479-43-6,MFCD07782310
Catalog No.:AA00DDA3

479-43-6 | Canthin-6-one

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98%
1 week  
$123.00   $86.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00DDA3
Chemical Name:
Canthin-6-one
CAS Number:
479-43-6
Molecular Formula:
C14H8N2O
Molecular Weight:
220.2261
MDL Number:
MFCD07782310
SMILES:
O=c1ccc2c3n1c1ccccc1c3ccn2
NSC Number:
103003
Properties
Properties
 
Form:
Solid  
MP:
>153°C (dec.)  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
378  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
2.4  

Downstream Synthesis Route

[1]Cebrian-Torrejon,Gerardo;Mackiewicz,Nicolas;Vazquez-Manrique,RafaelP.;Fournet,Alain;Figadere,Bruno;Nicolas,Julien;Poupon,Erwan[EuropeanJournalofOrganicChemistry,2013,#26,p.5821-5828]

[2]Haynesetal.[AustralianJournalofScientificResearch,SeriesA:PhysicalSciences,1952,vol.<A>5,p.387,396,397]

[3]Haynesetal.[AustralianJournalofScientificResearch,SeriesA:PhysicalSciences,1952,vol.<A>5,p.387,396,397]

[4]Ohmoto,Taichi;Koike,Kazuo[Chemicalandpharmaceuticalbulletin,1984,vol.32,#1,p.170-173]

[5]Ohmoto,Taichi;Koike,Kazuo[Chemicalandpharmaceuticalbulletin,1984,vol.32,#9,p.3579-3583]

[6]Zapesochnaya,G.G.;Pervykh,L.N.;Kurkin,V.A.[ChemistryofNaturalCompounds,1991,vol.27,#3,p.336-340][KhimiyaPrirodnykhSoedinenii,1990,#3,p.388-394]

[1]Dai,Jiang-Kun;Dan,Wen-Jia;Li,Na;Du,Hong-Tao;Zhang,Ji-Wen;Wang,Jun-Ru[BioorganicandMedicinalChemistryLetters,2016,vol.26,#2,p.580-583]

[2]Soriano-Agaton,Flor;Lagoutte,Delphine;Poupon,Erwan;Roblot,Francois;Fournet,Alain;Gantier,Jean-Charles;Hocquemiller,Reynald[JournalofNaturalProducts,2005,vol.68,#11,p.1581-1587]

[3]Cebrian-Torrejon,Gerardo;Mackiewicz,Nicolas;Vazquez-Manrique,RafaelP.;Fournet,Alain;Figadere,Bruno;Nicolas,Julien;Poupon,Erwan[EuropeanJournalofOrganicChemistry,2013,#26,p.5821-5828]

[4]Haynesetal.[AustralianJournalofScientificResearch,SeriesA:PhysicalSciences,1952,vol.<A>5,p.387,398]

[1]Campos,Olivia;DiPierro,Mike;Cain,Michael;Mantei,Robert;Gawish,Ali;Cook,JamesM.[Heterocycles,1980,vol.14,#7,p.975-984]

[2]Cain,M.;Campos,O.;Guzman,F.;Cook,J.M.[JournaloftheAmericanChemicalSociety,1983,vol.105,#4,p.907-913]

[3]Dai,Jiang-Kun;Dan,Wen-Jia;Li,Na;Du,Hong-Tao;Zhang,Ji-Wen;Wang,Jun-Ru[BioorganicandMedicinalChemistryLetters,2016,vol.26,#2,p.580-583]

[4]CurrentPatentAssignee:NORTHWESTA&FUNIVERSITY-CN104530047,2017,B

[1]Suzuki,Hideharu;Adachi,Makoto;Ebihara,Yuki;Gyoutoku,Hiroshi;Furuya,Hinako;Murakami,Yasuoki;Okuno,Hiroaki[Synthesis,2005,#1,p.28-32]

[1]Takasu,Kiyosei;Shimogama,Tsubasa;Saiin,Chalerm;Kim,Hye-Sook;Wataya,Yusuke;Brun,Reto;Ihara,Masataka[ChemicalandPharmaceuticalBulletin,2005,vol.53,#6,p.653-661]

Literature

Title: Synthesis, antitumor, antitrypanosomal and antileishmanial activities of benzo[4,5]canthin-6-ones bearing the N'-(Substituted benzylidene)-carbohydrazide and N-Alkylcarboxamide groups at C-2.

