ChemicalBook > CAS DataBase List > 2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE

2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE

Product Name
2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE
CAS No.
76081-98-6
Chemical Name
2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE
Synonyms
S28080;SCH 28080;SCH-28080,SCH28080;SCH28080, 10 mM in DMSO;Schering compound 28080;imidazo-(1-2-a)pyrine-3-acetonitrile;2-Methyl-8-(phenylmethoxy)imidazo-(1-2-A)pyrine-3-acetonitrile;2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE;2-(8-(Benzyloxy)-2-methylimidazo[1,2-a]pyridin-3-yl)acetonitrile;Imidazo(1,2-A)pyridine-3-acetonitrile, 2-methyl-8-(phenylmethoxy)-
CBNumber
CB4281209
Molecular Formula
C17H15N3O
Formula Weight
277.32
MOL File
76081-98-6.mol
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2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE Property

Density 
1.16±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: >10 mg/mL, soluble
form 
solid
pka
5.85±0.10(Predicted)
color 
white to light tan
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S4443
Product name
SCH-28080
Purity
≥98% (HPLC), solid
Packaging
10mg
Price
$229
Updated
2025/07/31
Sigma-Aldrich
Product number
S4443
Product name
SCH-28080
Purity
≥98% (HPLC), solid
Packaging
50mg
Price
$774
Updated
2025/07/31
Cayman Chemical
Product number
17885
Product name
SCH 28080
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
17885
Product name
SCH 28080
Purity
≥98%
Packaging
5mg
Price
$100
Updated
2024/03/01
Cayman Chemical
Product number
17885
Product name
SCH 28080
Purity
≥98%
Packaging
10mg
Price
$169
Updated
2024/03/01
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2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE Chemical Properties,Usage,Production

Description

SCH 28080 is a reversible K+-competitive inhibitor of H+/K+-ATPases that is best known for its ability to block acid secretion through its action against the gastric H+/K+-ATPase (IC50 = 1.3 μM). It is effective against gastric H+/K+-ATPases from a variety of species and can inhibit colonic H+/K+-ATPases, but this activity appears to be species-dependent. SCH 28080 is also used to investigate the role of H+/K+-ATPases in non-mammalian organisms and to distinguish the actions of H+/K+-ATPases from other ATP-dependent transporters.

Uses

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

Definition

ChEBI: 2-(2-methyl-8-phenylmethoxy-3-imidazo[1,2-a]pyridinyl)acetonitrile is an imidazopyridine.

Biological Activity

Potent inhibitor of H + ,K + -ATPase (IC 50 = 20 nM); binds to the K + recognition site and is competitive with respect to K + . Inhibits gastric acid secretion in vitro and in vivo .

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.

storage

Room temperature

References

[1] W. BEIL  K. Fr S  I Hackbarth. Mechanism of gastric antisecretory effect of SCH 28080[J]. British Journal of Pharmacology, 1986, 88 1: 19-23. DOI: 10.1111/j.1476-5381.1986.tb09466.x
[2] B WALLMARK. Inhibition of gastric H+,K+-ATPase and acid secretion by SCH 28080, a substituted pyridyl(1,2a)imidazole.[J]. The Journal of Biological Chemistry, 1987, 262 5: 2077-2084.
[3] H G SWARTS. Conformation-dependent inhibition of gastric H+,K+-ATPase by SCH 28080 demonstrated by mutagenesis of glutamic acid 820.[J]. Molecular Pharmacology, 1999, 55 3: 541-547.
[4] JIAHONG SHAO . Pharmacological profiles of the murine gastric and colonic H,K-ATPases[J]. Biochimica et biophysica acta. General subjects, 2010, 1800 9: Pages 906-911. DOI: 10.1016/j.bbagen.2010.05.002
[5] WENDY S BEANE. A chemical genetics approach reveals H,K-ATPase-mediated membrane voltage is required for planarian head regeneration.[J]. Chemistry & biology, 2011, 18 1: 77-89. DOI: 10.1016/j.chembiol.2010.11.012
[6] SARAH A. SALYER . Vacuolar ATPase driven potassium transport in highly metastatic breast cancer cells[J]. Biochimica et biophysica acta. Molecular basis of disease, 2013, 1832 10: Pages 1734-1743. DOI: 10.1016/j.bbadis.2013.04.023

2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE Suppliers

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76081-98-6, 2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILERelated Search:


  • 3-(CYANOMETHYL)-2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-ALPHA]PYRIDINE
  • 2-METHYL-8-(PHENYLMETHOXY)IMIDAZO[1,2-A]PYRIDINE-3-ACETONITRILE
  • 2-Methyl-8-(phenylmethoxy)imidazo-(1-2-A)pyrine-3-acetonitrile
  • Imidazo(1,2-A)pyridine-3-acetonitrile, 2-methyl-8-(phenylmethoxy)-
  • S28080
  • Schering compound 28080
  • SCH 28080
  • imidazo-(1-2-a)pyrine-3-acetonitrile
  • SCH-28080,SCH28080
  • 2-(8-(Benzyloxy)-2-methylimidazo[1,2-a]pyridin-3-yl)acetonitrile
  • SCH28080, 10 mM in DMSO
  • 76081-98-6
  • Ion Pump Inhibitors
  • Ion Channels
  • Monovalent Ion Channels
  • Voltage-gated Ion Channels
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • ATPase