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C5493

Sigma-Aldrich

CyPPA

≥98% (HPLC), solid

Synonym(e):

Cyclohexyl-[2-(3,5-dimethyl-pyrazol-1-yl)-6-methyl-pyrimidin-4-yl]-amine

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CHF 134.00
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About This Item

Empirische Formel (Hill-System):
C16H23N5
CAS-Nummer:
73029-73-9
Molekulargewicht:
285.39
MDL-Nummer:
MFCD01550586
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329775087
NACRES:
NA.77

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Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

Farbe

white

Löslichkeit

DMSO: >10 mg/mL
H2O: <2 mg/mL

Lagertemp.

2-8°C

SMILES String

Cc1cc(NC2CCCCC2)nc(n1)-n3nc(C)cc3C

InChI

1S/C16H23N5/c1-11-10-15(18-14-7-5-4-6-8-14)19-16(17-11)21-13(3)9-12(2)20-21/h9-10,14H,4-8H2,1-3H3,(H,17,18,19)

InChIKey

USEMRPYUFJNFQN-UHFFFAOYSA-N

Anwendung

CyPPA has been used:
  • to test its inhibitory functionality on melanogenesis[1]
  • as an activator of small conductance potassium channel-3 (SK3) in mesenteric artery segments[2]
  • in the activation of calcium-activated potassium (SK) channels in murine hippocampal neurons HT-22 cells[3]

Biochem./physiol. Wirkung

CyPPA is a positive modulator of small conductance Ca2+-activated K+ channels; selective for SK3 and SK2.
CyPPA is a positive modulator of small conductance Ca2+-activated K+ channels; selective for SK3 and SK2. CyPPA is a first subtype selective SK channel positive modulator with an EC50 of 5.6 μM and 14 μM, efficacy 90% and 71% for hSK3 and hSK2, respectively. CyPPA is a tool for distinguishing SK2 and SK3 from SK1 and IK; no other agents distinguish these channels.

Leistungsmerkmale und Vorteile

This compound is featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000433560
0000433560
0000242522
0000275030
0000219691

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Die Dokumentenbibliothek aufrufen

SK channel activation modulates mitochondrial respiration and attenuates neuronal HT-22 cell damage induced by H2O2
Richter M, et al.
Neurochemistry International, 81, 63-75 (2015)
The ion channel activator CyPPA inhibits melanogenesis via the GSK3betabeta-catenin pathway
Noh TK, et al.
Chemico-Biological Interactions, 300, 1-7 (2019)
Amita Shrestha et al.
Developmental neuroscience, 42(1), 59-71 (2020-06-25)
N-methyl-D-aspartate receptor (NMDAR) modulates the structural plasticity of dendritic spines by impacting cytoskeletal organization and kinase signaling. In the developing nervous system, activation of NMDAR is pertinent for neuronal migration, neurite differentiation, and cellular organization. Given that small conductance potassium
Sara Traserra et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 32(4), e13778-e13778 (2019-12-18)
Neuromuscular transmission has been extensively studied in the circular layer of the mouse colon where a co-transmission of purines acting on P2Y1 receptors and NO has been previously described. However, the corresponding mechanisms in the longitudinal layer are less known.
Hyaluronidase 1 deficiency preserves endothelial function and glycocalyx integrity in early streptozotocin-induced diabetes
Dogne S, et al.
Diabetes, 65(9), 2742-2753 (2016)
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