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2199-87-3,MFCD00047640
Catalog No.:AA003N1X

2199-87-3 | 6-Bromocoumarin-3-carboxylic acid

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1g
98%
in stock  
$29.00   $20.00
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5g
98%
in stock  
$37.00   $26.00
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25g
98%
in stock  
$70.00   $49.00
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100g
98%
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$170.00   $119.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003N1X
Chemical Name:
6-Bromocoumarin-3-carboxylic acid
CAS Number:
2199-87-3
Molecular Formula:
C10H5BrO4
Molecular Weight:
269.0483
MDL Number:
MFCD00047640
SMILES:
Brc1ccc2c(c1)cc(c(=O)o2)C(=O)O
Properties
Properties
 
BP:
439°C at 760 mmHg  
Form:
Solid  
MP:
195-198 °C(lit.)  
Solubility:
DMSO: soluble10mg/mL, clear  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
336  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
2.9  

Downstream Synthesis Route

[1]CurrentPatentAssignee:NEUROSEARCHA/S-WO2008/74755,2008,A2Locationinpatent:Page/Pagecolumn33

[2]Chimenti,Franco;Secci,Daniela;Bolasco,Adriana;Chimenti,Paola;Granese,Arianna;Befani,Olivia;Turini,Paola;Alcaro,Stefano;Ortuso,Francesco[BioorganicandMedicinalChemistryLetters,2004,vol.14,#14,p.3697-3703]

[3]Clinton;Laskowski[JournaloftheAmericanChemicalSociety,1949,vol.71,p.3602,3604]

[4]Chimenti,Franco;Bizzarri,Bruna;Bolasco,Adriana;Secci,Daniela;Chimenti,Paola;Carradori,Simone;Granese,Arianna;Rivanera,Daniela;Lilli,Daniela;Zicari,Alessandra;Scaltrito,M.Maddalena;Sisto,Francesca[BioorganicandMedicinalChemistryLetters,2007,vol.17,#11,p.3065-3071]

[5]Locationinpatent:experimentalpartChimenti,Franco;Bizzarri,Bruna;Bolasco,Adriana;Secci,Daniela;Chimenti,Paola;Granese,Arianna;Carradori,Simone;Rivanera,Daniela;Zicari,Alessandra;Scaltrito,M.Maddalena;Sisto,Francesca[BioorganicandMedicinalChemistryLetters,2010,vol.20,#16,p.4922-4926]

[6]Liu,Jinbing;Wu,Fengyan;Chen,Lingjuan;Zhao,Liangzhong;Zhao,Zibing;Wang,Min;Lei,Sulan[FoodChemistry,2012,vol.135,#4,p.2872-2878]

[7]Asadipour,Ali;Alipour,Masoumeh;Jafari,Mona;Khoobi,Mehdi;Emami,Saeed;Nadri,Hamid;Sakhteman,Amirhossein;Moradi,Alireza;Sheibani,Vahid;HomayouniMoghadam,Farshad;Shafiee,Abbas;Foroumadi,Alireza[EuropeanJournalofMedicinalChemistry,2013,vol.70,p.623-630]

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[9]Ghanei-Nasab,Samaneh;Khoobi,Mehdi;Hadizadeh,Farzin;Marjani,Azam;Moradi,Alireza;Nadri,Hamid;Emami,Saeed;Foroumadi,Alireza;Shafiee,Abbas[EuropeanJournalofMedicinalChemistry,2016,vol.121,p.40-46]

[10]Jesumoroti,OmobolanleJ.;Faridoon;Mnkandhla,Dumisani;Isaacs,Michelle;Hoppe,HeinrichC.;Klein,Rosalyn[MedChemComm,2019,vol.10,#1,p.80-88]

[11]Ślusarczyk,Lidia;Ciszkowicz,Ewa;Creaven,Bernadette;Jenkins,Hollie;Kamiński,Daniel;Karcz,Dariusz;Lecka-Szlachta,Katarzyna;Matwijczuk,Arkadiusz;Miłoś,Anna;Starzak,Karolina[InternationalJournalofMolecularSciences,2022,vol.23,#11]

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[2]Liu,Jinbing;Wu,Fengyan;Chen,Lingjuan;Zhao,Liangzhong;Zhao,Zibing;Wang,Min;Lei,Sulan[FoodChemistry,2012,vol.135,#4,p.2872-2878]

[3]Buu-Hoietal.[BulletindelaSocieteChimiquedeFrance,1957,p.561]Clinton;Laskowski[JournaloftheAmericanChemicalSociety,1949,vol.71,p.3602,3604]

[4]Chimenti,Franco;Bizzarri,Bruna;Bolasco,Adriana;Secci,Daniela;Chimenti,Paola;Carradori,Simone;Granese,Arianna;Rivanera,Daniela;Lilli,Daniela;Zicari,Alessandra;Scaltrito,M.Maddalena;Sisto,Francesca[BioorganicandMedicinalChemistryLetters,2007,vol.17,#11,p.3065-3071]

