Home Fluorides 399-52-0
399-52-0,MFCD18426003
Catalog No.:AA0037U3

399-52-0 | 5-Fluoroindole

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Purity
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1g
98% GC
in stock  
$7.00   $5.00
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5g
98% GC
in stock  
$18.00   $13.00
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10g
98% GC
in stock  
$29.00   $21.00
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25g
98% GC
in stock  
$53.00   $37.00
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100g
98% GC
in stock  
$197.00   $138.00
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500g
98% GC
in stock  
$980.00   $686.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0037U3
Chemical Name:
5-Fluoroindole
CAS Number:
399-52-0
Molecular Formula:
C8H6FN
Molecular Weight:
135.1383
MDL Number:
MFCD18426003
SMILES:
Fc1ccc2c(c1)cc[nH]2
NSC Number:
88613
Properties
Computed Properties
 
Complexity:
126  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
XLogP3:
2.4  

Upstream Synthesis Route

[1]JournalofBiologicalChemistry,2016,vol.291,#38,p.20068-20084

[1]OrganicLetters,2015,vol.17,#3,p.664-667

[1]OrganicLetters,2017,vol.19,#19,p.5228-5231

[2]ACSCatalysis,2018,vol.8,#4,p.3091-3103

[3]ACSCatalysis,2018,vol.8,#7,p.6440-6445

[4]RSCAdvances,2015,vol.5,#86,p.70329-70332

[1]AngewandteChemie-InternationalEdition,2013,vol.52,#11,p.3250-3254

[2]Angew.Chem.,2013,vol.125,#11,p.3332-3336,5

[1]TetrahedronLetters,2015,vol.56,#46,p.6385-6388

Downstream Synthesis Route

[1]JournalofBiologicalChemistry,2016,vol.291,p.20068-20084

[2]JournalofOrganicChemistry,2018,vol.83,p.9902-9913

[3]JournaloftheChemicalSociety,1959,p.1913

[4]OrganicLetters,2019,vol.21,p.5798-5802

[5]OrganicLetters,2019,vol.21,p.9672-9676

[1]JournalofOrganicChemistry,1993,vol.58,p.5558-5559

[2]OrganicLetters,2011,vol.13,p.280-283

[3]EuropeanJournalofMedicinalChemistry,2011,vol.46,p.3149-3157

[4]JournaloftheChemicalSociety,1955,p.1283,1284

[1]CurrentPatentAssignee:UNIVERSITYOFLYON;COMMISSARIATAL'ENERGIEATOMIQUEETAUXENERGIESALTERNATIVES;CENTRENATIONALDELARECHERCHESCIENTIFIQUE;CENTRELEONBERARD;NATIONALINSTITUTEOFHEALTHANDMEDICALRESEARCH-WO2022/8475,2022,A1Locationinpatent:Page/Pagecolumn71-72;79-80;88;145-146

[2]Himabindu,Vittam;Parvathaneni,SaiPrathima;Rao,VaidyaJayathirtha[NewJournalofChemistry,2018,vol.42,#23,p.18889-18893]

[3]Tasch,BorisO.A.;Antovic,Dragutin;Merkul,Eugen;Mueller,ThomasJ.J.[EuropeanJournalofOrganicChemistry,2013,#21,p.4564-4569]

[4]Sun,Linhao;Zhang,Xing;Li,Zilong;Ma,Jimei;Zeng,Zhen;Jiang,Hong[EuropeanJournalofOrganicChemistry,2018,vol.2018,#35,p.4949-4952]

[5]Kelly;McNeil;Rose;David;Shih;Grob[JournalofMedicinalChemistry,1997,vol.40,#15,p.2430-2433]

[6]Tanoue,Yasuhiro;Hamada,Moritsugu;Kai,Norihisa;Sakata,Kazunori;Hashimoto,Mamoru;Nagai,Takeshi[JournalofHeterocyclicChemistry,2005,vol.42,#6,p.1195-1199]

[7]Tasch,BorisO.A.;Merkul,Eugen;Mueller,ThomasJ.J.[EuropeanJournalofOrganicChemistry,2011,#24,p.4532-4535]

[8]Yokosaka,Takuya;Nemoto,Tetsuhiro;Hamada,Yasumasa[ChemicalCommunications,2012,vol.48,#44,p.5431-5433]

[9]Klöck,Cornelius;Herrera,Zachary;Albertelli,Megan;Khosla,Chaitan[JournalofMedicinalChemistry,2014,vol.57,#21,p.9042-9064]

[10]Pitayatanakul,Oratai;Iijima,Kodai;Ashizawa,Minoru;Kawamoto,Tadashi;Matsumoto,Hidetoshi;Mori,Takehiko[JournalofMaterialsChemistryC,2015,vol.3,#33,p.8612-8617]