Journal: Chemical & pharmaceutical bulletin 20120101

Title: Pharmacological mechanisms underlying the anti-ulcer activity of methanol extract and canthin-6-one of Simaba ferruginea A. St-Hil. in animal models.

Journal: Journal of ethnopharmacology 20110412

Title: Antifungal canthin-6-one series accumulate in lipid droplets and affect fatty acid metabolism in Saccharomyces cerevisiae.

Journal: Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie 20080201

Title: Effects of canthin-6-one alkaloids from Zanthoxylum chiloperone on Trypanosoma cruzi-infected mice.

Journal: Journal of ethnopharmacology 20070119

Title: Extraction, hemisynthesis, and synthesis of canthin-6-one analogues. Evaluation of their antifungal activities.

Journal: Journal of natural products 20051101

Title: Cytotoxic and antimalarial beta-carboline alkaloids from the roots of Eurycoma longifolia.

Journal: Journal of natural products 20031001

Title: Antifungal compounds from Zanthoxylum chiloperone var. angustifolium.

Journal: Phytotherapy research : PTR 20030601

Title: Leishmanicidal activity of two canthin-6-one alkaloids, two major constituents of Zanthoxylum chiloperone var. angustifolium.

Journal: Journal of ethnopharmacology 20020501

Title: Chemical constituents and biological activities of Zanthoxylum usambarense.

Journal: Phytotherapy research : PTR 20020201

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Additional Info:
SDS
Tags:479-43-6 Molecular Formula|479-43-6 MDL|479-43-6 SMILES|479-43-6 Canthin-6-one
Catalog No.: AA00DDA3
479-43-6,MFCD07782310
479-43-6 | Canthin-6-one
Pack Size: 1mg
Purity: 98%
1 week
$123.00 $86.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00DDA3
Chemical Name: Canthin-6-one
CAS Number: 479-43-6
Molecular Formula: C14H8N2O
Molecular Weight: 220.2261
MDL Number: MFCD07782310
SMILES: O=c1ccc2c3n1c1ccccc1c3ccn2
NSC Number: 103003
Properties
Form: Solid  
MP: >153°C (dec.)  
Storage: 2-8℃;  
Complexity: 378  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 17  
Hydrogen Bond Acceptor Count: 2  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 2.4  
Downstream Synthesis Route
479-43-6    18122-85-5 

[1]Cebrian-Torrejon,Gerardo;Mackiewicz,Nicolas;Vazquez-Manrique,RafaelP.;Fournet,Alain;Figadere,Bruno;Nicolas,Julien;Poupon,Erwan[EuropeanJournalofOrganicChemistry,2013,#26,p.5821-5828]

[2]Haynesetal.[AustralianJournalofScientificResearch,SeriesA:PhysicalSciences,1952,vol.<A>5,p.387,396,397]

[3]Haynesetal.[AustralianJournalofScientificResearch,SeriesA:PhysicalSciences,1952,vol.<A>5,p.387,396,397]

[4]Ohmoto,Taichi;Koike,Kazuo[Chemicalandpharmaceuticalbulletin,1984,vol.32,#1,p.170-173]

[5]Ohmoto,Taichi;Koike,Kazuo[Chemicalandpharmaceuticalbulletin,1984,vol.32,#9,p.3579-3583]

[6]Zapesochnaya,G.G.;Pervykh,L.N.;Kurkin,V.A.[ChemistryofNaturalCompounds,1991,vol.27,#3,p.336-340][KhimiyaPrirodnykhSoedinenii,1990,#3,p.388-394]

