Description

Danthron (1,8-Dihydroxyanthracene-9,10-dione) is a high-purity anthraquinone derivative with the molecular formula C₁₄H₈O₄, widely utilized in pharmaceutical, chemical research, and industrial applications. This orange to brown crystalline powder is characterized by its two hydroxyl groups at the 1 and 8 positions, enhancing its reactivity and utility in synthesis. With a CAS number 117-10-2, Danthron is rigorously tested for purity (typically ≥98% by HPLC) and is available in various packaging options to meet laboratory-scale or bulk requirements. Its stability under standard conditions makes it ideal for storage and transport. Suitable for use as a precursor in dye synthesis, analytical standards, and pharmacological studies, this compound is handled with strict adherence to safety protocols.

Properties

• CAS Number: 117-10-2
• Complexity: 346
• IUPAC Name: 1,8-dihydroxyanthracene-9,10-dione
• InChI: InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H
• InChI Key: QBPFLULOKWLNNW-UHFFFAOYSA-N
• Exact Mass: 240.04225873
• Molecular Formula: C14H8O4
• Molecular Weight: 240.21
• SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O
• Topological: 74.6
• Monoisotopic Mass: 240.04225873
• Physical Description: Danthron is an orange crystalline powder. Almost odorless and tasteless.
• Color/Form: Red or red-yellow needles or leaves
• Boiling Point: Sublimes
• Melting Point: 379 °F
• Solubility: less than 1 mg/mL at 64 °F
• Vapor Density: 8.3 – Heavier than air; will sink
• Synonyms: danthron, 1,8-Dihydroxyanthraquinone, 117-10-2, Chrysazin, Dantron, Dorbane, Istizin, 1,8-Dihydroxyanthracene-9,10-dione, 9,10-Anthracenedione, 1,8-dihydroxy-, Laxipur, danthrone, Dantrone, 1,8-Dihydroxy-9,10-anthraquinone, Dioxyanthrachinonum, Usaf nd-59, 1,8-Dihydroxyanthrachinon, Dantronum, 1,8-Dihydroxyanthra-9,10-quinone, 1,8-Dihydroxy-9,10-anthracenedione, Dantron [INN], 1,8-Dihydroxyanthrachinon [Czech], Pilules Vinchy N.F., 1,8-dioxyanthraquinone, Laxapur, NSC7210, Z4XE6IBF3V, NSC-38626, Dantron (INN), NSC-646568, CHEBI:3682, DTXSID9020328, DANTHRON [HSDB], DANTHRON [MI], DANTRON [IARC], DANTHRON [VANDF], DANTRON [MART.], NSC646568, DANTRON [WHO-DD], Pilules Vinchy N.F. (TN), DTXCID10328, NSC38626, DITHRANOL IMPURITY B [EP IMPURITY], DANTRON (IARC), DANTRON (MART.), dianthon, 1,8-Dihydroxyanthrachinon (Czech), danthro-lax, DITHRANOL IMPURITY B (EP IMPURITY), A06AB03, 204-173-5, inchi=1/c14h8o4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16, Antrapurol, Laxanthreen, Diaquone, Laxanorm, Altan, Laxipurin, Zwitsalax, Danivac, Dionone, Duolax, Prugol, Roydan, Chrysazine, Dorbanex, Criasazin, Dantrona, LTAN, Anthraquinone, 1,8-dihydroxy-, 1,8-Dihydroanthraquinone, 1,8-dihydroxy-anthraquinone, MFCD00001211, NSC 38626, NSC 646568, 1,8-dihydroxy-9,10-dihydroanthracene-9,10-dione, CHEMBL53418, Pastomin, Bancon, Istan, component of Doxan, Neokutin S, component of Modane, Scatron D, component of Doxidan, component of Dorbantyl, NCGC00091367-01, NCGC00091367-05, 