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R-(+)-Lansoprazole

R-(+)-Lansoprazole Structure
CAS No.
138530-94-6
Chemical Name:
R-(+)-Lansoprazole
Synonyms
Dexlansoprazole;TAK 390;T 168390;D-lansoprazole;Dexlansaprazole;Dexlanzoprazole;T 168390,TAK 390;(+)-Lansoprazole;R-(+)-Lansoprazole;Lansoprazole R-Isomer
CBNumber:
CB71269821
Molecular Formula:
C16H14F3N3O2S
Molecular Weight:
369.36
MOL File:
138530-94-6.mol
Modify Date:
2024/3/22 14:56:24

R-(+)-Lansoprazole Properties

Melting point 66-68?C
Boiling point 555.8±60.0 °C(Predicted)
Density 1.50±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Solid
pka 9.56±0.10(Predicted)
color Off-White to Dark Brown
Stability Hygroscopic

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08,GHS07
Signal word  Warning
Hazard statements  H317-H373
Precautionary statements  P260-P314-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
NFPA 704
0
2 0

R-(+)-Lansoprazole price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML2624 Dexlansoprazole ≥98% (HPLC) 138530-94-6 50MG ₹9201.25 2022-06-14 Buy
Product number Packaging Price Buy
SML2624 50MG ₹9201.25 Buy

R-(+)-Lansoprazole Chemical Properties,Uses,Production

Description

The mechanism of PPIs involves the irreversible binding to the hydrogen/potassium adenosine triphosphatase enzyme system, commonly referred to as the gastric proton pump, of the gastric parietal cell. As the last stage in gastric acid secretion, blockade of the gastric proton pump is an effective treatment for a variety of diseases requiring acid suppression, such as heartburn, peptic ulcers, and GERD. Dexlansoprazole is the latest PPI to hit the market, joining the ranks of omeprazole, rabeprazole, pantoprazole, esomeprazole, and lansoprazole, and is the Renantiomer of the racemic lansoprazole. Compared to its predecessors, dexlansoprazole exhibits improved pharmacokinetics with slower clearance and longer terminal half-life. In addition, dexlansoprazole utilizes a novel DDR technology; drug release is optimized through the use of granules with different pH-dependent dissolution profiles, thereby providing an initial release in the proximal small intestine within 1-2 h of administration followed by a subsequent release at distal regions of the small intestine several hours later. With its longer duration of action culminating in more effective acid suppression, dexlansoprazole may have an advantage over conventional PPIs that possess single release formulations (immediate or delayed). Similar to all PPIs, dexlansoprazole is a prodrug that consists of pyridine and benzimidazole rings with a latent sulfenamide moiety. In order to form the disulfide bond with cysteine residues of the proton pump, dexlansoprazole must be activated through two protonations followed by a spontaneous rearrangement to unmask the sulfenamide.

Chemical Properties

Brown Solid

Uses

The R-enantiomer of Lansoprazole; a gastric proton pump inhibitor. An antiulcerative

Clinical Use

Takeda Pharmaceuticals received approval of dexlansoprazole, a dual release formulation of the (R)-isomer of lansoprazol proton pump inhibitor (PPI) already in the market, from the FDA in January 2009. Dexlansoprazole is a delayed release capsule for the oncedaily, oral treatment of heartburn associated with symptomatic non-erosive gastroesophageal reflux disease (GERD), the healing of erosive esophagitis (EE) and the maintenance of healed EE. The dual release formulation is designed to provide two separate releases of medication, one at 1–2 h and then another at 4–5 h after treatment, for extended efficacy in the treatment of GERD.

Side effects

The most commonly recorded adverse reactions that occurred at a higher incidence than placebo were diarrhea, abdominal pain, nausea, vomiting, flatulence, and upper respiratory tract infection. As dexlansoprazole inhibits gastric acid secretion, its use is expected to interfere with the absorption of drugs with pH-dependent oral bioavailability. Since the HIV protease inhibitor atazanavir is dependent on gastric acid for absorption, dexlansoprazole should not be co-administered with atazanavir to avoid a loss of therapeutic efficacy. While co-administration of dexlansoprazole did not affect the pharmacokinetics of warfarin or INR (international normalized ratio: the ratio of a patient s prothrombin time to a normal sample), there have been reports of increased INR and prothrombin time in patients receiving concomitant treatment with PPIs and warfarin. Since increases in INR and prothrombin time may lead to abnormal bleeding and possibly death, concomitant use of dexlansoprazole and warfarin may necessitate monitoring for increases in INR and prothrombin time.

R-(+)-Lansoprazole Preparation Products And Raw materials

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R-(+)-Lansoprazole Spectrum

(R)-2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole 1H-Benzimidazole, 2-[(R)-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]- (9CI) 1H-Benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-, (R)- R-(+)-Lansoprazole 2-[(R)-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole T 168390 TAK 390 2-[[3-Methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1H-benzoimidazole 2-[(R)-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]Methyl]sulfinyl]- (+)2-[(R)-{[3-METHYL-4-(2,2,2-TRIFLUOROETHOXY) PYRIDIN-2-YL-1H-BENZIMIDAZOLE T 168390,TAK 390 (R)-2-(((3-Methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole Dexlansoprazole 22.5% enteric coated pellets Lansoprazole R-Isomer 1H-BenziMidazole,2-[(R)-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]Methyl]sulfinyl]- Lansoprazole Impurity 14 Dexlansoprazole related impurities 2 Dexlansoprazole / R-(+)-Lansoprazole Lansoprazole impurity 17/Lansoprazole R-Isomer/(R)-Lansoprazole/Dexlansoprazole/2-[(R)-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole R-(+)-Lansoprazole USP/EP/BP Dexlansaprazole DexlansoprazoleQ: What is Dexlansoprazole Q: What is the CAS Number of Dexlansoprazole Q: What is the storage condition of Dexlansoprazole Dexlansoprazole Dexlanzoprazole (+)-Lansoprazole D-lansoprazole Dexlansoprazole|||T 168390|||TAK 390|||R-(+)-Lansoprazole 138530-94-6 DEXILANT APIs Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds