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H127

Sigma-Aldrich

p-Fluorohexahydro-sila-difenidol hydrochloride

powder, ≥98% (HPLC)

Synonyme(s) :

Cyclohexyl-(4-fluorophenyl)-(3-N-piperidinopropyl)silanol hydrochloride, P-F-HHSiD hydrochloride

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About This Item

Formule empirique (notation de Hill):
C20H32FNOSi · HCl
Numéro CAS:
Poids moléculaire :
386.02
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

H2O: slightly soluble 1.5 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: >14 mg/mL
ethanol: soluble

Chaîne SMILES 

Cl[H].O[Si](CCCN1CCCCC1)(C2CCCCC2)c3ccc(F)cc3

InChI

1S/C20H32FNOSi.ClH/c21-18-10-12-20(13-11-18)24(23,19-8-3-1-4-9-19)17-7-16-22-14-5-2-6-15-22;/h10-13,19,23H,1-9,14-17H2;1H

Clé InChI

JMTYYLMGSBSPPK-UHFFFAOYSA-N

Informations sur le gène

human ... CHRM3(1131)

Application

p-Fluorohexahydro-sila-difenidol hydrochloride (pFHHSid) has been used:
  • as the M3/muscarinic acetylcholine receptor antagonist to study its involvement in carbachol induced Egr-1 biosynthesis using human neuroblastoma cells
  • as M3 receptor antagonist to test its involvement on N,N-diethyl-m-toluamide (DEET)-induced angiogenesis in human umbilical venous endothelial cells (HUVEC)
  • in a study to examine the role of aclidinium on human fibroblast to myofibroblast

Actions biochimiques/physiologiques

High affinity M3 muscarinic acetylcholine receptor antagonist.

Caractéristiques et avantages

This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Oliver G Rössler et al.
Archives of biochemistry and biophysics, 470(1), 93-102 (2007-12-07)
Carbachol-mediated activation of type M(3) muscarinic acetylcholine receptors induces the biosynthesis of the transcription factor Egr-1 in human SH-SY5Y neuroblastoma cells involving an activation of extracellular signal-regulated protein kinase. Carbachol triggered the phosphorylation of the ternary complex factor Elk-1, a
Javier Milara et al.
Thorax, 67(3), 229-237 (2011-10-01)
Fibroblast to myofibroblast transition is believed to contribute to airway remodelling in lung diseases such as asthma and chronic obstructive pulmonary disease. This study examines the role of aclidinium, a new long-acting muscarinic antagonist, on human fibroblast to myofibroblast transition.
Dora E Benavides-Haro et al.
Naunyn-Schmiedeberg's archives of pharmacology, 368(4), 309-315 (2003-09-10)
The effect of the cholinomimetic agent, bethanechol on macroscopic membrane currents was studied in dispersed cat atrial myocytes, using the whole-cell patch-clamp technique. Bethanechol activated an inward rectifying potassium current similar to I(K(ACh)), and a delayed rectifying-like outward current, similar
Kunrong Cheng et al.
American journal of physiology. Gastrointestinal and liver physiology, 295(3), G591-G597 (2008-07-26)
Most colon cancers overexpress M3 muscarinic receptors (M3R), and post-M3R signaling stimulates human colon cancer cell proliferation. Acetylcholine (ACh), a muscarinic receptor ligand traditionally regarded as a neurotransmitter, may be produced by nonneuronal cells. We hypothesized that ACh release by
M T de la Vega et al.
Archives of medical research, 28(4), 493-497 (1997-01-01)
In this study, the authors set out to determine the presence of M3 muscarinic receptors in rat striatum by examining the binding of [3H]N-methylscopolamine ([3H]NMS) to striatal membranes and its displacement by antagonists with different affinity for M1 and M3

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