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Merck
CN

H127

p-Fluorohexahydro-sila-difenidol hydrochloride

powder, ≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H32FNOSi · HCl
CAS Number:
116679-83-5
Molecular Weight:
386.02
NACRES:
NA.77
PubChem Substance ID:
24277841
UNSPSC Code:
12352200
MDL number:
MFCD00078582
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

p-Fluorohexahydro-sila-difenidol hydrochloride, powder, ≥98% (HPLC)

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

SMILES string

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

InChI key

JMTYYLMGSBSPPK-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

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

Quality Level

100

Gene Information

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

Biochem/physiol Actions

High affinity M3 muscarinic acetylcholine receptor antagonist.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000128580
0000088862
033M4611V
128K46002
128K46001

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S M Jankovic et al.
Methods and findings in experimental and clinical pharmacology, 26(2), 87-91 (2004-04-09)
The Fallopian tubes are sparsely innervated with cholinergic nerve fibers. Acetylcholine is released from these nerves and contracts the smooth muscles of the tubes. The aim of our study was to investigate the effect of acetylcholine on the isthmic segment
M R Ruggieri et al.
Autonomic & autacoid pharmacology, 26(3), 311-325 (2006-08-02)
1 The M3 muscarinic receptor subtype is widely accepted as the receptor on smooth muscle cells that mediates cholinergic contraction of the normal urinary bladder and other smooth muscle tissues, however, we have found that the M2 receptor participates in
Slobodan M Jankovic et al.
Pharmacological research, 49(1), 31-35 (2003-11-05)
The Fallopian tubes are scarcely innervated with cholinergic nerve fibers. Acetylcholine released from these nerves contracts smooth muscles of the tubes. The aim of our study was to investigate the effect of acetylcholine on the Fallopian tubes using selective antagonists
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
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.
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