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T6692

Sigma-Aldrich

N,N,N-Trimethyl-1-(4-trans-stilbenoxy)-2-propylammonium iodide

Synonym(s):

F3

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About This Item

Empirical Formula (Hill Notation):
C20H25INO
Molecular Weight:
422.32
MDL number:
MFCD03453626
UNSPSC Code:
12352200
PubChem Substance ID:
24277847

color

white

solubility

DMSO: 30 mg/mL
H2O: insoluble

SMILES string

[I-].CC(COc1ccc(cc1)\C=C\c2ccccc2)[N+](C)(C)C

Gene Information

human ... CA1(759) , CA2(760) , CA4(280741) , CHRNA1(1134) , CHRNA10(57053) , CHRNA2(1135) , CHRNA3(1136) , CHRNA4(1137) , CHRNA5(1138) , CHRNA6(8973) , CHRNA7(1139) , CHRNA9(55584) , CHRNB1(1140) , CHRNB2(1141) , CHRNB3(1142) , CHRNB4(1143) , HRH3(11255) , MMP1(4312) , MMP2(4313) , MMP8(4317) , MMP9(4318)
rat ... Hrh3(85268)

Biochem/physiol Actions

F3 is known to inhibit the inward currents induced by the use of nicotine on neuronal nicotinic acetylcholine receptors (nAChRs) of rat adrenal gland membranes and chromaffin cells.
Nicotinic acetylcholine receptor antagonist.

Preparation Note

N,N,N-Trimethyl-1-(4-trans-stilbenoxy)-2-propylammonium iodide (F3) is soluble in DMSO at 30 mg/ml but is insoluble in water.

Storage Class

13 - Non Combustible Solids

wgk_germany

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
110K4700

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S Di Angelantonio et al.
British journal of pharmacology, 129(8), 1771-1779 (2000-04-26)
The effect of the oxystilbene derivative F3 was tested on nAChRs of whole-cell patch-clamped rat chromaffin cells in vitro and of rat adrenal gland membranes using (125)I-epibatidine. F3 (30 nM) rapidly and reversibly blocked inward currents generated by pulse applications
Adam C Miller et al.
Current biology : CB, 25(1), 16-28 (2014-12-09)
Neural networks and their function are defined by synapses, which are adhesions specialized for intercellular communication that can be either chemical or electrical. At chemical synapses, transmission between neurons is mediated by neurotransmitters, whereas at electrical synapses, direct ionic and
Pierrick J Arnal et al.
Sleep, 38(12), 1935-1943 (2015-07-22)
To investigate the effects of 6 nights of sleep extension on sustained attention and sleep pressure before and during total sleep deprivation and after a subsequent recovery sleep. Subjects participated in two experimental conditions (randomized cross-over design): extended sleep (EXT
Jason L Hornick et al.
Modern pathology : an official journal of the United States and Canadian Academy of Pathology, Inc, 28(5), 732-739 (2015-01-24)
Inflammatory myofibroblastic tumor is a distinctive, rarely metastasizing mesenchymal neoplasm composed of fascicles of spindle cells with a prominent inflammatory infiltrate. Roughly 50% of inflammatory myofibroblastic tumors harbor ALK receptor tyrosine kinase gene rearrangements. Such tumors are usually positive for
Ryohei Katayama et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 21(1), 166-174 (2014-10-30)
ROS1 rearrangement leads to constitutive ROS1 activation with potent transforming activity. In an ongoing phase I trial, the ALK tyrosine kinase inhibitor (TKI) crizotinib shows remarkable initial responses in patients with non-small cell lung cancer (NSCLC) harboring ROS1 fusions; however
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