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MedKoo Cat#: 145785 | Name: Thioacridone

Description:

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

Thioacridone is a chemical compound belonging to the acridone family, which is characterized by a nitrogen-containing heterocyclic structure. It is often used in research for its fluorescent properties and potential in organic electronics and materials science. Thioacridone derivatives have been studied for their applications in organic semiconductors and dyes due to their ability to emit light and their stability in certain chemical environments.

Chemical Structure

Thioacridone
Thioacridone
CAS#6540-78-9

Theoretical Analysis

MedKoo Cat#: 145785

Name: Thioacridone

CAS#: 6540-78-9

Chemical Formula: C13H9NS

Exact Mass: 211.0500

Molecular Weight: 211.28

Elemental Analysis: C, 73.90; H, 4.29; N, 6.63; S, 15.17

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Thioacridone; NSC-521164; NSC521164; NSC 521164;
IUPAC/Chemical Name
acridine-9(10H)-thione
InChi Key
FLCWLOFMVFESNI-UHFFFAOYSA-N
InChi Code
1S/C13H9NS/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8H,(H,14,15)
SMILES Code
S=C1C2=CC=CC=C2NC3=CC=CC=C13
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 211.28 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: Kumar R, Kaur M, Silakari O. Chemistry and biological activities of thioacridines/thioacridones. Mini Rev Med Chem. 2013 Jun 1;13(8):1220-30. doi: 10.2174/1389557511313080008. PMID: 23651524. 2: Dheyongera JP, Geldenhuys WJ, Dekker TG, Matsabisa MG, Van der Schyf CJ. Antimalarial activity of thioacridone compounds related to the acronycine alkaloid. Bioorg Med Chem. 2005 Mar 1;13(5):1653-9. doi: 10.1016/j.bmc.2004.12.009. PMID: 15698783. 3: Dheyongera JP, Geldenhuys WJ, Dekker TG, Van der Schyf CJ. Synthesis, biological evaluation, and molecular modeling of novel thioacridone derivatives related to the anticancer alkaloid acronycine. Bioorg Med Chem. 2005 Feb 1;13(3):689-98. doi: 10.1016/j.bmc.2004.10.051. PMID: 15653336. 4: Verdaguer E, Jordà EG, Canudas AM, Jiménez A, Sureda FX, Rimbau V, Pubill D, Escubedo E, Camarasa J, Pallàs M, Camins A. 3-Amino thioacridone, a selective cyclin-dependent kinase 4 inhibitor, attenuates kainic acid-induced apoptosis in neurons. Neuroscience. 2003;120(3):599-603. doi: 10.1016/s0306-4522(03)00424-x. PMID: 12895500. 5: Diccianni MB, Yu J, Meppelink G, de Vries M, Shao L, Gebauer S, Shih H, Roberts W, Kilcoin NP, Pullen J, Carson DA, Yu AL. 3-amino thioacridone inhibits DNA synthesis and induce DNA damage in T-cell acute lymphoblastic leukemia (T-ALL) in a p16-dependent manner. J Exp Ther Oncol. 2004 Oct;4(3):223-37. PMID: 15724842. 6: DeLeenheer A, Shum YY, Sinsheimer JE, Burckhalter JH. Unexpected formation of thioacridone and its spectral properties. J Pharm Sci. 1971 Aug;60(8):1238-9. doi: 10.1002/jps.2600600828. PMID: 5127098. 7: Suzuki T, Okada H, Nakagawa T, Komatsu K, Fujimoto C, Kagi H, Matsuo Y. A fluorenylidene-acridane that becomes dark in color upon grinding - ground state mechanochromism by conformational change. Chem Sci. 2017 Nov 14;9(2):475-482. doi: 10.1039/c7sc03567e. PMID: 29619203; PMCID: PMC5868075. 8: Pathak U, Pandey LK, Tank R. Expeditious microwave-assisted thionation with the system PSCl3/H2O/Et3N under solvent-free condition. J Org Chem. 2008 Apr 4;73(7):2890-3. doi: 10.1021/jo7022069. Epub 2008 Mar 5. Erratum in: J Org Chem. 2009 Nov 20;74(22):8908. PMID: 18318541. 9: Kádár M, Biró A, Tóth K, Vermes B, Huszthy P. Spectrophotometric determination of the dissociation constants of crown ethers with grafted acridone unit in methanol based on Benesi-Hildebrand evaluation. Spectrochim Acta A Mol Biomol Spectrosc. 2005 Dec;62(4-5):1032-8. doi: 10.1016/j.saa.2005.04.034. Epub 2005 Jun 13. PMID: 15955731. 10: Acquah C, Hoehn S, Krul S, Jockusch S, Yang S, Seth SK, Lee E, Xiao H, Crespo-Hernández CE. Electronic relaxation pathways in thio-acridone and thio- coumarin: two heavy-atom-free photosensitizers absorbing visible light. Phys Chem Chem Phys. 2024 Nov 27;26(46):28980-28991. doi: 10.1039/d4cp03720k. PMID: 39552238; PMCID: PMC11570880. 11: Kubo A, Nakagawa K, Varma RK, Conrad NK, Cheng JQ, Lee WC, Testa JR, Johnson BE, Kaye FJ, Kelley MJ. The p16 status of tumor cell lines identifies small molecule inhibitors specific for cyclin-dependent kinase 4. Clin Cancer Res. 1999 Dec;5(12):4279-86. PMID: 10632371. 12: ASQUITH RS, HAMMICK DL, WILLIAMS PL. The conversion of mepacrine and similar derivatives of 5-aminoacridines into thioacridones by the action of hydrogen sulphide. J Chem Soc. 1948 Aug:1181-3. doi: 10.1039/jr9480001181. PMID: 18884391.