Basic information
- CAS
91300-60-6- Standard SMILES
O=C1C(Nc2ccccc2)=CC(=O)c2ncccc21- InChIKey
GXIJYWUWLNHKNW-UHFFFAOYSA-N- Molecular formula
- C15H10N2O2
- Average molar mass
- 250.25 g/mol
- Monoisotopic mass
- 250.07422757
Overview
6-anilino-5,8-quinolinedione is a quinolone that is quinoline-5,8-dione in which the hydrogen at position 6 is replaced by an anilino group. It has a role as an antineoplastic agent and an EC 4.6.1.2 (guanylate cyclase) inhibitor. It is a quinolone, a member of p-quinones, an aromatic amine and an aminoquinoline.
Names & identifiers
- Preferred name
- 6-(Phenylamino)-5,8-quinolinedione
- IUPAC
- 6-anilinoquinoline-5,8-dione
- English name
- 6-ANILINO-5,8-QUINOLINEDIONE
- Molecular formula
- C15H10N2O2
- Molecular weight
- 250.25
Names & synonyms
91300-60-66-Anilino-5,8-quinolinedioneLY83583LY-835836-(Phenylamino)-5,8-quinolinedione5,8-Quinolinedione, 6-(phenylamino)-DTXSID60238488CHEBI:78677TD9FS56333RefChem:104223DTXCID801609796-(Phenylamino)quinoline-5,8-dione
Show more names
LY-83583 (LY83583)LY83583, 10 mM in DMSO6-(anilino)quinoline-5,8-dione
6-anilinoquinoline-5,8-dioneLY 835836-Anilino-5,8-quinolinequinone6-Anilinoquinoline-5,8-quinoneCHEMBL312487MFCD00210756CBiol_0019676-Anilino-58-quinolinedione
Database identifiers
- CAS
91300-60-6- PubChem CID
- 3976
- DTXSID
DTXSID60238488- ChEMBL
CHEMBL312487- ChEBI
CHEBI:78677- UNII
- TD9FS56333
- EC Number
- 635-619-0
- Nikkaji
- J22.981D
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 59.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 410
Physicochemical properties
- Melting point
- 184 · 184-185°C
- Boiling point
- 446.9 · 446.9±45.0 °C(Predicted)
- Density
- 1.4 · 1.400±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 0.1 M · 0.1 M HCl: 1 mg/mL
- form
- solid
- pka
- -0.63 · -0.63±0.20(Predicted)
- color
- violet
- InChI
- 1S/C15H10N2O2/c18-13-9-12(17-10-5-2-1-3-6-10)15(19)11-7-4-8-16-14(11)13/h1-9,17H
- InChIKey
- GXIJYWUWLNHKNW-UHFFFAOYSA-N
- SMILES
- O=C1C=C(Nc2ccccc2)C(=O)c3cccnc13
- CAS DataBase Reference
- 91300 · 91300-60-6(CAS DataBase Reference)
- FDA UNII
- 9 FS56333 · TD9FS56333
- UNSPSC Code
- 41106305 · 41106305
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
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
H315 (100%): 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 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 2
- hs_code
- 2933499090
- risk_code
- 40-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- safety_code
- 36/37-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280-P271
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Applications
UsesInhibits nitric-oxide-induced activation of soluble guanylate cyclase (IC50=2) in a dose-dependent and reversible manner. It blocks acetylcholine induced vasorelaxation. Also an inhibitor of antigen-induced leukotriene release
UsesInhibits nitric-oxide-induced activation of soluble guanylate cyclase (IC50=2μM) in a dose-dependent and reversible manner. It blocks acetylcholine induced vasorelaxation. Also an inhibitor of antigen-induced leukotriene release.
UsesLY83583 is an inhibitor of soluble guanylate cyclase and of cGMP production. It inhibits soluble guanylate cyclase in human platelets with an IC50 value of 2 μM. LY83583 also inhibits leukotriene synthesis in guinea pig lung and rat peritoneal cells with an IC50 value of 1.8 μM and is a noncompetitive inhibitor of glutathione reductase in bovine intestinal mucosa with a Ki value of 3 μM.[Cayman Chemical]
Suppliers32 total
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
InvivoChem中国
Related reactions
4 records
Compound notes
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