479-43-6    60755-87-5 

[1]Dai,Jiang-Kun;Dan,Wen-Jia;Li,Na;Du,Hong-Tao;Zhang,Ji-Wen;Wang,Jun-Ru[BioorganicandMedicinalChemistryLetters,2016,vol.26,#2,p.580-583]

[2]Soriano-Agaton,Flor;Lagoutte,Delphine;Poupon,Erwan;Roblot,Francois;Fournet,Alain;Gantier,Jean-Charles;Hocquemiller,Reynald[JournalofNaturalProducts,2005,vol.68,#11,p.1581-1587]

[3]Cebrian-Torrejon,Gerardo;Mackiewicz,Nicolas;Vazquez-Manrique,RafaelP.;Fournet,Alain;Figadere,Bruno;Nicolas,Julien;Poupon,Erwan[EuropeanJournalofOrganicChemistry,2013,#26,p.5821-5828]

[4]Haynesetal.[AustralianJournalofScientificResearch,SeriesA:PhysicalSciences,1952,vol.<A>5,p.387,398]

65284-99-3    479-43-6 

[1]Campos,Olivia;DiPierro,Mike;Cain,Michael;Mantei,Robert;Gawish,Ali;Cook,JamesM.[Heterocycles,1980,vol.14,#7,p.975-984]

[2]Cain,M.;Campos,O.;Guzman,F.;Cook,J.M.[JournaloftheAmericanChemicalSociety,1983,vol.105,#4,p.907-913]

[3]Dai,Jiang-Kun;Dan,Wen-Jia;Li,Na;Du,Hong-Tao;Zhang,Ji-Wen;Wang,Jun-Ru[BioorganicandMedicinalChemistryLetters,2016,vol.26,#2,p.580-583]

[4]CurrentPatentAssignee:NORTHWESTA&FUNIVERSITY-CN104530047,2017,B

141-78-6    20127-63-3    479-43-6 

[1]Suzuki,Hideharu;Adachi,Makoto;Ebihara,Yuki;Gyoutoku,Hiroshi;Furuya,Hinako;Murakami,Yasuoki;Okuno,Hiroaki[Synthesis,2005,#1,p.28-32]

75-36-5    20127-63-3    479-43-6 

[1]Takasu,Kiyosei;Shimogama,Tsubasa;Saiin,Chalerm;Kim,Hye-Sook;Wataya,Yusuke;Brun,Reto;Ihara,Masataka[ChemicalandPharmaceuticalBulletin,2005,vol.53,#6,p.653-661]

Literature fold

Title: Synthesis, antitumor, antitrypanosomal and antileishmanial activities of benzo[4,5]canthin-6-ones bearing the N'-(Substituted benzylidene)-carbohydrazide and N-Alkylcarboxamide groups at C-2.

Journal: Chemical & pharmaceutical bulletin20120101

Title: Pharmacological mechanisms underlying the anti-ulcer activity of methanol extract and canthin-6-one of Simaba ferruginea A. St-Hil. in animal models.

Journal: Journal of ethnopharmacology20110412

Title: Antifungal canthin-6-one series accumulate in lipid droplets and affect fatty acid metabolism in Saccharomyces cerevisiae.

Journal: Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie20080201

Title: Effects of canthin-6-one alkaloids from Zanthoxylum chiloperone on Trypanosoma cruzi-infected mice.

Journal: Journal of ethnopharmacology20070119

Title: Extraction, hemisynthesis, and synthesis of canthin-6-one analogues. Evaluation of their antifungal activities.

Journal: Journal of natural products20051101

Title: Cytotoxic and antimalarial beta-carboline alkaloids from the roots of Eurycoma longifolia.

Journal: Journal of natural products20031001

Title: Antifungal compounds from Zanthoxylum chiloperone var. angustifolium.

Journal: Phytotherapy research : PTR20030601

Title: Leishmanicidal activity of two canthin-6-one alkaloids, two major constituents of Zanthoxylum chiloperone var. angustifolium.

Journal: Journal of ethnopharmacology20020501

Title: Chemical constituents and biological activities of Zanthoxylum usambarense.

Journal: Phytotherapy research : PTR20020201

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