Basic information
- CAS
81-61-8- Standard SMILES
O=C1c2ccc(O)c(O)c2C(=O)c2c(O)ccc(O)c21- InChIKey
VBHKTXLEJZIDJF-UHFFFAOYSA-N- Molecular formula
- C14H8O6
- Average molar mass
- 272.21 g/mol
- Monoisotopic mass
- 272.03208797
Overview
Quinalizarin is a tetrahydroxyanthraquinone having the four hydroxy groups at the 1-, 2-, 5- and 8-positions. It has a role as an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor.
Names & identifiers
- Preferred name
- Quinalizarin
- IUPAC
- 1,2,5,8-tetrahydroxyanthracene-9,10-dione
- English name
- 1,2,5,8-Tetrahydroxyanthraquinone
- Molecular formula
- C14H8O6
- Molecular weight
- 272.21
Names & synonyms
quinalizarin81-61-81,2,5,8-Tetrahydroxyanthraquinone1,2,5,8-tetrahydroxyanthracene-9,10-dioneAlizarinbordeauxKhinalizarinAlizarine Bordeaux BQuinalizarineAlizarine Bordeaux1,4,5,6-Tetrahydroxyanthraquinone1,2,5,8-Tetrahydroxy-9,10-anthraquinoneC.I. Mordant Violet 26
Show more names
izarinPHF 016CI 58500NSC 4896NSC 144046CI NO 58500
9,10-Anthracenedione, 1,2,5,8-tetrahydroxy-C.I. 58500Anthraquinone, 1,2,5,8-tetrahydroxy-1,2,5,8-Tetrahydroxy anthraquinone6D43C3LYSGDTXSID4052558NSC-4896NSC-144046
Database identifiers
- CAS
81-61-8- PubChem CID
- 5004
- DTXSID
DTXSID4052558- ChEMBL
CHEMBL29898- ChEBI
CHEBI:37495- UNII
- 6D43C3LYSG
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 115 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 435
Experimental & physicochemical properties
Chemical ClassesDyes -> Anthraquinone Dyes
DrugsPharmaceuticals -> Listed in ZINC15
LogP2.01
Physical DescriptionRed solid with a green metallic luster; [Merck Index] Red-brown powder; [Acros Organics MSDS]
Collision Cross Section150.5 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID4052558]
Physicochemical properties
- Melting point
- 300 °C · ≥300 °C
- Boiling point
- 375.27 °C · 375.27°C (rough estimate)
- Density
- 1.4292 · 1.4292 (rough estimate)
- refractive index
- 1.523 · 1.5230 (estimate)
- storage temp.
- room temp
- form
- powder
- Colour Index
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 9,10-Anthracenedione, 1,2,5,8-tetrahydroxy-
9,10-Anthracenedione, 1,2,5,8-tetrahydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryOral lethal dose (rat) > 500 mg/kg; [RTECS]
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3077 9 / PGIII
- risk_code
- 36/37/38-50-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- hazard_code
- Xn,N
- safety_code
- 26-36-61
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H400
- Hazard Classifications
Chemistry & industry
Uses & manufacturing
Uses
An irritant; [Acros Organics MSDS] A dye, still occasionally used to print cotton; [Merck Index]
Textiles (Printing, Dyeing, or Finishing) [Category: Industry]
General Manufacturing Information9,10-Anthracenedione, 1,2,5,8-tetrahydroxy-: ACTIVE
Applications
Uses1,2,5,8-TETRAHYDROXYANTHRAQUINONE is Al salts dark red, cotton mordanted with Cr salts bluish-violet. No longer used as a dye, except occasionally in printing cotton.
Preparation methods
PreparationQuinalizarin. 1,2-Dihydroxyanthracene-9,10-dione or 1,4-Dihydroxyanthracene-9,10-dione with great excess fuming sulfuric acid oxidation and hydrolysis.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers36 total
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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