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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.)

functional group

amine
ketone

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4690
MKCW4689
MKCQ1148
MKCQ1147
MKCJ7818

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Sigma-Aldrich

C6628

Chloroquine diphosphate salt

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
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
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
G Bischoff et al.
Journal of biomolecular structure & dynamics, 16(2), 187-203 (1998-12-02)
The interactions of the drugs 2,7-bis[(diethylamino)-ethoxy]-fluoren-9-one dihydrochloride (Tilorone), 2,7-bis[(dipropylamino)-acetamido]-fluoren-9-one dihydrochloride (FA-2), 2'-(4-hydroxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bi-1H-benzimidazole trihydrochloride (Hoechst 33258), and hematoporphyrin IX derivative (HPD) with synthetic self-complementary DNA (36-b.p.; 5'-biotin-spacer-[d(CGCTATATAGCG)]3-3') were studied by SPR (Surface Plasmon Resonance). Monolayers of biotinylated DNA were immobilized on
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