[5]Locationinpatent:experimentalpartChimenti,Franco;Bizzarri,Bruna;Bolasco,Adriana;Secci,Daniela;Chimenti,Paola;Granese,Arianna;Carradori,Simone;Rivanera,Daniela;Zicari,Alessandra;Scaltrito,M.Maddalena;Sisto,Francesca[BioorganicandMedicinalChemistryLetters,2010,vol.20,#16,p.4922-4926]

[6]Asadipour,Ali;Alipour,Masoumeh;Jafari,Mona;Khoobi,Mehdi;Emami,Saeed;Nadri,Hamid;Sakhteman,Amirhossein;Moradi,Alireza;Sheibani,Vahid;HomayouniMoghadam,Farshad;Shafiee,Abbas;Foroumadi,Alireza[EuropeanJournalofMedicinalChemistry,2013,vol.70,p.623-630]

[7]CurrentPatentAssignee:SHANDONGYINGDONGYINGHAOBIOTECHNOLOGY-EP2902388,2015,A1Locationinpatent:Paragraph0073

[8]Yao,Dahong;Wang,Jing;Wang,Guan;Jiang,Yingnan;Shang,Lei;Zhao,Yuqian;Huang,Jian;Yang,Shilin;Wang,Jinhui;Yu,Yamei[BioorganicChemistry,2016,vol.68,p.112-123]

[9]Ghanei-Nasab,Samaneh;Khoobi,Mehdi;Hadizadeh,Farzin;Marjani,Azam;Moradi,Alireza;Nadri,Hamid;Emami,Saeed;Foroumadi,Alireza;Shafiee,Abbas[EuropeanJournalofMedicinalChemistry,2016,vol.121,p.40-46]

[10]Abdizadeh,Tooba;Kalani,MohammadReza;Abnous,Khalil;Tayarani-Najaran,Zahra;Khashyarmanesh,BibiZahra;Abdizadeh,Rahman;Ghodsi,Razieh;Hadizadeh,Farzin[EuropeanJournalofMedicinalChemistry,2017,vol.132,p.42-62]

[11]Jesumoroti,OmobolanleJ.;Faridoon;Mnkandhla,Dumisani;Isaacs,Michelle;Hoppe,HeinrichC.;Klein,Rosalyn[MedChemComm,2019,vol.10,#1,p.80-88]

[12]Cheng,Maojun;Ding,Jiaoli;Fang,Yuanying;Guan,Zhiyu;Guo,Jie;Jin,Yi;Liu,Jing;Wan,Yang;Wang,Rikang;Xie,Sai-Sai;Zhang,Zhipeng[BioorganicChemistry,2020,vol.101]

[13]Sisto,Francesca;Carradori,Simone;Guglielmi,Paolo;Traversi,CarmenBeatrice;Spano,Mattia;Sobolev,AnatolyP.;Secci,Daniela;DiMarcantonio,MariaCarmela;Haloci,Entela;Grande,Rossella;Mincione,Gabriella[Pharmaceuticals,2020,vol.13,#11,p.1-21]

[14]Lu,Tao;Nie,Xuliang;Peng,Dayong;Wang,Jie;Xiong,Wanming;Yin,Zhongping;Zeng,Fanxin[Molecules,2022,vol.27,#7]

[15]Ślusarczyk,Lidia;Ciszkowicz,Ewa;Creaven,Bernadette;Jenkins,Hollie;Kamiński,Daniel;Karcz,Dariusz;Lecka-Szlachta,Katarzyna;Matwijczuk,Arkadiusz;Miłoś,Anna;Starzak,Karolina[InternationalJournalofMolecularSciences,2022,vol.23,#11]

[1]Kiyani,Hamzeh;Daroonkala,MasoumehDarzi[BulletinoftheChemicalSocietyofEthiopia,2015,vol.29,#3,p.449-456]

[2]Pandya;Pandya[Proceedings-IndianAcademyofSciences,SectionA,1943,#18,p.164,166]

2199-87-3   
2,8-dimethyl-3-amino-4-hydroxyquinoline 
 
2-(6'-bromo-3'-coumarinyl)-7,9-dimethylquinolino(3:4)oxazole 

[1]Madhav,J.Venu;Kumar,V.Naveen;Rajitha[SyntheticCommunications,2008,vol.38,#11,p.1799-1807]

[2]Annapurna,D.;Reddy,Y.D.;Somayajulu,V.V.[JournaloftheIndianChemicalSociety,1980,vol.57,#8,p.841-843]

[1]Armstrong,Veronica;Soto,Oriana;Valderrama,JaimeA.;Tapia,Ricardo[SyntheticCommunications,1988,vol.18,#7,p.717-726]

Literature

Title: Coumarin-3-carboxylic acid derivatives as potentiators and inhibitors of recombinant and native N-methyl-D-aspartate receptors.

Journal: Neurochemistry international 20120901

Title: A novel family of negative and positive allosteric modulators of NMDA receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20101201

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