9, 1,8-dihydroxy-, Anthraquinone,8-dihydroxy-, Dantrone [INN-French], Dantronum [INN-Latin], Dantrona [INN-Spanish], 1,4,5,8-Tetroxyantraquinone, WLN: L C666 BV IVJ DQ NQ, Danthron [USP], CAS-117-10-2, CCRIS 3529, EINECS 204-173-5, UNII-Z4XE6IBF3V, Istizine, AI3-38117, HSDB 7764, 3nsq, Danthron, BAN, Dantron, INN, Danthron (Standard), Dorbanex (Salt/Mix), Dorbantyl (Salt/Mix), Spectrum_001750, dihyanthraquin_P41_LT, Spectrum2_000603, Spectrum3_000650, Spectrum4_001682, Spectrum5_000324, dihyanthraquin_P21/n_LT, NCIMech_000114, 1,8-Dihydroxyanthracene-9,10-dione (Danthron), dihyanthraquin_P41212_RT, SCHEMBL83688, BSPBio_002259, KBioGR_001944, KBioSS_002230, SPECTRUM211468, MLS000069608, DivK1c_000284, SPBio_000506, 1,8-DHAQ, MEGxp0_001693, ACon1_000135, BDBM11316, HMS500O06, HY-B0923R, KBio1_000284, KBio2_002230, KBio2_004798, KBio2_007366, KBio3_001479, NINDS_000284, 1,8-Dihydroxyanthraquinone, 96%, HMS2091A09, HMS3715F08, HMS5083P11, Pharmakon1600-00211468, 8,9-dihydroxy-1,10-anthraquinone, BCP31079, HY-B0923, NSC-7210, Tox21_111122, Tox21_200986, BBL013161, CCG-35470, NSC755828, s4561, SBB057973, STK238373, AKOS001583216, Tox21_111122_1, 1,8-Dihydroxyanthra-9,10-quinone #, 9,10-Antiraquinone, 1,8-dihydroxy-, CS-4392, DB04816, FD22098, HS-1003, NSC-755828, IDI1_000284, NCGC00091367-02, NCGC00091367-03, NCGC00091367-04, NCGC00091367-06, NCGC00091367-07, NCGC00091367-08, NCGC00258539-01, 1,8-bis(oxidanyl)anthracene-9,10-dione, DA-72552, NCI60_041443, SMR000059018, SY011288, SBI-0051330.P003, 1,8-Dihydroxy-9,10-anthracenedione, 9CI, D0563, EU-0099935, NS00015698, ST50330603, D07107, F17670, AB00051961_09, Danthron (1,8-Dihydroxyanthracene-9,10-dione), EN300-1693514, A803710, SR-01000721864, Q5221244, SR-01000721864-2, BRD-K10065684-001-02-5, BRD-K10065684-001-03-3, BRD-K10065684-001-06-6, BRD-K10065684-001-07-4, 1,8-Dihydroxyanthraquinone, Vetec(TM) reagent grade, 96%, Dantron; Chrysazin;1,8-Dihydroxyanthraquinone;1,4,5,8-tetroxyantraquinone, 1,8-Dihydroxy-9,10-anthracenedione;1,8-Dihydroxy-9,10-anthraquinone;Chrysazine;Danthron, CHZ

Application

Danthron is primarily employed as a laxative agent in pharmaceutical formulations due to its stimulant effects on the colon. In research, it serves as a model compound for studying anthraquinone metabolism and oxidative degradation pathways. Industrially, it is used as an intermediate in the synthesis of dyes and pigments, leveraging its vibrant color properties. Additionally, Danthron finds applications in analytical chemistry as a reference standard for chromatographic analysis.

Safety and Hazards

GHS Hazard Statements

• H351: Suspected of causing cancer [Warning Carcinogenicity]
• H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P203, P273, P280, P318, P391, P405, and P501

Hazard Classes and Categories

• Carcinogenicity – Category 2
• Hazardous to the aquatic environment – Category 1
• Hazardous to the aquatic environment – Category 1

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