Tìm theo
Rabeprazole
Các tên gọi khác (2) :
  • Clofezone
  • Rabeprazole
Thuốc đường tiêu hóa
Thuốc Gốc
Small Molecule
CAS: 117976-89-3
ATC: A02BC04
ĐG : A-S Medication Solutions LLC , http://orders.a-smeds.com
CTHH: C18H21N3O3S
PTK: 359.443
Rabeprazole is an antiulcer drug in the class of proton pump inhibitors. It is a prodrug - in the acid environment of the parietal cells it turns into active sulphenamide form. Rabeprazole inhibits the H+, K+ATPase of the coating gastric cells and dose-dependent oppresses basal and stimulated gastric acid secretion.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C18H21N3O3S
Phân tử khối
359.443
Monoisotopic mass
359.130362243
InChI
InChI=1S/C18H21N3O3S/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,20,21)
InChI Key
InChIKey=YREYEVIYCVEVJK-UHFFFAOYSA-N
IUPAC Name
2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methane}sulfinyl)-1H-1,3-benzodiazole
Traditional IUPAC Name
2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
SMILES
COCCCOC1=C(C)C(CS(=O)C2=NC3=CC=CC=C3N2)=NC=C1
Độ hòa tan
3.36e-01 g/l
logP
0.6
logS
-3
pKa (strongest acidic)
9.35
pKa (Strongest Basic)
4.24
PSA
77.1 Å2
Refractivity
98.07 m3·mol-1
Polarizability
39.64 Å3
Rotatable Bond Count
8
H Bond Acceptor Count
5
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
MDDR-Like Rule
true
Dược Lực Học : Rabeprazole prevents the production of acid in the stomach. It reduces symptoms and prevents injury to the esophagus or stomach in patients with gastroesophageal reflux disease (GERD) or ulcers. Rabeprazole is also useful in conditions that produce too much stomach acid such as Zollinger-Ellison syndrome. Rabeprazole may also be used with antibiotics to get rid of bacteria that are associated with some ulcers. Rabeprazole is a selective and irreversible proton pump inhibitor, suppresses gastric acid secretion by specific inhibition of the H+, K+ -ATPase, which is found at the secretory surface of parietal cells. In doing so, it inhibits the final transport of hydrogen ions (via exchange with potassium ions) into the gastric lumen.
Cơ Chế Tác Dụng : Rabeprazole is an antiulcer drug in the class of proton pump inhibitors. It is a prodrug - in the acid environment of the parietal cells it turns into active sulphenamide form. Rabeprazole inhibits the H+, K+ATPase of the coating gastric cells and dose-dependent oppresses basal and stimulated gastric acid secretion. Rabeprazole belongs to a class of antisecretory compounds (substituted benzimidazole proton-pump inhibitors) that do not exhibit anticholinergic or histamine H2-receptor antagonist properties, but suppress gastric acid secretion by inhibiting the gastric H+/K+ATPase (hydrogen-potassium adenosine triphosphatase) at the secretory surface of the gastric parietal cell. Because this enzyme is regarded as the acid (proton) pump within the parietal cell, rabeprazole has been characterized as a gastric proton-pump inhibitor. Rabeprazole blocks the final step of gastric acid secretion. In gastric parietal cells, rabeprazole is protonated, accumulates, and is transformed to an active sulfenamide. When studied in vitro, rabeprazole is chemically activated at pH 1.2 with a half-life of 78 seconds.
Dược Động Học :
▧ Absorption :
Absolute bioavailability is approximately 52%.
▧ Protein binding :
96.3% (bound to human plasma proteins)
▧ Metabolism :
Hepatic
▧ Route of Elimination :
Following a single 20 mg oral dose of 14C-labeled rabeprazole, approximately 90% of the drug was eliminated in the urine, primarily as thioether carboxylic acid; its glucuronide, and mercapturic acid metabolites.
▧ Half Life :
1-2 hours (in plasma)
Chỉ Định : For the treatment of acid-reflux disorders (GERD), peptic ulcer disease, H. pylori eradication, and prevention of gastroinetestinal bleeds with NSAID use.
Tương Tác Thuốc :
  • Atazanavir Rabeprazole may decrease the serum levels and therapeutic effects of atazanavir.
  • Cefditoren Proton pump inhibitors such as rabeprazole may decrease the serum concentration of cefditoren. If possible, avoid use of cefditoren with proton pump inhibitors (PPIs). Consider alternative methods to minimize/control acid reflux (eg, diet modification) or alternative antimicrobial therapy if use of PPIs can not be avoided.
  • Clopidogrel Rabeprazole may decrease serum concentrations of the active metabolite(s) of clopidogrel. Due to the possible risk for impaired clopidogrel effectiveness with this combination, clinicians should carefully consider the need for concurrent rabeprazole therapy in patients receiving clopidogrel. Monitor response to clopidogrel closely when using clopidogrel with rabeprazole. Whether there are differences among individual proton pump inhibitors is unclear. Other acid-lowering therapies (e.g., H2-receptor antagonists, antacids, etc.) do not appear to share this interaction with clopidogrel.
  • Dasatinib Rabeprazole may decrease the serum level of dasatinib.
  • Digoxin Rabeprazole increases the effect of digoxin
  • Enoxacin Rabeprazole may decrease the absorption of enoxacin.
  • Indinavir Omeprazole decreases the absorption of indinavir
  • Itraconazole The proton pump inhibitor, rabeprazole, may decrease the absorption of itraconazole.
  • Ketoconazole The proton pump inhibitor, rabeprazole, may decrease the absorption of ketoconazole.
  • Rilpivirine Proton-pump inhibitors increase gastric pH which causes a decrease in the exposure of rilpivirine thus reducing efficacy.
  • Tretinoin The moderate CYP2C8 inhibitor, Rabaprazole, may decrease the metabolism and clearance of oral Tretinoin. Monitor for changes in Tretinoin effectiveness and adverse/toxic effects if Rabaprazole is initiated, discontinued to dose changed.
Liều Lượng & Cách Dùng : Tablet, coated - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : AcipHex
  • Công ty :
    Sản phẩm biệt dược : Pariet
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01129
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5029
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506366
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07864
ChemSpider
http://www.chemspider.com/Chemical-Structure.4853.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/62856-243-30
PharmGKB
http://www.pharmgkb.org/drug/PA451216
Wikipedia
http://en.wikipedia.org/wiki/Rabeprazole
RxList
http://www.rxlist.com/cgi/generic3/aciphex.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/aci1534.shtml
Drugs.com
http://www.drugs.com/cdi/rabeprazole.html
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