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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)

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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
V A Isakov et al.
Terapevticheskii arkhiv, 83(11), 44-47 (2012-02-09)
To assess efficacy of two-stage treatment of severe genital herpes (GH) with regular recurrences: combined use of antivirus medicines with interferon preparations and its inductors followed by antirecurrence vaccine therapy. Two-stage treatment was given to 100 patients suffering from GH
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
N M Zholobak et al.
Fiziolohichnyi zhurnal (Kiev, Ukraine : 1994), 58(2), 39-43 (2012-08-10)
The influence of tilorone dihydrochloride and its analogues--diphenyl derivatives on the changes of transmembrane potential of mitochondrial membranes of the isolated rat hepatocytes has been estimated. Authors have shown a significant increase in mitochondrial potential thirty minutes after the introduction
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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