Basic information
- CAS
130-22-3- Standard SMILES
O=C1c2ccccc2C(=O)c2c1cc(S(=O)(=O)[O-])c(O)c2O.[Na+]- InChIKey
HFVAFDPGUJEFBQ-UHFFFAOYSA-M- Molecular formula
- C14H7O7S.Na
- Average molar mass
- 342.26 g/mol
- Monoisotopic mass
- 341.98101784
Overview
Alizarin red S is an organic sodium salt having 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate as the counterion. It is commonly used to stain embryo skeletons in cleared whole mounts, usually of small mammals. It has a role as a histological dye. It is an organic sodium salt and an organosulfonate salt. It contains a 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate.
Names & identifiers
- Preferred name
- Sodium alizarinesulfonate
- IUPAC
- sodium 3,4-dihydroxy-9,10-dioxoanthracene-2-sulfonate
- English name
- Alizarin Red S
- Molecular formula
- C14H7NaO7S
- Molecular weight
- 343.27
Names & synonyms
130-22-3Sodium alizarinesulfonateMordant Red 3Acid Red AlizarineAlizarine Red AAlizarine Red WDiamond Red WC.I. Mordant Red 3alizarine carmineAlizarin SC.I. 58005Alizarine Red S sodium salt
Show more names
SODIUM ALIZARINSULFONATECI 58005C.I. 5800S NO 1145alizarinesARS sodiumCI NO 58005sodiuim salt
Alizarinrot-SFenakrom Red WAlizarine Red ASAlizarine Red SWAlizarine Red SZAlizarine Red WAAlizarine Red WSAhcoquinone Red S
Database identifiers
- CAS
130-22-3- PubChem CID
- 3955344
- DTXSID
DTXSID6052744- ChEMBL
CHEMBL175336- ChEBI
CHEBI:87358- UNII
- 3F3AT0Q12H
- EC Number
- 204-981-8
Properties
Computed structural properties
- Topological polar surface area
- 140 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 1
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 599
Experimental & physicochemical properties
Chemical ClassesDyes -> Anthraquinone Dyes
Melting Point283 °C
Physical DescriptionMonohydrate: Orange-yellow solid; [Merck Index] Dark red powder; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 250 °C · >250°C
- Boiling point
- 287 · 287-289°C
- storage temp.
- room temp
- solubility
- 2 O: · H2O: soluble1mg/mL
- form
- Powder
- Colour Index
- 58005 · 58005
- pka
- 4.5 · 4.5, 11(at 25℃)
- color
- Various
- PH Range
- 4.3 · 4.3(yellow)-6.3(violet)
- Water Solubility
- Soluble in water and alcohol.
- λmax
- 556 nm, · 556nm, 596nm, 423nm, 546nm
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 2.1% (1 of 47) of reports.
Warning
H315 (97.9%): Causes skin irritation [Warning Skin corrosion/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 47 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2-Anthracenesulfonic acid, 9,10-dihydro-3,4-dihydroxy-9,10-dioxo-, monosodium salt
2-Anthracenesulphonic acid, 9,10-dihydro-3,4-dihydroxy-9,10-dioxo-, monosodium salt: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntravenous LD50 (mouse) = 70 mg/kg; [RTECS] A moderate irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (97.9%)
Safety & protection
Protective Action Criteria (PAC)
0.23 [mg/m3]
2.5 [mg/m3]
15 [mg/m3]
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- CB1095300
- hs_code
Chemistry & industry
Uses & manufacturing
UsesUsed as an acid-base indicator, reagent (fluorine determination), and microscopy stain; [Merck Index]
General Manufacturing Information2-Anthracenesulfonic acid, 9,10-dihydro-3,4-dihydroxy-9,10-dioxo-, sodium salt (1:1): ACTIVE
Applications
UsesAlizarin Red S sodium salt is used as a chromogenic agent for the colorimetric determination of dothiepin hydrochloride in pharmaceutical formulations. It is also used as an ion-pair reagent for the spectrophotometric assay of fexofenadine in pharmaceuticals. It acts as a colorometric pH indicator in the range of 3.8-5.4. Further, it is used in a biochemical assay to determine the presence of calcific deposition by cells of an osteogenic lineage.
UsesAlizarin Red S is used in the biochemical assay to determine the presence of calcium.
Preparation methods
PreparationAlizarin Red S was prepared by reacting 1,2-Dihydroxyanthracene-9,10-dione with fuming sulfuric acid sulphonate, and translated into Sodium salt.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工
Related reactions
4 records
Compound notes
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