Synonym
Thioridazine; Mellaril; Melleril; Aldazine; Melzine.
IUPAC/Chemical Name
10-(2-(1-methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine
InChi Key
KLBQZWRITKRQQV-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
SMILES Code
CSC(C=C1N2CCC3N(C)CCCC3)=CC=C1SC4=C2C=CC=C4
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, not in water
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
370.57
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.
| 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: Lo Presti MS, Bazán PC, Strauss M, Báez AL, Rivarola HW, Paglini-Oliva PA. Trypanothione reductase inhibitors: Overview of the action of thioridazine in different stages of Chagas disease. Acta Trop. 2015 May;145:79-87. doi: 10.1016/j.actatropica.2015.02.012. Epub 2015 Feb 27. Review. PubMed PMID: 25733492.
2: Amaral L, Molnar J. Mechanisms by which thioridazine in combination with antibiotics cures extensively drug-resistant infections of pulmonary tuberculosis. In Vivo. 2014 Mar-Apr;28(2):267-71. Review. PubMed PMID: 24632985.
3: Amaral L, Martins A, Spengler G, Hunyadi A, Molnar J. The mechanism by which the phenothiazine thioridazine contributes to cure problematic drug-resistant forms of pulmonary tuberculosis: recent patents for "new use". Recent Pat Antiinfect Drug Discov. 2013 Dec;8(3):206-12. Review. PubMed PMID: 24320229.
4: Amaral L. Thioridazine: an old neuroleptic effective against totally drug resistant tuberculosis. Acta Med Port. 2012 Mar-Apr;25(2):118-21. Epub 2012 Jun 25. Review. PubMed PMID: 22985923.
5: Amaral L, Viveiros M. Why thioridazine in combination with antibiotics cures extensively drug-resistant Mycobacterium tuberculosis infections. Int J Antimicrob Agents. 2012 May;39(5):376-80. doi: 10.1016/j.ijantimicag.2012.01.012. Epub 2012 Mar 23. Review. PubMed PMID: 22445204.
6: Amaral L, Molnar J. Potential therapy of multidrug-resistant and extremely drug-resistant tuberculosis with thioridazine. In Vivo. 2012 Mar-Apr;26(2):231-6. Review. PubMed PMID: 22351663.
7: Boeree MJ. Global clinical trials for the treatment of TB with thioridazine. Recent Pat Antiinfect Drug Discov. 2011 May;6(2):99-103. Review. PubMed PMID: 21548879.
8: Sohaskey C. Latent tuberculosis: is there a role for thioridazine? Recent Pat Antiinfect Drug Discov. 2011 May;6(2):139-46. Review. PubMed PMID: 21548878.
9: Thanacoody RH. Thioridazine: the good and the bad. Recent Pat Antiinfect Drug Discov. 2011 May;6(2):92-8. Review. PubMed PMID: 21548877.
10: Amaral L, Viveiros M, Molnar J, Kristiansen JE. Effective therapy with the neuroleptic thioridazine as an adjunct to second line of defence drugs, and the potential that thioridazine offers for new patents that cover a variety of "new uses". Recent Pat Antiinfect Drug Discov. 2011 May;6(2):84-7. Review. PubMed PMID: 21548876.
11: Dutta NK, Mazumdar K, Dastidar SG, Karakousis PC, Amaral L. New patentable use of an old neuroleptic compound thioridazine to combat tuberculosis: a gene regulation perspective. Recent Pat Antiinfect Drug Discov. 2011 May;6(2):128-38. Review. PubMed PMID: 21517741.
12: Amaral L, Boeree MJ, Gillespie SH, Udwadia ZF, van Soolingen D. Thioridazine cures extensively drug-resistant tuberculosis (XDR-TB) and the need for global trials is now! Int J Antimicrob Agents. 2010 Jun;35(6):524-6. doi: 10.1016/j.ijantimicag.2009.12.019. Epub 2010 Feb 25. Review. PubMed PMID: 20188526.
13: Amaral L, Martins M, Viveiros M, Molnar J, Kristiansen JE. Promising therapy of XDR-TB/MDR-TB with thioridazine an inhibitor of bacterial efflux pumps. Curr Drug Targets. 2008 Sep;9(9):816-9. Review. PubMed PMID: 18781927.
14: Thioridazine. Tuberculosis (Edinb). 2008 Mar;88(2):164-7. doi: 10.1016/S1472-9792(08)70028-3. Review. PubMed PMID: 18486062.
15: Thanacoody HK. Thioridazine: resurrection as an antimicrobial agent? Br J Clin Pharmacol. 2007 Nov;64(5):566-74. Epub 2007 Aug 31. Review. PubMed PMID: 17764469; PubMed Central PMCID: PMC2203271.
16: Fenton M, Rathbone J, Reilly J, Sultana A. Thioridazine for schizophrenia. Cochrane Database Syst Rev. 2007 Jul 18;(3):CD001944. Review. PubMed PMID: 17636691.
17: Menkes DB, Knight JC. Cardiotoxicity and prescription of thioridazine in New Zealand. Aust N Z J Psychiatry. 2002 Aug;36(4):492-8. Review. PubMed PMID: 12169148.
18: Davies SJ, Cooke LB, Moore AG, Potokar J. Discontinuation of thioridazine in patients with learning disabilities: balancing cardiovascular toxicity with adverse consequences of changing drugs. BMJ. 2002 Jun 22;324(7352):1519-21. Review. PubMed PMID: 12077046; PubMed Central PMCID: PMC1123452.
19: Kirchner V, Kelly CA, Harvey RJ. Thioridazine for dementia. Cochrane Database Syst Rev. 2001;(3):CD000464. Review. PubMed PMID: 11686961.
20: Amaral L, Kristiansen JE, Viveiros M, Atouguia J. Activity of phenothiazines against antibiotic-resistant Mycobacterium tuberculosis: a review supporting further studies that may elucidate the potential use of thioridazine as anti-tuberculosis therapy. J Antimicrob Chemother. 2001 May;47(5):505-11. Review. PubMed PMID: 11328759.
