Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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D104680-25g | 25g | In stock | $19.90 | |
D104680-100g | 100g | In stock | $35.90 | |
D104680-250g | 250g | In stock | $79.90 | |
D104680-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $110.90 |
Synonyms | Quinizarin | 1,4-Dihydroxyanthraquinone | 81-64-1 | 1,4-dihydroxyanthracene-9,10-dione | Quinizarine | Chinizarin | Solvent Orange 86 | 1,4-Dihydroxyanthrachinon | Smoke Orange R | 1,4-Dihydroxy-9,10-anthraquinone | Macrolex Orange GG | 9,10-Anthracenedione, 1,4-dihydroxy- | Ant |
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Specifications & Purity | ≥96% |
Shipped In | Normal |
Product Description | 1,4-Dihydroxyanthraquinone is an organic dye molecule with an aromatic structure. It is a derivative of anthraquinone bearing hydroxyl moieties. They may find uses in pharmacological, biochemical and dye industries. Anthraquinone dye are resistant to degradation. application: 1,4-Dihydroxyanthraquinone may be used in the synthesis of cyclopentanoids by cyclization of α,β-unsaturated aldehyde with 1, 4 1,4-Dihydroxyanthraquinone. It has been studied as a long range emissive ratiometric fluorescent probe for live cell imaging. |
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Pubchem Sid | 488180130 |
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Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180130 |
IUPAC Name | 1,4-dihydroxyanthracene-9,10-dione |
INCHI | InChI=1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H |
InChi Key | GUEIZVNYDFNHJU-UHFFFAOYSA-N |
Canonical SMILES | C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O |
Isomeric SMILES | C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O |
WGK Germany | 2 |
RTECS | CB6600000 |
PubChem CID | 6688 |
Molecular Weight | 240.21 |
Beilstein | 1914036 |
Reaxy-Rn | 1914036 |
Enter Lot Number to search for COA:
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Lot Number | Certificate Type | Date | Item |
---|---|---|---|
I2308327 | Certificate of Analysis | Dec 13, 2022 | D104680 |
I2308328 | Certificate of Analysis | Dec 13, 2022 | D104680 |
I2308437 | Certificate of Analysis | Dec 13, 2022 | D104680 |
I2308464 | Certificate of Analysis | Dec 13, 2022 | D104680 |
I2308465 | Certificate of Analysis | Dec 13, 2022 | D104680 |
I2308466 | Certificate of Analysis | Dec 13, 2022 | D104680 |
I2308467 | Certificate of Analysis | Dec 13, 2022 | D104680 |
K1819121 | Certificate of Analysis | Sep 19, 2022 | D104680 |
Solubility | Soluble in Benzene |
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Flash Point(°F) | 222 °C |
Flash Point(°C) | 222°C |
Boil Point(°C) | 450°C |
Melt Point(°C) | 195-200 °C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 2 |
RTECS | CB6600000 |
Reaxy-Rn | 1914036 |
Merck Index | 8064 |
1. Rui Gao, Zihao Jiang, Xiuyu Wu, Zhihong Cai, Nan Sang. (2023) Metabolic regulation of tumor cells exposed to different oxygenated polycyclic aromatic hydrocarbons. SCIENCE OF THE TOTAL ENVIRONMENT, (15): (167833). [PMID:37839476] |
2. Xu Liu, Xiao Han, Yushuang Shang, Lijuan Wang, Jian Shen, Jiang Yuan. (2023) Hydrogen sulfide releasing poly(γ-glutamic acid) biocomposite hydrogel with monitoring, antioxidant, and antibacterial properties for diabetic wound healing. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 253 (1): (127053). [PMID:37774813] |
