75629-57-1,MFCD01051808
Catalog No.:AA008POE

75629-57-1 | 1-(4-Chlorobenzyl)-1h-indole-3-carbaldehyde

Pack Size
Purity
Availability
Price(USD)
Quantity
  
10mg
≥98%
in stock  
$82.00   $57.00
- +
1g
95%
in stock  
$123.00   $86.00
- +
5g
95%
in stock  
$489.00   $343.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA008POE
Chemical Name:
1-(4-Chlorobenzyl)-1h-indole-3-carbaldehyde
CAS Number:
75629-57-1
Molecular Formula:
C16H12ClNO
Molecular Weight:
269.7256
MDL Number:
MFCD01051808
SMILES:
O=Cc1cn(c2c1cccc2)Cc1ccc(cc1)Cl
Properties
Computed Properties
 
Complexity:
314  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
3.7  

Downstream Synthesis Route

[1]Cavrini;Gatti;Roveri;Cesaroni;Mazzoni;Fiorentini[ArchivderPharmazie,1984,vol.317,#8,p.662-668]

[2]Na,Young-Min;LeBorgne,Marc;Pagniez,Fabrice;LeBaut,Guillaume;LePape,Patrice[EuropeanJournalofMedicinalChemistry,2003,vol.38,#1,p.75-87]

[3]Marchand;LeBorgne;Duflos;Robert-Piessard;LeBaut;Ahmadi;Hartmann;Palzer[PharmacyandPharmacologyCommunications,1998,vol.4,#4,p.211-218]

[4]Wang,Guangcheng;Li,Chunyan;He,Lin;Lei,Kai;Wang,Fang;Pu,Yuzi;Yang,Zhuang;Cao,Dong;Ma,Liang;Chen,Jinying;Sang,Yun;Liang,Xiaolin;Xiang,Mingli;Peng,Aihua;Wei,Yuquan;Chen,Lijuan[BioorganicandMedicinalChemistry,2014,vol.22,#7,p.2060-2079]

[5]Guengoer,Timur;Malabre,Patrice;Teulon,Jean-Marie;Camborde,Francoise;Meignen,Joelle;etal.[JournalofMedicinalChemistry,1994,vol.37,#25,p.4307-4316]

[6]Chadha,Navriti;Silakari,Om[BioorganicandMedicinalChemistryLetters,2017,vol.27,#11,p.2324-2330]

[7]James,DavidA.;Koya,Keizo;Li,Hao;Chen,Shoujun;Xia,Zhiqiang;Ying,Weiwen;Wu,Yaming;Sun,Lijun[BioorganicandMedicinalChemistryLetters,2006,vol.16,#19,p.5164-5168]

[8]Zhu,Wufu;Liu,Yajing;Zhai,Xin;Wang,Xiao;Zhu,Yan;Wu,Di;Zhou,Hongyu;Gong,Ping;Zhao,Yanfang[EuropeanJournalofMedicinalChemistry,2012,vol.57,p.162-175]

[9]Singh,PankajKumar;Silakari,Om[BioorganicChemistry,2018,vol.79,p.163-170]

[10]Liu,Hong-Min;Suo,Feng-Zhi;Li,Xiao-Bo;You,Ying-Hua;Lv,Chun-Tao;Zheng,Chen-Xing;Zhang,Guo-Chen;Liu,Yue-Jiao;Kang,Wen-Ting;Zheng,Yi-Chao;Xu,Hai-Wei[EuropeanJournalofMedicinalChemistry,2019,vol.175,p.357-372]

[11]Bai,Yujia;Yuan,Jinping;Hu,Xiaoyue;Antilla,JonC.[OrganicLetters,2019,vol.21,#12,p.4549-4553]

[12]Zhu,Wufu;Liu,Yajing;Zhao,Yanfang;Wang,Haiyan;Tan,Li;Fan,Weijie;Gong,Ping[ArchivderPharmazie,2012,vol.345,#10,p.812-821,10]

[1]Moriya,Tamon;Hagio,Katsuaki;Yoneda,Naoto[Chemicalandpharmaceuticalbulletin,1980,vol.28,#6,p.1711-1721]

[1]Andreani;Rambaldi;Bonazzi;Andreani;Bossa;Galatulas[ArchivderPharmazie,1984,vol.317,#10,p.847-851]

[2]Locationinpatent:experimentalpartWu,Shuhong;Wang,Li;Guo,Wei;Liu,Xiaoying;Liu,Jinsong;Wei,Xiaoli;Fang,Bingliang[JournalofMedicinalChemistry,2011,vol.54,#8,p.2668-2679]

[1]Cavrini;Gatti;Roveri;Cesaroni;Mazzoni;Fiorentini[ArchivderPharmazie,1984,vol.317,#8,p.662-668]

[2]Marchand;LeBorgne;Duflos;Robert-Piessard;LeBaut;Ahmadi;Hartmann;Palzer[PharmacyandPharmacologyCommunications,1998,vol.4,#4,p.211-218]

