Home Fluorides 339-59-3
339-59-3,MFCD00051703
Catalog No.:AA003K8U

339-59-3 | 4-(Trifluoromethyl)benzhydrazide

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1g
98%
in stock  
$6.00   $4.00
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5g
98%
in stock  
$18.00   $13.00
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10g
98%
in stock  
$23.00   $16.00
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25g
98%
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$52.00   $36.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003K8U
Chemical Name:
4-(Trifluoromethyl)benzhydrazide
CAS Number:
339-59-3
Molecular Formula:
C8H7F3N2O
Molecular Weight:
204.1492
MDL Number:
MFCD00051703
SMILES:
NNC(=O)c1ccc(cc1)C(F)(F)F
Properties
Properties
 
BP:
470.6°C at 760 mmHg  
Form:
Solid  
MP:
115-119 °C(lit.)  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
209  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
1.2  

Upstream Synthesis Route

[1]Synthesis,2009,#9,p.1463-1468

Downstream Synthesis Route

[1]UkrainskijKhimicheskijZhurnal,1957,vol.23,p.634    Chem.Abstr.,1958,p.9979

[2]IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,2006,vol.45,p.483-488

[3]BioorganicandMedicinalChemistryLetters,2006,vol.16,p.2278-2282

[4]BioorganicChemistry,2016,vol.65,p.126-136

[5]BioorganicandMedicinalChemistry,2016,vol.24,p.1879-1888

[6]RSCAdvances,2018,vol.8,p.6306-6314

[7]TurkishJournalofChemistry,2019,vol.43,p.1075-1085

[8]Patent:WO2020/43866,2020,A1.Locationinpatent:Page/Pagecolumn32;88

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[5]Locationinpatent:experimentalpartYan,Xu;Zhou,Shuo;Wang,Yuanqiang;Ge,Zemei;Cheng,Tieming;Li,Runtao[Tetrahedron,2012,vol.68,#38,p.7978-7983]

[6]CurrentPatentAssignee:JOHNSON&JOHNSONINC-WO2015/28989,2015,A1Locationinpatent:Page/Pagecolumn82

[7]He,Haifeng;Wang,Wei;Zhou,Yuan;Xia,Qin;Ren,Yanliang;Feng,Jiangtao;Peng,Hao;He,Hongwu;Feng,Lingling[BioorganicandMedicinalChemistry,2016,vol.24,#8,p.1879-1888]

[8]Wang,Pei-Yi;Wang,Ming-Wei;Zeng,Dan;Xiang,Meng;Rao,Jia-Rui;Liu,Qing-Qing;Liu,Li-Wei;Wu,Zhi-Bing;Li,Zhong;Song,Bao-An;Yang,Song[JournalofAgriculturalandFoodChemistry,2019,vol.67,#13,p.3535-3545]

[9]Yu,Gang;Chen,Shunhong;He,Feng;Luo,Dexia;Zhang,Yu;Wu,Jian[TurkishJournalofChemistry,2019,vol.43,#4,p.1075-1085]

[1]Štěpánková,Šárka;Krátký,Martin;Svrčková,Katarína;Vinšová,Jarmila;Vu,QuynhAnh[Molecules,2021,vol.26,#4]

[2]Li,Yitao;Yao,Wenqiang;Lin,Jian;Gao,Guoliang;Huang,Chang;Wu,Yang[MonatsheftefurChemie,2021,vol.152,#1,p.121-135]

[3]Murty;Penthala,Raju;Polepalli,Sowjanya;Jain[MedicinalChemistryResearch,2016,vol.25,#4,p.627-643]

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[5]Jorge,SalomaoDoria;Palace-Berl,Fanny;Masunari,Andrea;Cechinel,CleberAndre;Ishii,Marina;Pasqualoto,KerlyFernandaMesquita;Tavares,LeobertoCosta[BioorganicandMedicinalChemistry,2011,vol.19,#16,p.5031-5038]

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[8]Locationinpatent:experimentalpartJorge,SalomaoDoria;Masunari,Andrea;Rangel-Yagui,CarlotaOliveira;Pasqualoto,KerlyFernandaMesquita;Tavares,LeobertoCosta[BioorganicandMedicinalChemistry,2009,vol.17,#8,p.3028-3036]

[9]Kawano,Tsuyoshi;Hirano,Koji;Satoh,Tetsuya;Miura,Masahiro[JournaloftheAmericanChemicalSociety,2010,vol.132,#20,p.6900-6901]

[10]Vechorkin,Oleg;Hirt,Nathalie;Hu,Xile[OrganicLetters,2010,vol.12,#15,p.3567-3569]

[11]CurrentPatentAssignee:SIGATECHNOLOGIESINC-US2011/236434,2011,A1Locationinpatent:Page/Pagecolumn12-14

