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S4443

Sigma-Aldrich

SCH-28080

≥98% (HPLC), solid

Synonym(e):

2-methyl-8-(phenylmethoxy)imidazo[1,2-a]pyridine-3-acetonitrile

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About This Item

Empirische Formel (Hill-System):
C17H15N3O
CAS-Nummer:
76081-98-6
Molekulargewicht:
277.32
MDL-Nummer:
MFCD00834620
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278810
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

Farbe

white to light tan

Löslichkeit

DMSO: soluble >10 mg/mL
H2O: insoluble

Kompatibilität

for use with ABI 7700

Lagertemp.

−20°C

SMILES String

Cc1nc2c(OCc3ccccc3)cccn2c1CC#N

InChI

1S/C17H15N3O/c1-13-15(9-10-18)20-11-5-8-16(17(20)19-13)21-12-14-6-3-2-4-7-14/h2-8,11H,9,12H2,1H3

InChIKey

PYKJFEPAUKAXNN-UHFFFAOYSA-N

Anwendung

SCH-28080 was used to treat zebrafish embryos to study the role of H+/K+-ATPase in establishment of left-right axis during development.

Biochem./physiol. Wirkung

SCH-28080 is a potent inhibitor of gastric H+ and K+-ATPase. The novel antiulcer agents, SCH-28080 and SCH-32651 were examined for their ability to inhibit the H+K+ ATPase enzyme activity in a preparation of microsomal membranes from rabbit fundic mucosa. SCH- 28080 inhibited the isolated enzyme activity with a potency similar to omeprazole, IC50s of 2.5 and 4.0 μM respectively. SCH 32651 was less potent exhibiting an IC50 of 200.0 μM. Both compounds may therefore exert their antisecretory activity via a direct inhibition of the parietal cell H+K+ ATPase.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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Jiahong Shao et al.
Biochimica et biophysica acta, 1800(9), 906-911 (2010-07-03)
The H,K-ATPase, consisting of α and ß subunits, belongs to the P-type ATPase family. There are two isoforms of the α subunit, HKα₁ and HKα₂ encoded by different genes. The ouabain-resistant gastric HKα₁-H,K-ATPase is Sch28080-sensitive. However, the colonic HKα₂-H,K-ATPase from
Aydan Yenişehirli et al.
Pharmacological research, 54(6), 397-405 (2006-09-05)
The effect of H(+)/K(+)-ATPase inhibitors on rat vas deferens contractility was investigated in vitro. Omeprazole (100-300microM), lansoprazole (100-300microM) and SCH 28080 (10-100microM) (2-methyl-8-(phenylmethoxy)-imidazo[1,2-a]pyridine-3-acetonitrile) decreased contractile responses of vas deferens to electrical field stimulation, high K(+) (80mM) and phenylephrine in a
W A Simon et al.
The Journal of pharmacology and experimental therapeutics, 321(3), 866-874 (2007-03-21)
After treatment of millions of patients suffering from gastroesophageal reflux disease (GERD) and other acid-related ailments with proton pump inhibitors, there are still unmet medical needs such as rapid and reliable pain relief, especially for nocturnal acid breakthrough. In this
P Kirchhoff et al.
American journal of physiology. Gastrointestinal and liver physiology, 291(5), G838-G843 (2006-06-27)
The gastric H+,K+-ATPase of the parietal cell is responsible for acid secretion in the stomach and is the main target in the pharmacological treatment of acid-related diseases. Omeprazole and other benzimidazole drugs, although having delayed efficacy if taken orally, have
C K Scott et al.
European journal of pharmacology, 112(2), 268-270 (1985-06-07)
The novel antiulcer agents, SCH 28080 and SCH 32651 were examined for their ability to inhibit the H+K+ ATPase enzyme activity in a preparation of microsomal membranes from rabbit fundic mucosa. SCH 28080 inhibited the isolated enzyme activity with a
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