3. Yunxiao Wang, Chang Liu, Shanshan Tang, Jing Tian, Yi Wang, Yi Yang. (2023) Thermodynamics, kinetics and structure-activity relationship of hydroxyanthraquinones scavenging free radicals. Food Bioscience, 53 (102705). [PMID:] |
4. Peiyuan Su, Jianing Yue, Qingyu Kong, Wenkai Zhang. (2023) Excited state intramolecular proton transfer in 1,4-dihydroxyanthraquinone. CHEMICAL PHYSICS, 566 (111783). [PMID:] |
5. Yuanyuan Song, Ziqi Wang, Yijing Long, Yang Mao, Feng Jiang, Yuanyuan Lu. (2022) 2-Alkyl-anthraquinones inhibit Candida albicans biofilm via inhibiting the formation of matrix and hyphae. RESEARCH IN MICROBIOLOGY, 173 (103955). [PMID:35550403] |
1. X Ma,C C Cheng,R T Su. (1984-02-24) Synthesis of simian virus 40 chromosomes in nuclear extracts from dihydroxyanthraquinone-treated cells.. Biochimica et biophysica acta, 781 ((1-2)): (173-182). [PMID:6320893] |
2. D F Liberman,R C Fink,F L Schaefer,R J Mulcahy,A A Stark. (1982-06-01) Mutagenicity of anthraquinone and hydroxylated anthraquinones in the Ames/Salmonella microsome system.. Applied and environmental microbiology, 43 ((6)): (1354-1359). [PMID:7103489] |
3. N J Hao,M P Huang,H Lee. (1995-05-01) Structure-activity relationships of anthraquinones as inhibitors of 7-ethoxycoumarin O-deethylase and mutagenicity of 2-amino-3-methylimidazo[4,5-f]quinoline.. Mutation research, 328 ((2)): (183-191). [PMID:7739602] |
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6. Mugunthu R Dhananjeyan,Youli P Milev,Michael A Kron,Muraleedharan G Nair. (2005-04-15) Synthesis and activity of substituted anthraquinones against a human filarial parasite, Brugia malayi.. Journal of medicinal chemistry, 48 ((8)): (2822-2830). [PMID:15828820] |
7. Sung-Woo Kim,Byoung-Kee Jo,Ji-Hean Jeong,Sun-Uk Choi,Yong-Il Hwang. (2005-12-29) Induction of extracellular matrix synthesis in normal human fibroblasts by anthraquinone isolated from Morinda citrifolia (Noni) fruit.. Journal of medicinal food, 8 ((4)): (552-555). [PMID:16379572] |
8. D M Fouad,N M Ismail,M A El-Gahami,S A Ibrahim. (2006-10-20) Kinetics of the substitution of dehydroacetic acid in tris (dehydroacetato) Fe(III) complex by 8-hydroxyquinoline, di- and tetra-hydroxyquinone.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 67 ((2)): (564-567). [PMID:17049303] |
9. Tom Coenye,Kris Honraet,Petra Rigole,Pol Nadal Jimenez,Hans J Nelis. (2007-01-16) In vitro inhibition of Streptococcus mutans biofilm formation on hydroxyapatite by subinhibitory concentrations of anthraquinones.. Antimicrobial agents and chemotherapy, 51 ((4)): (1541-1544). [PMID:17220400] |
10. P Guiraud,J L Bonnet,A Boumendjel,M Kadri-Dakir,M Dusser,J Bohatier,R Steiman. (2007-01-30) Involvement of Tetrahymena pyriformis and selected fungi in the elimination of anthracene, and toxicity assessment of the biotransformation products.. Ecotoxicology and environmental safety, 69 ((2)): (296-305). [PMID:17257678] |
11. Zhang-Gao Le,Zong-Bo Xie,Min Ying. (2007-10-27) Ionic liquid-promoted ring-closure reactions between 1,4-dihydroxyanthraquinone and diamines.. Molecules (Basel, Switzerland), 11 ((6)): (464-468). [PMID:17962779] |
12. Noufal Kandoth,Sharmistha Dutta Choudhury,Tulsi Mukherjee,Haridas Pal. (2009-02-28) Host-guest interaction of 1,4-dihydroxy-9,10-anthraquinone (quinizarin) with cyclodextrins.. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 8 ((1)): (82-90). [PMID:19247534] |