[12]Locationinpatent:experimentalpartIshii,Marina;Jorge,SalomãoDória;DeOliveira,AlexAlfredo;Palace-Berl,Fanny;Sonehara,IedaYuriko;Pasqualoto,KerlyFernandaMesquita;Tavares,LeobertoCosta[BioorganicandMedicinalChemistry,2011,vol.19,#21,p.6292-6301]

[13]Locationinpatent:schemeortableGierczyk,Blazej;Zalas,MacIej;Kazmierczak,Marcin;Grajewski,Jakub;Pankiewicz,Radoslaw;Wyrzykiewicz,Bozena[MagneticResonanceinChemistry,2011,vol.49,#10,p.648-654]

[14]Palace-Berl,Fanny;Jorge,SalomãoDória;Pasqualoto,KerlyFernandaMesquita;Ferreira,AdilsonKleber;Maria,DurvaneiAugusto;Zorzi,RodrigoRocha;DeSáBortolozzo,Leandro;Lindoso,JoséÂngeloLauletta;Tavares,LeobertoCosta[BioorganicandMedicinalChemistry,2013,vol.21,#17,p.5395-5406]

[15]Yu,Bole;Chen,Ying;Hong,Mei;Duan,Pingping;Gan,Shifeng;Chao,Hui;Zhao,Zujin;Zhao,Jing[ChemicalCommunications,2015,vol.51,#76,p.14365-14368]

[16]Murty,MadugulaS.R.;Katiki,MohanaR.;Rao,BusamR.;Narayanan,SaiS.;Anto,RubyJ.;Buddana,SudhreerK.;Prakasham,ReddyS.;Devi,BethalaL.A.P.;Prasad,RachapudiB.N.[Lettersindrugdesignanddiscovery,2016,vol.13,#9,p.968-981]

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[19]CurrentPatentAssignee:SIGATECHNOLOGIESINC-EP3006425,2016,A1Locationinpatent:Paragraph0123

[20]Kahl,DylanJ.;Hutchings,KimM.;Lisabeth,ErikaMathes;Haak,AndrewJ.;Leipprandt,JeffreyR.;Dexheimer,Thomas;Khanna,Dinesh;Tsou,Pei-Suen;Campbell,PhillipL.;Fox,DavidA.;Wen,Bo;Sun,Duxin;Bailie,Marc;Neubig,RichardR.;Larsen,ScottD.[JournalofMedicinalChemistry,2019,vol.62,#9,p.4350-4369]

[21]Yuan,Chen;Yan,Jie;Song,Chen;Yang,Fan;Li,Chao;Wang,Cheng;Su,Huiling;Chen,Wei;Wang,Lijiao;Wang,Zhouyu;Qian,Shan;Yang,Lingling[Molecules,2020,vol.25,#1]

[22]DelPoeta,Maurizio;Haranahalli,Krupanandan;Lazzarini,Cristina;Mallamo,John;McCarthy,J.Brian;Ojima,Iwao;Pathiranage,Senuri;Sun,Yi;Zambito,Julia[JournalofMedicinalChemistry,2019]

[23]Zou,Liang-Hua;Reball,Jens;Mottweiler,Jakob;Bolm,Carsten[ChemicalCommunications,2012,vol.48,#92,p.11307-11309,3]

[24]Tang,Xu;Wang,Zhongbo;Zhong,Xinmin;Wang,Xiaobin;Chen,Lijuan;He,Ming;Xue,Wei[Phosphorus,SulfurandSiliconandtheRelatedElements,2019,vol.194,#3,p.241-248]

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339-59-3    92-55-7   
4-trifluoromethyl-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide 

[1]BioorganicandMedicinalChemistry,2013,vol.21,p.5395-5406

[2]BollettinoChimicoFarmaceutico,1997,vol.136,p.244-249

[1]Romine,JeffreyL.;Martin,ScottW.;Meanwell,NicholasA.;Gribkoff,ValentinK.;Boissard,ChristopherG.;Dworetzky,StevenI.;Natale,Joanne;Moon,Sandra;Ortiz,Astrid;Yeleswaram,Swamy;Pajor,Lorraine;Gao,Qi;StarrettJr.,JohnE.[JournalofMedicinalChemistry,2007,vol.50,#3,p.528-542]

[2]CurrentPatentAssignee:CINCERATHERAPEUTICS-WO2021/12018,2021,A1Locationinpatent:Page/Pagecolumn63;71-72

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[4]Tavares;Penna;Amaral[BollettinoChimicoFarmaceutico,1997,vol.136,#3,p.244-249]

[5]Jorge,SalomaoDoria;Palace-Berl,Fanny;Masunari,Andrea;Cechinel,CleberAndre;Ishii,Marina;Pasqualoto,KerlyFernandaMesquita;Tavares,LeobertoCosta[BioorganicandMedicinalChemistry,2011,vol.19,#16,p.5031-5038]

