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Also known as: 248919-64-4, Azd0865, Azd-0865, E0ou4sc8dp, 847574-05-4, Chembl497011

Molecular Formula

C₂₁H₂₆N₄O₂

Molecular Weight

366.5 g/mol

InChI Key

GHVIMBCFLRTFHI-UHFFFAOYSA-N

FDA UNII

E0OU4SC8DP

Linaprazan is a lipophilic, weak base with potassium-competitive acid blocking (P-CAB) activity. Linaprazan concentrates highly in the gastric parietal cell canaliculus and on entering this acidic environment is instantly protonated and binds competitively and reversibly to the potassium binding site of the proton pump hydrogen-potassium adenosine triphosphatase (H+/K+ ATPase), thereby inhibiting the pump's activity and the parietal cell secretion of H+ ions into the gastric lumen, the final step in gastric acid production.

1 2D Structure

Linaprazan

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

8-[(2,6-dimethylphenyl)methylamino]-N-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

2.1.2 InChI

InChI=1S/C21H26N4O2/c1-13-6-5-7-14(2)18(13)11-23-19-10-17(21(27)22-8-9-26)12-25-16(4)15(3)24-20(19)25/h5-7,10,12,23,26H,8-9,11H2,1-4H3,(H,22,27)

2.1.3 InChI Key

GHVIMBCFLRTFHI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=CC=C1)C)CNC2=CC(=CN3C2=NC(=C3C)C)C(=O)NCCO

2.2 Other Identifiers

2.2.1 UNII

E0OU4SC8DP

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 248919-64-4

2. Azd0865

3. Azd-0865

4. E0ou4sc8dp

5. 847574-05-4

6. Chembl497011

7. 8-[(2,6-dimethylphenyl)methylamino]-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

8. 8-(((2,6-dimethylphenyl)methyl)amino)-n-(2-hydroxyethyl)-2,3-dimethylimidazo(1,2-a)pyridine-6-carboxamide

9. 8-((2,6-dimethylbenzyl)amino)-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

10. Linaprazan [inn]

11. Linaprazan [inn:ban]

12. Unii-e0ou4sc8dp

13. 8-[(2,6-dimethylbenzyl)amino]-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

14. 8-{[(2,6-dimethylphenyl)methyl]amino}-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

15. Azd0865(linaprazan)

16. Schembl1138353

17. Dtxsid90870279

18. Azd 0865

19. Yja91964

20. Zinc1547156

21. Bdbm50268741

22. Cs-5725

23. 2,3-dimethyl-8-(2,6-dimethylbenzylamino)-n-hydroxyethyl-imidazo[1,2-a]pyridine-6-carboxamide

24. Hy-100412

25. A911885

26. Q27276714

27. 2,3-dimethyl-8-[(2,6-dimethylbenzyl)amino]-6-[n-(2-hydroxyethyl)aminocarbonyl]imidazo[1,2-a]pyridine

28. 8-(2,6-dimethylbenzylamino)-n-(2-hydroxyethyl)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₆N₄O₂
Molecular Weight	366.5 g/mol
XLogP3	3.4
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Exact Mass	366.20557608 g/mol
Monoisotopic Mass	366.20557608 g/mol
Topological Polar Surface Area	78.7 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	493
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1