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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

Key Documents

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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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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
Anthony D Miller et al.
The European journal of neuroscience, 21(7), 1837-1846 (2005-05-05)
Laterodorsal (LDT) and pedunculopontine (PPT) tegmental nuclei in the mesopontine project cholinergic inputs to the midbrain ventral tegmental area (VTA) and substantia nigra pars compacta (SNc), respectively, to directly and indirectly influence the activity of dopamine neuronal cells via actions
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
G Tobin et al.
Journal of applied physiology (Bethesda, Md. : 1985), 100(4), 1215-1223 (2005-12-03)
The effects of muscarinic receptor antagonists on responses to electrical stimulation of the chorda-lingual nerve were determined in pentobarbitone-anesthetized sheep and correlated to the morphology of tissue specimens. Stimulation at 2 Hz continuously, or in bursts of 1 s at
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