[6]Ishii,Marina;Jorge,SalomãoDória;DeOliveira,AlexAlfredo;Palace-Berl,Fanny;Sonehara,IedaYuriko;Pasqualoto,KerlyFernandaMesquita;Tavares,LeobertoCosta[BioorganicandMedicinalChemistry,2011,vol.19,#21,p.6292-6301]

[7]Palace-Berl,Fanny;Jorge,SalomãoDória;Pasqualoto,KerlyFernandaMesquita;Ferreira,AdilsonKleber;Maria,DurvaneiAugusto;Zorzi,RodrigoRocha;DeSáBortolozzo,Leandro;Lindoso,JoséÂngeloLauletta;Tavares,LeobertoCosta[BioorganicandMedicinalChemistry,2013,vol.21,#17,p.5395-5406]

[8]Yu,Bole;Chen,Ying;Hong,Mei;Duan,Pingping;Gan,Shifeng;Chao,Hui;Zhao,Zujin;Zhao,Jing[ChemicalCommunications,2015,vol.51,#76,p.14365-14368]

[9]Khan,KhalidMohammed;Salar,Uzma;Fakhri,MuhammadImran;Taha,Muhammad;Hameed,Abdul;Perveen,Shahnaz;Voelter,Wolfgang[LettersinOrganicChemistry,2015,vol.12,#9,p.637-644]

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[11]Murty;Penthala,Raju;Polepalli,Sowjanya;Jain[MedicinalChemistryResearch,2016,vol.25,#4,p.627-643]

[12]Murty,MadugulaS.R.;Katiki,MohanaR.;Rao,BusamR.;Narayanan,SaiS.;Anto,RubyJ.;Buddana,SudhreerK.;Prakasham,ReddyS.;Devi,BethalaL.A.P.;Prasad,RachapudiB.N.[Lettersindrugdesignanddiscovery,2016,vol.13,#9,p.968-981]

[13]Xu;Wang;Luo;Yu;Guo;Fu;Zhao;Wu[RSCAdvances,2018,vol.8,#12,p.6306-6314]

[14]Meira,CássioS.;dosSantosFilho,JoséMaurício;Sousa,CarolineC.;Anjos,PâmelaS.;Cerqueira,JéssicaV.;DiasNeto,HumbertoA.;daSilveira,RafaelG.;Russo,HelenaM.;Wolfender,Jean-Luc;Queiroz,EmersonF.;Moreira,DiogoR.M.;Soares,MilenaB.P.[BioorganicandMedicinalChemistry,2018,vol.26,#8,p.1971-1985]

[15]Kahl,DylanJ.;Hutchings,KimM.;Lisabeth,ErikaMathes;Haak,AndrewJ.;Leipprandt,JeffreyR.;Dexheimer,Thomas;Khanna,Dinesh;Tsou,Pei-Suen;Campbell,PhillipL.;Fox,DavidA.;Wen,Bo;Sun,Duxin;Bailie,Marc;Neubig,RichardR.;Larsen,ScottD.[JournalofMedicinalChemistry,2019,vol.62,#9,p.4350-4369]

[16]Yu,Gang;Chen,Shunhong;He,Feng;Luo,Dexia;Zhang,Yu;Wu,Jian[TurkishJournalofChemistry,2019,vol.43,#4,p.1075-1085]

[17]Sharma,Piyoosh;Tripathi,Avanish;Tripathi,PrabhashNath;Singh,SaumitraSen;Singh,SuryaPratap;Shrivastava,SushantKumar[ACSChemicalNeuroscience,2019,vol.10,#10,p.4361-4384]

[18]Yuan,Chen;Yan,Jie;Song,Chen;Yang,Fan;Li,Chao;Wang,Cheng;Su,Huiling;Chen,Wei;Wang,Lijiao;Wang,Zhouyu;Qian,Shan;Yang,Lingling[Molecules,2020,vol.25,#1]

[19]Zou,Liang-Hua;Reball,Jens;Mottweiler,Jakob;Bolm,Carsten[ChemicalCommunications,2012,vol.48,#92,p.11307-11309,3]

[20]Choubey,PriyankaKumari;Tripathi,Avanish;Tripathi,ManishKumar;Seth,Ankit;Shrivastava,SushantKumar[BioorganicChemistry,2021,vol.111]

[21]Tang,Xu;Wang,Zhongbo;Zhong,Xinmin;Wang,Xiaobin;Chen,Lijuan;He,Ming;Xue,Wei[Phosphorus,SulfurandSiliconandtheRelatedElements,2019,vol.194,#3,p.241-248]

Literature

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

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