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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

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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