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MedKoo Cat#: 527035 | Name: Tilorone Dihydrochloride
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tilorone Dihydrochloride is an antiviral, antineoplastic, and anti-inflammatory agent; Orally active interferon inducer, inhibiting Ebola virus (EBOV).

Chemical Structure

Tilorone Dihydrochloride
CAS#27591-69-1

Theoretical Analysis

MedKoo Cat#: 527035

Name: Tilorone Dihydrochloride

CAS#: 27591-69-1

Chemical Formula: C25H36Cl2N2O3

Exact Mass: 482.2103

Molecular Weight: 483.47

Elemental Analysis: C, 62.11; H, 7.51; Cl, 14.66; N, 5.79; O, 9.93

Price and Availability

Size Price Availability Quantity
100mg USD 300.00 2 Weeks
1g USD 850.00 2 Weeks
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Related CAS #
No Data
Synonym
Tilorone Dihydrochloride
IUPAC/Chemical Name
2,7-Bis[2-(diethylamino)ethoxy]fluoren-9-one dihydrochloride
InChi Key
BSVYJQAWONIOOU-UHFFFAOYSA-N
InChi Code
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
SMILES Code
O=C1C2=C(C3=C1C=C(OCCN(CC)CC)C=C3)C=CC(OCCN(CC)CC)=C2.[H]Cl.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 483.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Ekins S, Lingerfelt MA, Comer JE, Freiberg AN, Mirsalis JC, O'Loughlin K, Harutyunyan A, McFarlane C, Green CE, Madrid PB. Efficacy of Tilorone Dihydrochloride against Ebola Virus Infection. Antimicrob Agents Chemother. 2017 Nov 13. pii: AAC.01711-17. doi: 10.1128/AAC.01711-17. [Epub ahead of print] PubMed PMID: 29133569. 2: Zhang J, Yao Q, Liu Z. An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing Activity. Molecules. 2015 Dec 2;20(12):21458-63. doi: 10.3390/molecules201219781. PubMed PMID: 26633340. 3: Wissing MD, Dadon T, Kim E, Piontek KB, Shim JS, Kaelber NS, Liu JO, Kachhap SK, Nelkin BD. Small-molecule screening of PC3 prostate cancer cells identifies tilorone dihydrochloride to selectively inhibit cell growth based on cyclin-dependent kinase 5 expression. Oncol Rep. 2014 Jul;32(1):419-24. doi: 10.3892/or.2014.3174. Epub 2014 May 13. PubMed PMID: 24841903; PubMed Central PMCID: PMC4067428. 4: Zholobak NM, Kavok NS, Bogorad-Kobelska OS, Borovoy IA, Malyukina MY, Spivak MY. Effect of tilorone and its analogues on the change of mitochondrial potential of rat hepatocytes. Fiziol Zh. 2012;58(2):39-43. PubMed PMID: 22873051. 5: Bogorad-Kobel's'ka OS, Zholobak NM, Olevins'ka ZM, Spivak MIa. [The antiviral activity of diphenyl derivatives in different model systems]. Fiziol Zh. 2012;58(1):36-42. Ukrainian. PubMed PMID: 22590736. 6: Halstead BW, Zwickl CM, Morgan RE, Monteith DK, Thomas CE, Bowers RK, Berridge BR. A clinical flow cytometric biomarker strategy: validation of peripheral leukocyte phospholipidosis using Nile red. J Appl Toxicol. 2006 Mar-Apr;26(2):169-77. PubMed PMID: 16278808. 7: Chung JG, Chang HL, Yeh CC, Lu HF, Chang CC, Tsai HD. Effects of the immunomodulator tilorone on the acetylation of 2-aminofluorene and DNA-2-aminofluorene adducts in the rats. Anticancer Res. 2000 Jan-Feb;20(1A):467-73. PubMed PMID: 10769698. 8: Bischoff G, Bischoff R, Birch-Hirschfeld E, Gromann U, Lindau S, Meister WV, de A Bambirra S, Bohley C, Hoffmann S. DNA-drug interaction measurements using surface plasmon resonance. J Biomol Struct Dyn. 1998 Oct;16(2):187-203. PubMed PMID: 9833660. 9: Karpov AV, Zholobak NM. [Production of type I interferons in the body exposed to yeast RNA-tiloron molecular complexes]. Vopr Virusol. 1996 Jan-Feb;41(1):13-6. Russian. PubMed PMID: 8669137. 10: Algarra I, Pérez M, Höglund P, Gaforio JJ, Ljunggren HG, Garrido F. Generation and control of metastasis in experimental tumor systems; inhibition of experimental metastases by a tilorone analogue. Int J Cancer. 1993 May 28;54(3):518-23. PubMed PMID: 8509228. 11: Pisa P, Sitnicka E, Hansson M. Activated natural killer cells suppress myelopoiesis in mice with severe combined immunodeficiency. Scand J Immunol. 1993 Apr;37(4):529-32. PubMed PMID: 8469936. 12: Wright RG, Wakelin LP, Fieldes A, Acheson RM, Waring MJ. Effects of ring substituents and linker chains on the bifunctional intercalation of diacridines into deoxyribonucleic acid. Biochemistry. 1980 Dec 9;19(25):5825-36. PubMed PMID: 7193050. 13: Burke HM, Joullié MM. New synthetic routes to tilorone dihydrochloride and some of its analogues. J Med Chem. 1978 Oct;21(10):1084-6. PubMed PMID: 722716. 14: DiCioccio RA, Sahai Srivastava BI. Inhibition of deoxynucleotide-polymerizing enzyme activities of human leukemia lymphoblasts and simian sarcoma virus by tilorone and thirteen of its analogs. J Natl Cancer Inst. 1978 Mar;60(3):533-6. PubMed PMID: 203709. 15: Fahlbusch B, Zschiesche W, Schumann I, Tonew E. Induction of lymphokines by tilorone. Arch Immunol Ther Exp (Warsz). 1977;25(5):701-5. PubMed PMID: 339871. 16: Carr AA, Grunwell JF, Sill AD, Meyer DR, Sweet FW, Scheve BJ, Grisar JM, Fleming RW, Mayer GD. Bis-basic-substituted polycyclic aromatic compounds. A new class of antiviral agents. 7. Bisalkamine esters of 9-oxoxanthene-2,7-dicarboxylic acid, 3,6-bis-basic ethers of xanthen-9-one, and 2,7-bis(aminoacyl)xanthen-9-ones-xanthenes, and -thioxanthenes. J Med Chem. 1976 Sep;19(9):1142-8. PubMed PMID: 185385. 17: Siminoff P. Target cells for interferon induction by BL-20803. J Infect Dis. 1976 Jun;133 Suppl:A37-42. PubMed PMID: 932505. 18: Leeson GA, Biedenbach SA, Chan KY, Gibson JP, Wright GJ. Decrease in the activity of the drug-metabolizing enzymes of rat liver following the administration of tilorone hydrochloride. Drug Metab Dispos. 1976 May-Jun;4(3):232-8. PubMed PMID: 6227. 19: Renton KW, Mannering GJ. Depression of the hepatic cytochrome P-450 mono-oxygenase system by administered tilorone (2,7-bis(2-(diethylamino)ethoxy)fluoren-9-one dihydrochloride). Drug Metab Dispos. 1976 May-Jun;4(3):223-31. PubMed PMID: 6226. 20: Tokumaru T. The mode of inhibition of herpes simplex and vesicular stomatitis ocular viral infections in the rabbit and hamster by an interferon inducer tilorone dihydrochloride. Res Commun Chem Pathol Pharmacol. 1975 Jun;11(2):289-301. PubMed PMID: 168623.