R-(+)-Lansoprazole

Description

R-(+)-Lansoprazole · CAS 138530-94-6 · C16H14F3N3O2S. UNII 0K5C5T2QPG. Melting Point: 178-182 °C; Melting Point: 178 to 182 °C (decomposes); Melting Point: 178 - 182 °C.

Identification

CAS Registry Number	138530-94-6
PubChem CID	3883
Molecular formula	C16H14F3N3O2S
IUPAC name	2-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methylsulfinyl]-1H-benzimidazole
UNII (FDA)	0K5C5T2QPG

Computed Descriptors

Molecular Weight	369.4
XLogP3	2.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	5
Exact Mass	369.07588236
Monoisotopic Mass	369.07588236
Topological Polar Surface Area	87.1
Heavy Atom Count	25
Formal Charge	0

Physical & Chemical Properties

Melting Point	178-182 °C
Melting Point	178 to 182 °C (decomposes)
Melting Point	178 - 182 °C
Solubility	0.97
LogP	2.7

Physical description & handling notes

• Solid
• White to brownish-white crystalline powder
• Odorless
• MP: approx 166 °C with decomposition. Stable when exposed to light for up to two months. The compound degrades in aqueous solution, the rate of degradation increasing with decreasing pH. At 25 °C the half-lives are approx 0.5 and 18 hrs at pH 5.0 and pH 7.0, respectively.
• Freely soluble in dimethylformamide; soluble in ethyl acetate, dichloromethane and acetonitrile; very slightly soluble in ether, and practically insoluble in hexane and water.
• >55.4 [ug/mL] (The mean of the results at pH 7.4)

Regulatory Status

GHS notification summary	0.7% (1 / 136)

GHS Hazard Classification

GHS notification summary	0.7% (1 / 136)
Reported hazard statements	H315 (96.3%), H319 (96.3%), H335 (95.6%)

Documented Uses

• Use (kg; approx.) in Germany (2009): >750
• Consumption (g per capita; approx.) in Germany (2009): 0.00916
• Consumption (g per capita) in the USA (2002): 0.0606
• Preparation: A. Nohara, Y. Maki, EP 174726; US 4628098 (both 1986 to Takeda)
• Lansoprazole is a proton pump inhibitor (PPI) and a potent inhibitor of gastric acidity which is widely used in the therapy of gastroesophageal reflux and peptic ulcer disease. Dexlansoprazole is an isomer of lansoprazole that has a similar spectrum of activity and toxicities. Lansoprazole therapy is associated with a low rate of transient and asymptomatic serum aminotransferase elevations and is a reported, but very rare cause of clinically apparent liver injury.
• Breast Feeding; Lactation; Milk, Human; Anti-Ulcer Agents; Gastrointestinal Agents; Proton Pump Inhibitors

Synonyms

lansoprazole; 103577-45-3; Prevacid; Limpidex; Agopton; Lanzor; Takepron; Zoton; Prevacid SoluTab; Lansoprazol; Lanzopral; Opiren; Lansoprazolum; Lansox; Ogast; AG-1749

Frequently Asked Questions

What are the CAS number and molecular formula of R-(+)-Lansoprazole?

CAS 138530-94-6; molecular formula C16H14F3N3O2S; molecular weight — g/mol.

What other names is R-(+)-Lansoprazole known by?

lansoprazole, 103577-45-3, Prevacid, Limpidex, Agopton, Lanzor.

Is R-(+)-Lansoprazole classified as hazardous?

0.7% of GHS notifications report no hazard classification (1 of 136).

What are the key physical properties of R-(+)-Lansoprazole?

Melting Point: 178-182 °C; Melting Point: 178 to 182 °C (decomposes); Melting Point: 178 - 182 °C; Solubility: 0.97.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.