[3]Na,Young-Min;LeBorgne,Marc;Pagniez,Fabrice;LeBaut,Guillaume;LePape,Patrice[EuropeanJournalofMedicinalChemistry,2003,vol.38,#1,p.75-87]

[4]Locationinpatent:experimentalpartWu,Shuhong;Wang,Li;Guo,Wei;Liu,Xiaoying;Liu,Jinsong;Wei,Xiaoli;Fang,Bingliang[JournalofMedicinalChemistry,2011,vol.54,#8,p.2668-2679]

75-52-5    75629-57-1   
1-(4-chlorobenzyl)-3-(2-nitrovinyl)indole 

[1]Guengoer,Timur;Malabre,Patrice;Teulon,Jean-Marie;Camborde,Francoise;Meignen,Joelle;etal.[JournalofMedicinalChemistry,1994,vol.37,#25,p.4307-4316]

Literature

Title: Analogues and derivatives of oncrasin-1, a novel inhibitor of the C-terminal domain of RNA polymerase II and their antitumor activities.

Journal: Journal of medicinal chemistry 20110428

Title: (2Z,3E)-2-{[1-(4-Chloro-benz-yl)-1H-indol-3-yl]methyl-idene}quinuclidin-3-one oxime.

Journal: Acta crystallographica. Section E, Structure reports online 20110301

Title: Antitumor activity of a novel oncrasin analogue is mediated by JNK activation and STAT3 inhibition.

Journal: PloS one 20110101

Title: Oxidative stress in NSC-741909-induced apoptosis of cancer cells.

Journal: Journal of translational medicine 20100101

Title: Interruption of RNA processing machinery by a small compound, 1-[(4-chlorophenyl)methyl]-1H-indole-3-carboxaldehyde (oncrasin-1).

Journal: Molecular cancer therapeutics 20090201

Title: Guo W, et al. Identification of a small molecule with synthetic lethality for K-ras and protein kinase C iota. Cancer Res. 2008 Sep 15;68(18):7403-8.

Title: Guo W, et al. Interruption of RNA processing machinery by a small compound, 1-[(4-chlorophenyl)methyl-1H-indole-3-carboxaldehyde (oncrasin-1). Mol Cancer Ther. 2009 Feb;8(2):441-8.

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Additional Info:
SDS
Tags:75629-57-1 Molecular Formula|75629-57-1 MDL|75629-57-1 SMILES|75629-57-1 1-(4-Chlorobenzyl)-1h-indole-3-carbaldehyde
Catalog No.: AA008POE
75629-57-1,MFCD01051808
75629-57-1 | 1-(4-Chlorobenzyl)-1h-indole-3-carbaldehyde
Pack Size: 10mg
Purity: ≥98%
in stock
$82.00 $57.00
Pack Size: 1g
Purity: 95%
in stock
$123.00 $86.00
Pack Size: 5g
Purity: 95%
in stock
$489.00 $343.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA008POE
Chemical Name: 1-(4-Chlorobenzyl)-1h-indole-3-carbaldehyde
CAS Number: 75629-57-1
Molecular Formula: C16H12ClNO
Molecular Weight: 269.7256
MDL Number: MFCD01051808
SMILES: O=Cc1cn(c2c1cccc2)Cc1ccc(cc1)Cl
Properties
Complexity: 314  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 19  
Hydrogen Bond Acceptor Count: 1  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 3.7  
Downstream Synthesis Route
487-89-8    104-83-6    75629-57-1 

[1]Cavrini;Gatti;Roveri;Cesaroni;Mazzoni;Fiorentini[ArchivderPharmazie,1984,vol.317,#8,p.662-668]

[2]Na,Young-Min;LeBorgne,Marc;Pagniez,Fabrice;LeBaut,Guillaume;LePape,Patrice[EuropeanJournalofMedicinalChemistry,2003,vol.38,#1,p.75-87]

[3]Marchand;LeBorgne;Duflos;Robert-Piessard;LeBaut;Ahmadi;Hartmann;Palzer[PharmacyandPharmacologyCommunications,1998,vol.4,#4,p.211-218]

[4]Wang,Guangcheng;Li,Chunyan;He,Lin;Lei,Kai;Wang,Fang;Pu,Yuzi;Yang,Zhuang;Cao,Dong;Ma,Liang;Chen,Jinying;Sang,Yun;Liang,Xiaolin;Xiang,Mingli;Peng,Aihua;Wei,Yuquan;Chen,Lijuan[BioorganicandMedicinalChemistry,2014,vol.22,#7,p.2060-2079]

[5]Guengoer,Timur;Malabre,Patrice;Teulon,Jean-Marie;Camborde,Francoise;Meignen,Joelle;etal.[JournalofMedicinalChemistry,1994,vol.37,#25,p.4307-4316]

