IUPAC/Chemical Name
                                        1H-Carbazole-1,4(9H)-dione, 3-methyl-
                                     
                                    
                                        InChi Key
                                        XJTABSPWPMYLQX-UHFFFAOYSA-N
                                     
                                    
                                        InChi Code
                                        InChI=1S/C13H9NO2/c1-7-6-10(15)12-11(13(7)16)8-4-2-3-5-9(8)14-12/h2-6,14H,1H3
                                     
                                    
                                        SMILES Code
                                        O=C(C=C1C)C(NC2=C3C=CC=C2)=C3C1=O
                                     
                                    
                                    
                                        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
                                        >3 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
                                        211.22
                                        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: McDonald JW, Miller JE, Kim M, Velu SE. An Expedient Synthesis of Murrayaquinone A via a Novel Oxidative Free Radical Reaction. Tetrahedron Lett. 2018 Feb 7;59(6):550-553. doi: 10.1016/j.tetlet.2018.01.007. Epub 2018 Jan 4. PMID: 29736091; PMCID: PMC5935454.
2: Mori-Quiroz LM, Dekarske MM, Prinkki AB, Clift MD. Exploiting Alkylquinone Tautomerization for the Total Synthesis of Calothrixin A and B. J Org Chem. 2017 Dec 1;82(23):12257-12266. doi: 10.1021/acs.joc.7b02101. Epub 2017 Nov 17. Erratum in: J Org Chem. 2018 Jun 1;83(11):6243. PMID: 29086565.
3: Takeya K, Itoigawa M, Furukawa H. Triphasic inotropic response of guinea-pig papillary muscle to murrayaquinone-A isolated from Rutaceae. Eur J Pharmacol. 1989 Oct 4;169(1):137-45. doi: 10.1016/0014-2999(89)90825-x. PMID: 2599008.
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5: Itoigawa M, Kashiwada Y, Ito C, Furukawa H, Tachibana Y, Bastow KF, Lee KH. Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents. J Nat Prod. 2000 Jul;63(7):893-7. doi: 10.1021/np000020e. PMID: 10924160.
6: Kaliyaperumal SA, Banerjee S, U K SK. Palladium mediated intramolecular multiple C-X/C-H cross coupling and C-H activation: synthesis of carbazole alkaloids calothrixin B and murrayaquinone A. Org Biomol Chem. 2014 Aug 28;12(32):6105-13. doi: 10.1039/c4ob00493k. PMID: 24881674.
7: Chakraborty B, Chakraborty S, Saha C. Antibacterial Activity of Murrayaquinone A and 6-Methoxy-3,7-dimethyl-2,3-dihydro-1H-carbazole-1,4(9H)-dione. Int J Microbiol. 2014;2014:540208. doi: 10.1155/2014/540208. Epub 2014 May 20. PMID: 24963299; PMCID: PMC4055288.
8: Hagiwara H, Choshi T, Nobuhiro J, Fujimoto H, Hibino S. Novel syntheses of murrayaquinone A and furostifoline through 4-oxygenated carbazoles by allene- mediated electrocyclic reactions starting from 2-chloroindole-3-carbaldehyde. Chem Pharm Bull (Tokyo). 2001 Jul;49(7):881-6. doi: 10.1248/cpb.49.881. PMID: 11456096.
9: Matsuo K, Ishida S. Synthesis of murrayaquinone-A. Chem Pharm Bull (Tokyo). 1994 Jun;42(6):1325-7. doi: 10.1248/cpb.42.1325. PMID: 8069978.
10: Itoigawa M, Takeya K, Furukawa H. Structure-activity relationship for the inotropic effect of aromatic methyl-p-quinones. Arch Int Pharmacodyn Ther. 1990 Nov-Dec;308:95-103. PMID: 2099138.
11: Schmidt AW, Reddy KR, Knölker HJ. Occurrence, biogenesis, and synthesis of biologically active carbazole alkaloids. Chem Rev. 2012 Jun 13;112(6):3193-328. doi: 10.1021/cr200447s. Epub 2012 Apr 5. PMID: 22480243.
12: Guo J, Kiran IN, Reddy RS, Gao J, Tang M, Liu Y, He Y. Synthesis of Carbazolequinones by Formal [3 + 2] Cycloaddition of Arynes and 2-Aminoquinones. Org Lett. 2016 May 20;18(10):2499-502. doi: 10.1021/acs.orglett.6b01090. Epub 2016 May 5. PMID: 27149368.