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S4443

Sigma-Aldrich

SCH-28080

≥98% (HPLC), gastric H+ and K+-ATPase inhibitor, solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H15N3O
CAS Number:
Molecular Weight:
277.32
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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Product Name

SCH-28080, ≥98% (HPLC), solid

Quality Level

assay

≥98% (HPLC)

form

solid

color

white to light tan

solubility

DMSO: soluble >10 mg/mL
H2O: insoluble

compatibility

for use with ABI 7700

storage temp.

−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

InChI key

PYKJFEPAUKAXNN-UHFFFAOYSA-N

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1 of 4

This Item
SML1200A9227SML2462
form

solid

form

powder

form

solid

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: soluble >10 mg/mL, H2O: insoluble

solubility

DMSO: 0.5 mg/mL, clear (warmed)

solubility

H2O: freely soluble 22 mg/mL

solubility

DMSO: 2 mg/mL, clear

color

white to light tan

color

white to beige

color

white to beige

color

white to beige

Application

SCH-28080 was used to treat zebrafish embryos to study the role of H+/K+-ATPase in establishment of left-right axis during development.[1]

Biochem/physiol Actions

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.
SCH-28080 is a potent inhibitor of gastric H+ and K+-ATPase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
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
I Jeanette Lynch et al.
American journal of physiology. Renal physiology, 298(2), F408-F415 (2009-11-20)
In the collecting duct (CD), H-K-ATPases function in cation reabsorption and H secretion. This study evaluated H-K-ATPase-mediated H secretion along the mouse CD, measured as EIPA- and luminal bafilomycin A(1)-insensitive intracellular pH (pH(i)) recovery from acute H loading (NH(4)) using
Herman G P Swarts et al.
Biochimica et biophysica acta, 1768(3), 580-589 (2006-12-02)
The primary sequence of non-gastric H,K-ATPase differs much more between species than that of Na,K-ATPase or gastric H,K-ATPase. To investigate whether this causes species-dependent differences in enzymatic properties, we co-expressed the catalytic subunit of human non-gastric H,K-ATPase in Sf9 cells
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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