13. J Whitaker,J S Chaplow,E Potter,W A Scott,S Hopkin,M Harman,I Sims,N Sorokin. (2009-04-29) The comparative toxicity to soil invertebrates of natural chemicals and their synthetic analogues.. Chemosphere, 76 ((3)): (345-352). [PMID:19398118] |
14. Anna Frackowiak,Przemysław Skibiński,Wiesław Gaweł,Ewa Zaczyńska,Anna Czarny,Roman Gancarz. (2009-12-17) Synthesis of glycoside derivatives of hydroxyanthraquinone with ability to dissolve and inhibit formation of crystals of calcium oxalate. Potential compounds in kidney stone therapy.. European journal of medicinal chemistry, 45 ((3)): (1001-1007). [PMID:20005021] |
15. Duy Duc Nguyen,Nykola C Jones,Søren Vrønning Hoffmann,Jens Spanget-Larsen. (2010-06-15) Synchrotron radiation linear dichroism (SRLD) investigation of the electronic transitions of quinizarin, chrysazin, and anthrarufin.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 77 ((1)): (279-286). [PMID:20541965] |
16. Francesca Sorrentino,Anastasia Karioti,Paola Gratteri,Maria Pia Rigobello,Guido Scutari,Luigi Messori,Alberto Bindoli,Matteo Chioccioli,Chiara Gabbiani,Maria Camilla Bergonzi,Anna Rita Bilia. (2010-11-26) Hypericins and thioredoxin reductase: Biochemical and docking studies disclose the molecular basis for effective inhibition by naphthodianthrones.. Bioorganic & medicinal chemistry, 19 ((1)): (631-641). [PMID:21106380] |
17. Mohammad Saeid Hosseini,Ahmad Hosseini-Bandegharaei. (2011-05-03) Comparison of sorption behavior of Th(IV) and U(VI) on modified impregnated resin containing quinizarin with that conventional prepared impregnated resin.. Journal of hazardous materials, 190 ((1-3)): (755-765). [PMID:21530077] |
18. Xiaopeng Xuan,Xinsheng Wang,Na Wang. (2011-05-13) Theoretical study of molecular structure and vibrational spectra of 1,4-dihydroxyanthraquinone.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79 ((5)): (1091-1098). [PMID:21561800] |
19. Guang-Zhu Jin,Hai-Shan Jin,Li-Li Jin. (2011-08-04) Synthesis and antiproliferative activity of 1,4-bis(dimethylamino)-9,10-anthraquinone derivatives against P388 mouse leukemic tumor cells.. Archives of pharmacal research, 34 ((7)): (1071-1076). [PMID:21811913] |
20. E Tramontano,T Kharlamova,L Zinzula,F Esposito. (2011-10-19) Effects of new quinizarin derivatives on both HCV NS5B RNA polymerase and HIV-1 reverse transcriptase associated ribonuclease H activities.. Journal of chemotherapy (Florence, Italy), 23 ((5)): (273-276). [PMID:22005058] |
21. Christopher Batchelor-McAuley,Ivan B Dimov,Leigh Aldous,Richard G Compton. (2011-11-24) The electrochemistry of quinizarin revealed through its mediated reduction of oxygen.. Proceedings of the National Academy of Sciences of the United States of America, 108 ((50)): (19891-19895). [PMID:22109547] |
22. Saadia Andleeb,Naima Atiq,Geoff D Robson,Safia Ahmed. (2011-12-14) An investigation of anthraquinone dye biodegradation by immobilized Aspergillus flavus in fluidized bed bioreactor.. Environmental science and pollution research international, 19 ((5)): (1728-1737). [PMID:22161118] |
23. A R Tehrani-Bagha,R G Singh,K Holmberg. (2012-03-27) Solubilization of two organic dyes by cationic ester-containing gemini surfactants.. Journal of colloid and interface science, 376 ((1)): (112-118). [PMID:22444485] |
