Basic information
- Standard SMILES
O=C1c2cccc(O)c2C(=O)c2cccc(O)c21- InChIKey
JPICKYUTICNNNJ-UHFFFAOYSA-N- Molecular formula
- C14H8O4
- Average molar mass
- 240.21 g/mol
- Monoisotopic mass
- 240.04225874
Overview
Anthrarufin is a dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 5. It derives from a hydride of an anthracene.
Names & identifiers
- Preferred name
- Anthrarufin
- IUPAC
- 1,5-dihydroxyanthracene-9,10-dione
- English name
- 1,5-Dihydroxyanthraquinone
- Molecular formula
- C14H8O4
- Molecular weight
- 240.21
Names & synonyms
Anthrarufin1,5-DIHYDROXYANTHRAQUINONE117-12-41,5-dihydroxyanthracene-9,10-dione9,10-Anthracenedione, 1,5-dihydroxy-1,5-Dihydroxyanthrachinon1,5-Dihydroxy-9,10-anthraquinoneAnthraquinone, 1,5-dihydroxy-1,5-Dihydroxy-9,10-anthracenedioneCHEBI:37501KPB60W5S3MNSC-7211
Show more names
C14H8O4NSC 7211NSC 646570Anthrarufin,80%Anthrarufin 85%Anthrarufin >1,5 DIHYDROXY AQRARECHEM AQ BD AN24
NSC-646570DTXSID8051594RefChem:1130751,5-DHAQDTXCID90818191204-175-6CCRIS 31501,5-Dihydroxy-anthraquinone
Database identifiers
- CAS
117-12-4- PubChem CID
- 8328
- DTXSID
DTXSID8051594- ChEMBL
CHEMBL55761- ChEBI
CHEBI:37501- UNII
- KPB60W5S3M
- EC Number
- 204-175-6
- Nikkaji
- J2.267.364E、J2.906H
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 74.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 342
Experimental & physicochemical properties
Chemical ClassesDyes -> Anthraquinone Dyes
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Physical DescriptionGreen to yellow solid; [Merck Index] Yellow powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 279 °C · 279 °C (dec.)(lit.)
- Boiling point
- 342.92 °C · 342.92°C (rough estimate)
- Density
- 1.56 g/cm3 · 1.56 g/cm3
- vapor density
- 8.3 · 8.3 (vs air)
- refractive index
- 1.543 · 1.5430 (estimate)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Poor solubility in all solvents tested.DMSO (Sparingly)
- form
- Solid
- pka
- 6.42 · 6.42±0.20(Predicted)
- color
- Yellow to Green
- Merck
- 14 · 14,689
- BRN
- 1881718 · 1881718
- InChI
- InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)8-4-2-6-10(16)12(8)13(7)17/h1-6,15-16H
- InChIKey
- JPICKYUTICNNNJ-UHFFFAOYSA-N
- SMILES
- C1(O)=C2C(C(=O)C3=C(C2=O)C=CC=C3O)=CC=C1
- CAS DataBase Reference
- 117 · 117-12-4(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 60 W5S3M · KPB60W5S3M
- EPA Substance Registry System
- Anthrarufin (117-12-4)
- UNSPSC Code
- 12162002 · 12162002
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-37/39-36/37
- WGK Germany
- 3 · 3
- RTECS
- 6630000 · CB6630000
- TSCA
- TSCA listed
- HS Code
- 29146990 · 29146990
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (97.5%): 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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationChemical: 9,10-Anthracenedione, 1,5-dihydroxy-
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazards SummaryA mild eye irritant; [RTECS] May cause irritation; [Alfa Aesar MSDS] See Alizarin.
Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- CB6630000
- hs_code
- 29146990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39-36/37
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Uses & manufacturing
UsesUsed to make alizarin and indanthrene dyes; Forms insoluble barium and calcium lakes; [Merck Index]
General Manufacturing Information9,10-Anthracenedione, 1,5-dihydroxy-: ACTIVE
Applications
Uses1,5-Dihydroxyanthraquinone (anthrarufin) is an important intermediate for manufacturing disperse blue dyes. It is the key intermediates for manufacturing disperse blue dyes via dinitrodihydroxyanthraquinone and vat dyes via diaminoanthraquinones.
Uses1,5-Dihydroxyanthraquinone is an anthraquinone derivative with suppressive effects against nitric oxide (NO) synthase. Potential antimalarial agent. Used in studies as a potential competitive non-peptidic inhibitor of HIV-1 protei nase.
UsesImportant intermediate in the manufacture of alizarin and indanthrene dyestuffs. Forms insoluble Ba and Ca lakes; has been proposed as analytical reagent for the detection of Ca.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
湖北鑫立恒化工有限公司13164644252
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
湖北鑫杰成化工科技有限公司13554075426 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
衢州明锋化工有限公司0570-3062502 13819002126;13819008176 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
江苏普乐司生物科技有限公司0513-66017706 18551496367 · [email protected]
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阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
武汉卡诺斯科技有限公司027-83238443 15327105076 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
上海耐士化工科技有限公司400-188-0725 +86 21 34310725 13611771617
天津希恩思生化科技有限公司400 638 7771 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
武汉卡诺斯科技有限公司153-37111468 15337111468 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
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陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
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Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
天津荣燊化工有限公司18317763565; 18317763565 · [email protected]
郑州科豫隆化工产品有限公司17319789407 17319789407 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
资川生化科技(苏州)有限公司0512-66317708 13372112871 · [email protected]
广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
湖北恒绿源科技有限公司027-88188016 18717196322 · [email protected]
嘉兴市德亿化工有限公司0573-85866609 13325730825 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
河南誉康卓宁进出口有限公司13393721940 · [email protected]
杭州迈昂进出口有限公司0571-56076803 18667038366
上海西陇生化科技有限公司021-52907766-8042
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
上海新平精细化学品有限公司18221735425 · [email protected]
武汉卡诺斯科技有限公司18064039730 · [email protected]
Additional notes
DefinitionChEBI: A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 5.
Related reactions
7 records
Linked notes
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