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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Soraprazan (BYK61359) is a selective, reversible K-competitive inhibitor of the H,K-ATPase ( K i =6.4 nM), with an IC 50 of 0.19 μM in gastric glands. Soraprazan binds to the H,K-ATPase with a Kd of 28.27 nM. Soraprazan shows immediate inhibition of acid secretion and is more than 2000-fold selective for H,K-ATPase over Na,K- and Ca-ATPases.
In Vitro
Soraprazan (BYK61359) is a potent inhibitor of gastric H,K-ATPase, with an IC 50 of 0.1 μM when measured in ion-leaky vesicles in the presence of 1 mM potassium. Soraprazan (BYK61359) also effectively inhibits dibutyryl cAMP-stimulated [ 14 C]AP accumulation in isolated gastric glands with an IC 50 of 0.19 μM (0.09-0.40 μM geometric mean from n=6 with 95% confidence limits). MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
Soraprazan (1-27 μmol/kg; p.o.) shows rapid and consistent inhibition of acid secretion in dog . MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
| Sourires canoniques | CC1=C(N2C=CC3=C(C2=N1)NC(C(C3OCCOC)O)C4=CC=CC=C4)C |
|---|---|
| IUPAC Name | (7R,8R,9R)-7-(2-methoxyethoxy)-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridin-8-ol |
| InChIKey | PWILYDZRJORZDR-MISYRCLQSA-N |
| INCHI | 1S/C21H25N3O3/c1-13-14(2)24-10-9-16-18(21(24)22-13)23-17(15-7-5-4-6-8-15)19(25)20(16)27-12-11-26-3/h4-10,17,19-20,23,25H,11-12H2,1-3H3/t17-,19-,20-/m1/s1 |
| Isomères SMILES | CC1=C(N2C=CC3=C(C2=N1)N[C@@H]([C@H]([C@@H]3OCCOC)O)C4=CC=CC=C4)C |
| CAS alternatif | 261944-46-1 |
| PubChem CID | 213054 |
| Termes d'entrée MeSH | (7R,8R,9R)-7-(2-methoxyethoxy)-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo(1,2-H)(1,7)naphtyridin-8-ol;2,3-dimethyl-8-hydroxy-7-(2-methoxyethoxy)-9-phenyl-7,8,9,10-tetrahydroimidazo(1,2-h)(1,7)naphthyridine;BYK 61359;BYK-61359;BYK61359;remofuscin;sor |
| Poids moléculaire | 367.44 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Classe | Diazanaphthalenes |
| Subclass | Naphthyridines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Naphthyridines |
| Alternative Parents | Imidazo[1,2-a]pyridines Secondary alkylarylamines Aralkylamines Pyridines and derivatives N-substituted imidazoles Benzene and substituted derivatives Heteroaromatic compounds Secondary alcohols 1,2-aminoalcohols Dialkyl ethers Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Naphthyridine - Imidazo[1,2-a]pyridine - Aralkylamine - Secondary aliphatic/aromatic amine - Monocyclic benzene moiety - N-substituted imidazole - Benzenoid - Pyridine - Azole - Imidazole - Heteroaromatic compound - 1,2-aminoalcohol - Secondary alcohol - Dialkyl ether - Ether - Azacycle - Secondary amine - Hydrocarbon derivative - Alcohol - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Amine - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as naphthyridines. These are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom. |
| External Descriptors | Not available |
| Solubilité | DMSO : 200 mg/mL (544.31 mM; Need ultrasonic) |
|---|---|
| Poids moléculaire | 367.400 g/mol |
| XLogP3 | 2.800 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 5 |
| Exact Mass | 367.19 Da |
| Monoisotopic Mass | 367.19 Da |
| Topological Polar Surface Area | 68.000 Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 487.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |