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DTXSID50185290

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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Hs2s9vk3nh, 313640-86-7, Unii-hs2s9vk3nh, Dtxsid50185290, Q27280070, 1h-benzimidazole, 2-((r)-((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl)methyl)sulfinyl)-, hydrate (2:3)

Molecular Formula

C₃₂H₃₄F₆N₆O₇S₂

Molecular Weight

792.8 g/mol

InChI Key

XTQWZVSRVXCIGB-BBBDYAHLSA-N

FDA UNII

HS2S9VK3NH

The R-isomer of lansoprazole that is used to treat severe GASTROESOPHAGEAL REFLUX DISEASE.

1 2D Structure

DTXSID50185290

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[(R)-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1H-benzimidazole;trihydrate

2.1.2 InChI

InChI=1S/2C16H14F3N3O2S.3H2O/c2*1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15;;;/h2*2-7H,8-9H2,1H3,(H,21,22);3*1H2/t2*25-;;;/m11.../s1

2.1.3 InChI Key

XTQWZVSRVXCIGB-BBBDYAHLSA-N

2.1.4 Canonical SMILES

CC1=C(C=CN=C1CS(=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F.CC1=C(C=CN=C1CS(=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F.O.O.O

2.1.5 Isomeric SMILES

CC1=C(C=CN=C1C[S@@](=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F.CC1=C(C=CN=C1C[S@@](=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F.O.O.O

2.2 Other Identifiers

2.2.1 UNII

HS2S9VK3NH

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-((r)-((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl)methyl)sulfinyl)-1h-benzimidazole

2. Dexilant

3. Dexlansoprazole

4. Lansoprazole, R Isomer

5. Lansoprazole, R-isomer

6. R Lansoprazole

7. R-isomer Lansoprazole

8. R-lansoprazole

9. T 168390

10. T-168390

11. T168390

12. Tak 390

13. Tak 390mr

14. Tak-390

15. Tak-390mr

16. Tak390

17. Tak390mr

2.3.2 Depositor-Supplied Synonyms

1. Hs2s9vk3nh

2. 313640-86-7

3. Unii-hs2s9vk3nh

4. Dtxsid50185290

5. Q27280070

6. 1h-benzimidazole, 2-((r)-((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl)methyl)sulfinyl)-, Hydrate (2:3)

2.4 Create Date

2013-07-08

3 Chemical and Physical Properties

Molecular Formula	C₃₂H₃₄F₆N₆O₇S₂
Molecular Weight	792.8 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	19
Rotatable Bond Count	10
Exact Mass	792.18345876 g/mol
Monoisotopic Mass	792.18345876 g/mol
Topological Polar Surface Area	177 Å²
Heavy Atom Count	53
Formal Charge	0
Complexity	480
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	5

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

Proton Pump Inhibitors

Compounds that inhibit H(+)-K(+)-EXCHANGING ATPASE. They are used as ANTI-ULCER AGENTS and sometimes in place of HISTAMINE H2 ANTAGONISTS for GASTROESOPHAGEAL REFLUX. (See all compounds classified as Proton Pump Inhibitors.)

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