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25. Ardeshir Shokrollahi,Roghayeh Aghaei. (2013-09-26) Spectrophotometeric determination of trace amounts of Al3+ ion in water samples after cloud point extraction using quinizarin as a complexing agent.. Environmental monitoring and assessment, 186 ((2)): (1113-1121). [PMID:24065134] |
26. T S Koch,R P Rava. (1990-08-15) Interpreting the visible absorption bands of 1,4-(dihydroxy)-9,10-anthraquinone and its metal chelates.. Biophysical chemistry, 36 ((3)): (187-199). [PMID:2289021] |
27. Giorgio Cozza,Alessandra Gianoncelli,Monica Montopoli,Laura Caparrotta,Andrea Venerando,Flavio Meggio,Lorenzo A Pinna,Giuseppe Zagotto,Stefano Moro. (2008-09-19) Identification of novel protein kinase CK1 delta (CK1delta) inhibitors through structure-based virtual screening.. Bioorganic & medicinal chemistry letters, 18 ((20)): (5672-5675). [PMID:18799313] |
28. Kunihiko Ishii,Satoshi Takeuchi,Tahei Tahara. (2009-08-07) Infrared-induced coherent vibration of a hydrogen-bonded system: effects of mechanical and electrical anharmonic couplings.. The Journal of chemical physics, 131 ((4)): (044512-044512). [PMID:19655899] |
29. Stefania Rossi,Claudio Tabolacci,Alessandro Lentini,Bruno Provenzano,Fabrizio Carlomosti,Simona Frezzotti,Simone Beninati. (2010-03-25) Anthraquinones danthron and quinizarin exert antiproliferative and antimetastatic activity on murine B16-F10 melanoma cells.. Anticancer research, 30 ((2)): (445-449). [PMID:20332452] |
30. Meiling Wang,Guowen Meng,Qing Huang,Yiwu Qian. (2011-12-02) Electrospun 1,4-DHAQ-doped cellulose nanofiber films for reusable fluorescence detection of trace Cu2+ and further for Cr3+.. Environmental science & technology, 46 ((1)): (367-373). [PMID:22129160] |
31. M B Gholivand,S Kashanian,H Peyman. (2011-12-24) DNA-binding, DNA cleavage and cytotoxicity studies of two anthraquinone derivatives.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 87 (232-240). [PMID:22192418] |
32. Andrzej Blachecki,Justyna Mech-Piskorz,Marta Gajewska,Krzysztof Mech,Kacper Pilarczyk,Konrad Szaciłowski. (2017-04-28) Organotitania-Based Nanostructures as a Suitable Platform for the Implementation of Binary, Ternary, and Fuzzy Logic Systems.. Chemphyschem : a European journal of chemical physics and physical chemistry, 18 ((13)): (1798-1810). [PMID:28449282] |
33. Rui Gao, Zihao Jiang, Xiuyu Wu, Zhihong Cai, Nan Sang. (2023) Metabolic regulation of tumor cells exposed to different oxygenated polycyclic aromatic hydrocarbons. SCIENCE OF THE TOTAL ENVIRONMENT, (15): (167833). [PMID:37839476] |
34. Xu Liu, Xiao Han, Yushuang Shang, Lijuan Wang, Jian Shen, Jiang Yuan. (2023) Hydrogen sulfide releasing poly(γ-glutamic acid) biocomposite hydrogel with monitoring, antioxidant, and antibacterial properties for diabetic wound healing. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 253 (1): (127053). [PMID:37774813] |
35. Yunxiao Wang, Chang Liu, Shanshan Tang, Jing Tian, Yi Wang, Yi Yang. (2023) Thermodynamics, kinetics and structure-activity relationship of hydroxyanthraquinones scavenging free radicals. Food Bioscience, 53 (102705). [PMID:] |
36. Peiyuan Su, Jianing Yue, Qingyu Kong, Wenkai Zhang. (2023) Excited state intramolecular proton transfer in 1,4-dihydroxyanthraquinone. CHEMICAL PHYSICS, 566 (111783). [PMID:] |
37. Yuanyuan Song, Ziqi Wang, Yijing Long, Yang Mao, Feng Jiang, Yuanyuan Lu. (2022) 2-Alkyl-anthraquinones inhibit Candida albicans biofilm via inhibiting the formation of matrix and hyphae. RESEARCH IN MICROBIOLOGY, 173 (103955). [PMID:35550403] |