebamipide is 100 mg orally three times daily.
RAU: 3 tablets/day for 7-14 days.
Behcet's disease: 3 tablets/day for 2 months.

side effects

The most commonly reported Rebamipide side effects:
   Pyrexia (4)
   Pleural Effusion (4)
   Renal Failure Acute (4)
   Liver Disorder (4)
   Nausea (4)
   Pancytopenia (3)
   Dyspnoea (3)
   Diarrhoea (3)
   Hypokalaemia (3)
   Malaise (3)
   Renal Impairment (3)
   Decreased Appetite (3)
   Transitional Cell Carcinoma (2)
   Constipation (2)
   Urticaria (2)
   Pruritus (2)
   Vomiting (2)
   Feeling Abnormal (2)
   Blood Glucose Increased (2)
   Blood Pressure Decreased (2)
Hypersensitivity and rash was seen in less than 1% of patients.

Safety

Rebamipide promotes the ulcer healing rate to be as high as 56% to 67%, higher than other gastric mucosal protective agent; it can increase the eradication frequency without the increase of antibiotics, preventing phenomenon of the increase of adverse reactions caused by increased dose of antibiotics.

Side effects

Adverse reactions include leukopenia, thrombocytopenia, dizziness, drowsiness, numbness, abnormal taste, bloating, constipation, thirst, nausea, vomiting, heartburn, belching, abdominal pain, diarrhea, throat foreign body sensation, increased blood urea nitrogen, swollen breasts galactorrhea, menstrual disorders and eczema. It may also cause male breast enlargement. It can also occasionally cause coughing, difficulty in breathing, palpitations, fever, swelling, rash, itching and liver dysfunction. During the medication, if allergic reactions such as itching, rashes or eczema occurs, stop taking drugs immediately. The incidence is about 2.2% with the symptoms disappearing after withdrawal. Disable it for people who are allergic to this drug. The elderly and pregnant women should take with caution. Lactating women should stop breastfeeding upon medication. Safety of children's medication safety is still unclear.

Chemical Properties

obtain the white powder from dimethylformamide-water with its hemihydrate m.p. being 288-290°C (decomposition).
(-)-Configuration: from dimethylformamide to give colorless needles, mp 305~306 °C (decomposition). [α] D20-116.7 ° (C = 1.0, dimethylformamide).
(+)-Configuration: from dimethylformamide to give colorless needles, mp 305~306 °C (decomposition). [α] D20 + 116.9 ° (C = 1.0, dimethylformamide).

Uses

It is used for treating stomach ulcers.
It is a kind of novel anti-ulcer drugs.

Chemical Properties

White Powder

Uses

An inducer of endogenous prostaglandin and a oxygen-derived free radical scavenger.

Uses

antiulcer, antioxidant

Uses

Shows antiulcer activity in rats

Definition

ChEBI: 2-[[(4-chlorophenyl)-oxomethyl]amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid is a secondary carboxamide.

Biochem/physiol Actions

Rebamipide is an anti-ulcer agent with free-radical scavenging and anti-inflammatory effects. It has been used for mucosal protection, healing of gastroduodenal ulcers, and treatment of gastritis. It works by enhancing mucosal defense, scavenging free radicals, and temporarily activating COX-2 genes. Rebamipide significantly reduced ulcerogenesis and maintained mucosal superoxide dismutase (SOD) activity. It has also been used for the treatment of Beh?et′s disease. Rebamipide may be involved in a noval mechanism to enhance tear secretion and increase mucin levels covering conjunctiva and cornea.

Rebamipide Preparation Products And Raw materials

Raw materials

Ethanol Diethyl acetamidomalonate Potassium carbonate 2-Quinolinol 4-(Bromomethyl)-2(1H)-quinolinone

4-Chlorobenzoyl chloride

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Preparation Products

Rebamipide Suppliers

Global( 445)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Mojin Biotechnology Co., Ltd	+8613288715578	sales@hbmojin.com	China	12453	58
Changzhou Rokechem Technology Co., Ltd.	18758118018	sales001@rokechem.com	China	255	58
Shaanxi TNJONE Pharmaceutical Co., Ltd	+86-13474506593 +86-13474506593	sarah@tnjone.com	China	848	58
Beijing Cooperate Pharmaceutical Co.,Ltd	010-60279497	sales01@cooperate-pharm.com	CHINA	1811	55
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21695	55
Shanghai Time Chemicals CO., Ltd.	+86-021-57951555 +8617317452075	jack.li@time-chemicals.com	China	1807	55
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Accela ChemBio Inc.	(+1)-858-699-3322	info@accelachem.com	United States	19965	58
Hebei Guanlang Biotechnology Co., Ltd.	+86-19930503282	alice@crovellbio.com	China	8822	58
Xiamen AmoyChem Co., Ltd	+86-592-6051114 +8618959220845	sales@amoychem.com	China	6387	58

Supplier	Advantage
Hebei Mojin Biotechnology Co., Ltd	58
Changzhou Rokechem Technology Co., Ltd.	58
Shaanxi TNJONE Pharmaceutical Co., Ltd	58
Beijing Cooperate Pharmaceutical Co.,Ltd	55
Henan Tianfu Chemical Co.,Ltd.	55
Shanghai Time Chemicals CO., Ltd.	55
career henan chemical co	58
Accela ChemBio Inc.	58
Hebei Guanlang Biotechnology Co., Ltd.	58
Xiamen AmoyChem Co., Ltd	58

