6-(Phenylamino)-5,8-quinolinedione
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6-(Phenylamino)-5,8-quinolinedione
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CAS No:
91300-60-6
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Formula:
C15H10N2O2
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Chemical Name:
6-(Phenylamino)-5,8-quinolinedione
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Synonyms:
5,8-Quinolinedione,6-(phenylamino)-;6-(Phenylamino)-5,8-quinolinedione;LY 83583;5,8-Dihydro-5,8-dioxo-6-(phenylamino)quinoline;6-Anilinoquinoline-5,8-quinone;Comr 2029
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CAS No:
Description
Red-Brown Solid
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, an aminoquinoline, an aromatic amine and a member of p-quinones.
Characteristics
59.1
1.56
violet solid
1.4±0.1 g/cm3
184-185°C
446.9±45.0 °C at 760 mmHg
224.1±28.7 °C
1.715
0.1 M HCl: 1 mg/mL
2-8°C
Safety Information
NONH for all modes of transport
2
40-36/37/38
36/37-36-26
Xn,Xi
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)
6-anilino-5,8-quinolinedione
6-(Phenylamino)-5,8-quinolinedione Use and Manufacturing
LY83583 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]
Computed Properties
Molecular Weight:250.25
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:250.074227566
Monoisotopic Mass:250.074227566
Topological Polar Surface Area:59.1
Heavy Atom Count:19
Complexity:410
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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6-(Phenylamino)-5,8-quinolinedione
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