[11]Mandal,Arundhoti;Mandal,SantiM.;Jana,Saibal;Bag,SubhenduSekhar;Das,AmitK.;Basak,Amit[Tetrahedron,2018,vol.74,#27,p.3543-3556]

[12]CurrentPatentAssignee:FERROTHERAPEUTICSINC-US2019/263802,2019,A1Locationinpatent:Paragraph1214

[1]Zhou,Ping;Li,Yanfang;Meagher,KristinL;Mewshaw,RichardG;Harrison,BoydL[TetrahedronLetters,2001,vol.42,#42,p.7333-7335]

[2]Chen,Xiao-Wen;Li,Jian-Qi;Qian,Hao;Wang,Wen-Tao;Wu,Jian-Wei[Bioorganicandmedicinalchemistryletters,2019,vol.29,#24]

[3]Mewshaw,RichardE.;Meagher,KristinL.;Zhou,Ping;Zhou,Dahui;Shi,Xiaojie;Scerni,Rosemary;Smith,Deborah;Schechter,LeeE.;Andree,TerranceH.[BioorganicandMedicinalChemistryLetters,2002,vol.12,#3,p.307-310]

[4]CurrentPatentAssignee:PFIZERINC-US2002/128477,2002,A1

[1]OrganicLetters,2011,vol.13,p.5124-5127

[2]BioorganicandMedicinalChemistry,2009,vol.17,p.6073-6084

[3]OrganicLetters,2020

[4]OrganicLetters,2020,vol.22,p.4222-4227

[5]ChemicalCommunications,2017,vol.53,p.9262-9264

[6]TetrahedronLetters,2005,vol.46,p.1423-1425

[7]BioorganicandMedicinalChemistryLetters,2006,vol.16,p.3287-3291

[8]Patent:WO2006/65872,2006,A1.Locationinpatent:Page/Pagecolumn49

[9]Patent:US2004/204407,2004,A1.Locationinpatent:Page/Pagecolumn27

[10]Patent:US2004/266843,2004,A1.Locationinpatent:Page22

[11]JournalofMedicinalChemistry,2011,vol.54,p.166-178

[12]ACSMedicinalChemistryLetters,2012,vol.3,p.373-377

[13]OrganicLetters,2013,vol.15,p.5662-5665

[14]JournalofOrganicChemistry,2016,vol.81,p.396-403

[15]AngewandteChemie-InternationalEdition,2017,vol.56,p.3216-3220    Angew.Chem.,2017,vol.129,p.3264-3268

[16]JournalofOrganicChemistry,2018,vol.83,p.2425-2437

[17]ChemicalCommunications,2018,vol.54,p.2494-2497

[18]Patent:CN108689996,2018,A.Locationinpatent:Paragraph0466;0469;0470;0471;0472

[19]Chemistry-AEuropeanJournal,2019,vol.25,p.8245-8248

[20]EuropeanJournalofMedicinalChemistry,2019,vol.178,p.433-445

[21]Chem,2020,vol.6,p.2994-3006

[22]Chemistry-AEuropeanJournal,2021,vol.27,p.7738-7744

[23]Bioorganicandmedicinalchemistry,2002,vol.10,p.1229-1248

Literature

Title: Simple and inexpensive incorporation of 19F-tryptophan for protein NMR spectroscopy.

Journal: Chemical communications (Cambridge, England) 20121107

Title: Ground and electronically excited singlet-state structures of 5-fluoroindole deduced from rotationally resolved electronic spectroscopy and ab initio theory.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20120917

Title: Pictet-Spengler based synthesis of a bisarylmaleimide glycogen synthase kinase-3 inhibitor.

Journal: Organic letters 20100820

Title: Discovery of leukotriene A4 hydrolase inhibitors using metabolomics biased fragment crystallography.

Journal: Journal of medicinal chemistry 20090813

Title: A new, stereoselective, ring-forming reaction of 1,2-ethanedithiol with N-acylated indoles.

Journal: The Journal of organic chemistry 20071109

Title: A 1H/19F minicoil NMR probe for solid-state NMR: application to 5-fluoroindoles.

Journal: Journal of magnetic resonance (San Diego, Calif. : 1997) 20060101

Title: Prediction of genotoxicity of chemical compounds by statistical learning methods.

Journal: Chemical research in toxicology 20050601

Title: Ionization potentials of fluoroindoles and the origin of nonexponential tryptophan fluorescence decay in proteins.

Journal: Journal of the American Chemical Society 20050323

Title: Regulation of tryptophan synthase gene expression in Chlamydia trachomatis.

Journal: Molecular microbiology 20030901

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