View Lastest Price from Rebamipide manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-22	Rebamipide 90098-04-7	US $0.00 / Kg/Bag	2Kg/Bag	99% up / USP/JP/GMP/DMF	20 tons	Sinoway Industrial co., ltd.
2024-04-16	Rebamipide 90098-04-7	US $0.00 / kg	1kg	99%	10000kg	Shaanxi TNJONE Pharmaceutical Co., Ltd
2024-04-16	Rebamipide 90098-04-7	US $0.00 / kg	1kg	99%	10000kg	Shaanxi TNJONE Pharmaceutical Co., Ltd

Rebamipide
90098-04-7
US $0.00 / Kg/Bag
99% up / USP/JP/GMP/DMF
Sinoway Industrial co., ltd.

Rebamipide
90098-04-7
US $0.00 / kg
99%
Shaanxi TNJONE Pharmaceutical Co., Ltd

Rebamipide
90098-04-7
US $0.00 / kg
99%
Shaanxi TNJONE Pharmaceutical Co., Ltd

Rebamipide Spectrum

Rebamipide(90098-04-7)¹HNMR

90098-04-7(Rebamipide)Related Search:

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Rebamipide Impurity 1 Rebamipide Impurity 4 RebaMipide 2-Chloro IMpurity Rebamipide Methyl Ester RebaMipide 3-Chloro IMpurity

RebaMipide iMpurity 1 DL-3-(1,2-Dihydro-2-oxo-quinoline-4-yl)alanine hydrochloride 4-Chlorobenzamide

1of4

(+-)-1,2-dihydro-alpha-((4-chlorobenzoyl)amino)-2-oxo-4-quinolinepropanoica (+-)-2-(4-chlorobenzoylamino)-3-(2(1h)-quinolinon-4-yl)propionicacid Mucosta Proamipide 2-dihydro-alpha-((4-chlorobenzoyl)amino)-2-oxo- (+-)-4-quinolinepropanoic acid 2-(4-Chlorobenzoylamino)-3-(1,2-dihydro-2-oxo-4-quinolyl)propionic acid 2-(4-CHLOROBENZAMIDO)-3-(2-OXO-1,2-DIHYDROQUINOLIN-4-YL)PROPANOIC ACID OPC-12759, Mucosta, α-[(4-Chlorobenzoyl)-amino]-1,2-dihydro-2-oxo-4-quinolinepropanoic Acid 2-(4-Chlorobenzoylamino)-3-(1,2-dihydro-2-oxo-4- (+-)-1,2-Dihydro-alpha-((4-chlorobenzoyl)amino)-2-oxo-4-quinolinepropanoic acid 4-Quinolinepropanoic acid, 1,2-dihydro-alpha-((4-chlorobenzoyl)amino)-2-oxo-, (+-) 2-(4-Chlorobenzoylamino)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propionic acid α-[(4-Chlorobenzoyl)amino]-1,2-dihydro-2-oxo-4-quinolinepropanoic acid 2-[(4-chlorobenzoyl)amino]-3-(2-keto-1H-quinolin-4-yl)propionic acid 2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid 2-[(4-chlorophenyl)carbonylamino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid Korea-FDA API 2-(4-Chlorobenzamido)-3-[2(1H)-quinolinon-4-yl]propionic Acid Mucosta hydrate α-[(4-Chlorobenzoyl)amino]-1，2-dihydro-2-oxo-4-quinolinepmpanoic acid 0PC-12759 REBAMIPIDE REBAPIMIDE REBAMIPIDE,99.5% RebamipideRebamipide 4-Quinolinepropanoic acid, a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo- (9CI) OPC 12759 hydrate Proamipide hydrate Rebamipide hydrate α-[(4-Chlorobenzoyl)amino]-1,2-dihydro-2-oxo-4-quinolinepropanoic acid hydrate OPC-12759, Mucosta, a-[(4-Chlorobenzoyl)-amino]-1,2-dihydro-2-oxo-4-quinolinepropanoic Acid Rebagen 1,2-dihydro-alpha-((4-chlorobenzoyl)amino)-2-oxo-4-quinolinepropanoicaci( 2-dihydro-alpha-((4-chlorobenzoyl)amino)-2-oxo-(+-)-4-quinolinepropanoicaci opc12759 opc-12759 Rebamipid (111911-87-6) rebamipide Rebamipide, 99%, Inducer of endogenous prostaglandin and a oxygen-derived free radical scavenger Rebamipide > 4-Quinolinepropanoic acid, α-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo- hot selling Rebamipide 2-(4-Chlorobenzamido)-3-(2-oxo-1,2-dihydro-4-quinolyl)propanoic Acid RebamipideQ: What is Rebamipide Q: What is the CAS Number of Rebamipide Q: What is the storage condition of Rebamipide Rebamipide 98% (HPLC) NSC 1538 NSC1538 NSC-1538 Rui pat 4-Quinolinepropanoic acid, α-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo- Ruibapaite Impurity 3 2-(4-Dhlorobenzamido)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoic acid α-[(4-Chlorobenzoyl)Amino]-1,2-Dihydro-2-Oxo-4-Quinolinepropanoic Acid Rebamipide impurities Rebapaite Rebamupide Rebamipide, ≥ 95.0% 90098-04-7