9,10-Anthracenedione, 2,3-dihydro-1,4,5,8-tetrahydroxy-

HCID 66485

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 81-59-4
Standard SMILES: O=C1CCC(=O)c2c1c(O)c1c(O)ccc(O)c1c2O
InChIKey: QJQPINQAQJTYMH-UHFFFAOYSA-N
Molecular formula: C14H10O6
Average molar mass: 274.22 g/mol
Monoisotopic mass: 274.04773803

Names & identifiers

Preferred name: 9,10-Anthracenedione, 2,3-dihydro-1,4,5,8-tetrahydroxy-
IUPAC: 5,8,9,10-tetrahydroxy-2,3-dihydroanthracene-1,4-dione
English name: 2,3-dihydro-1,4,5,8-tetrahydroxyanthraquinone
Molecular formula: C14H10O6
Molecular weight: 274.23

Names & synonyms

81-59-42,3-dihydro-1,4,5,8-tetrahydroxy-9,10-anthracenedione9,10-Anthracenedione, 2,3-dihydro-1,4,5,8-tetrahydroxy-EINECS 201-364-5NSC 23122DTXSID00588511,4,5,8-Tetrahydroxyanthraquinone, leucoderivative1,4,5,8-Tetrahydroxyanthraquinone, leuco derivative9,10-Athracenedione, 2,3-dihydro-1,4,5,8-tetrahydroxy-RefChem:548710DTXCID90481985,8,9,10-tetrahydroxy-2,3-dihydroanthracene-1,4-dione

Show more names

Mitoxantrone Impurity 3Mitoxantrone Impurity 72,3-Dihydro-1,4,5,8-tetrahydroxyanthrachinon2,3-dihydro-1,4,5,8-tetrahydroxyanthraquinone

1,4,5,8-TETRAHYDROXY-2,3-DIHYDROANTHRACENE-9,10-DIONE5,8-DihydroxyleucoquinizarinMFCD231600181,4,5,8-tetrahydroxy-2,3,9,10-tetrahydroanthracene-9,10-dione1,4,5,8-Tetrahydroxy-2,3-dihydro-9,10-anthracenedione; NSC 23122NSC23122Mitoxantrone Impurity N1Leucotetrahydroxyanthraquinone

Database identifiers

CAS: 81-59-4
PubChem CID: 66485
EC Number: 201-364-5
Nikkaji: J192.589J

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 115 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 6
Rotatable bonds: 0
Heavy atoms: 20
Formal charge: 0
Complexity: 395

Physicochemical properties

Boiling point: 543.8 · 543.8±50.0 °C(Predicted)
Density: 1.79 · 1.79±0.1 g/cm3(Predicted)
storage temp.: Refrigerator
solubility: DMSO (Very Slightly, Heated)
pka: 4.2 · 4.20±1.00(Predicted)
form: Solid
color: Dark Brown to Black
EPA Substance Registry System: 9 · 9,10-Anthracenedione, 2,3-dihydro-1,4,5,8-tetrahydroxy- (81-59-4)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
TSCA: TSCA listed

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Safety data

tsca: TSCA listed
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information9,10-Anthracenedione, 2,3-dihydro-1,4,5,8-tetrahydroxy-: INACTIVE

Applications

Uses5,8-Dihydroxyleucoquinizarin is a reactant used in the preparation of chloroethylaminoethylaminoanthraquinones with potent cytotoxicity against cisplatin-resistant tumor cells.