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220957

Sigma-Aldrich

Tilorone dihydrochloride

95%

Synonym(s):

2,7-Bis[2-(diethylamino)ethoxy]-9-fluorenone dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C25H34N2O3 · 2HCl
CAS Number:
27591-69-1
Molecular Weight:
483.47
MDL number:
MFCD00134071
UNSPSC Code:
12352100
PubChem Substance ID:
24853201
NACRES:
NA.22

Assay

95%

mp

230-233 °C (lit.)

SMILES string

Cl[H].Cl[H].CCN(CC)CCOc1ccc2-c3ccc(OCCN(CC)CC)cc3C(=O)c2c1

InChI

1S/C25H34N2O3.2ClH/c1-5-26(6-2)13-15-29-19-9-11-21-22-12-10-20(30-16-14-27(7-3)8-4)18-24(22)25(28)23(21)17-19;;/h9-12,17-18H,5-8,13-16H2,1-4H3;2*1H

InChI key

BSVYJQAWONIOOU-UHFFFAOYSA-N

General description

Effect of tilorone dihydrochloride on the changes of transmembrane potential of mitochondrial membranes of the isolated rat hepatocytes has been investigated. Tilorone dihydrochloride is an orally active, interferon-inducing antiviral agent.

Application

Tilorone dihydrochloride was used to study the interaction of drugs with synthetic self-complementary DNA by SPR (Surface Plasmon Resonance).

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

C6628

Chloroquine diphosphate salt

H M Burke et al.
Journal of medicinal chemistry, 21(10), 1084-1086 (1978-10-01)
New synthetic routes to the orally active, interferon-inducing antiviral agent tilorone dihydrochloride, 2,7-bis-[(diethylamino)ethoxy]fluoren-9-one dihydrochloride (1a), were developed. The routes involved the preparation and solvolysis of tetrazonium fluoroborate salts of 2,7-diaminofluoren-9-one. Nonplanar (1b), 9-sulfone (1c), and fluorene (1d) analogues of tilorone
Xianhua Zhang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(3-4), 492-496 (2010-01-02)
A highly sensitive and selective HPLC-MS/MS method is presented for the quantitative determination of tiloronoxim and its metabolite tilorone in human blood. An aliquot of 200 microl human blood was extracted with a mixture of chloroform/ethyl ether (1/2, v/v), using
O I Skrots'ka et al.
Mikrobiolohichnyi zhurnal (Kiev, Ukraine : 1993), 69(3), 62-68 (2007-08-09)
The authors studied the antiviral effect of an interferonogenic yeast RNA-tilorone molecular complex (MC) compared to the Virolex, videly used antiherpetic drug, and standard interferon (IFN) alpha/beta inducer poly(I)poly(C) in Vero cells culture infected with herpes simplex type I virus
Tomoki Nishimura et al.
Biochemistry, 46(27), 8156-8163 (2007-06-19)
The fluorene derivative tilorone has received great attention as a DNA intercalator and has been widely recognized as an inducer of interferon. The biological activity of tilorone is known to be related to its binding mode with DNA; however, few
C A Briggs et al.
British journal of pharmacology, 153(5), 1054-1061 (2007-12-25)
The alpha7 nicotinic acetylcholine receptor (nAChR) has attracted considerable interest as a target for cognitive enhancement in schizophrenia and Alzheimer's Disease. However, most recently described alpha7 agonists are derived from the quinuclidine structural class. Alternatively, the present study identifies tilorone
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