[6]Chadha,Navriti;Silakari,Om[BioorganicandMedicinalChemistryLetters,2017,vol.27,#11,p.2324-2330]

[7]James,DavidA.;Koya,Keizo;Li,Hao;Chen,Shoujun;Xia,Zhiqiang;Ying,Weiwen;Wu,Yaming;Sun,Lijun[BioorganicandMedicinalChemistryLetters,2006,vol.16,#19,p.5164-5168]

[8]Zhu,Wufu;Liu,Yajing;Zhai,Xin;Wang,Xiao;Zhu,Yan;Wu,Di;Zhou,Hongyu;Gong,Ping;Zhao,Yanfang[EuropeanJournalofMedicinalChemistry,2012,vol.57,p.162-175]

[9]Singh,PankajKumar;Silakari,Om[BioorganicChemistry,2018,vol.79,p.163-170]

[10]Liu,Hong-Min;Suo,Feng-Zhi;Li,Xiao-Bo;You,Ying-Hua;Lv,Chun-Tao;Zheng,Chen-Xing;Zhang,Guo-Chen;Liu,Yue-Jiao;Kang,Wen-Ting;Zheng,Yi-Chao;Xu,Hai-Wei[EuropeanJournalofMedicinalChemistry,2019,vol.175,p.357-372]

[11]Bai,Yujia;Yuan,Jinping;Hu,Xiaoyue;Antilla,JonC.[OrganicLetters,2019,vol.21,#12,p.4549-4553]

[12]Zhu,Wufu;Liu,Yajing;Zhao,Yanfang;Wang,Haiyan;Tan,Li;Fan,Weijie;Gong,Ping[ArchivderPharmazie,2012,vol.345,#10,p.812-821,10]

75629-55-9    75629-57-1 

[1]Moriya,Tamon;Hagio,Katsuaki;Yoneda,Naoto[Chemicalandpharmaceuticalbulletin,1980,vol.28,#6,p.1711-1721]

75629-57-1    93548-89-1 

[1]Andreani;Rambaldi;Bonazzi;Andreani;Bossa;Galatulas[ArchivderPharmazie,1984,vol.317,#10,p.847-851]

[2]Locationinpatent:experimentalpartWu,Shuhong;Wang,Li;Guo,Wei;Liu,Xiaoying;Liu,Jinsong;Wei,Xiaoli;Fang,Bingliang[JournalofMedicinalChemistry,2011,vol.54,#8,p.2668-2679]

75629-57-1    92407-91-5 

[1]Cavrini;Gatti;Roveri;Cesaroni;Mazzoni;Fiorentini[ArchivderPharmazie,1984,vol.317,#8,p.662-668]

[2]Marchand;LeBorgne;Duflos;Robert-Piessard;LeBaut;Ahmadi;Hartmann;Palzer[PharmacyandPharmacologyCommunications,1998,vol.4,#4,p.211-218]

[3]Na,Young-Min;LeBorgne,Marc;Pagniez,Fabrice;LeBaut,Guillaume;LePape,Patrice[EuropeanJournalofMedicinalChemistry,2003,vol.38,#1,p.75-87]

[4]Locationinpatent:experimentalpartWu,Shuhong;Wang,Li;Guo,Wei;Liu,Xiaoying;Liu,Jinsong;Wei,Xiaoli;Fang,Bingliang[JournalofMedicinalChemistry,2011,vol.54,#8,p.2668-2679]

75-52-5    75629-57-1   
1-(4-chlorobenzyl)-3-(2-nitrovinyl)indole 

[1]Guengoer,Timur;Malabre,Patrice;Teulon,Jean-Marie;Camborde,Francoise;Meignen,Joelle;etal.[JournalofMedicinalChemistry,1994,vol.37,#25,p.4307-4316]

Literature fold

Title: Analogues and derivatives of oncrasin-1, a novel inhibitor of the C-terminal domain of RNA polymerase II and their antitumor activities.

Journal: Journal of medicinal chemistry20110428

Title: (2Z,3E)-2-{[1-(4-Chloro-benz-yl)-1H-indol-3-yl]methyl-idene}quinuclidin-3-one oxime.

Journal: Acta crystallographica. Section E, Structure reports online20110301

Title: Antitumor activity of a novel oncrasin analogue is mediated by JNK activation and STAT3 inhibition.

Journal: PloS one20110101

Title: Oxidative stress in NSC-741909-induced apoptosis of cancer cells.

Journal: Journal of translational medicine20100101

Title: Interruption of RNA processing machinery by a small compound, 1-[(4-chlorophenyl)methyl]-1H-indole-3-carboxaldehyde (oncrasin-1).

Journal: Molecular cancer therapeutics20090201

Title: Guo W, et al. Identification of a small molecule with synthetic lethality for K-ras and protein kinase C iota. Cancer Res. 2008 Sep 15;68(18):7403-8.

Title: Guo W, et al. Interruption of RNA processing machinery by a small compound, 1-[(4-chlorophenyl)methyl-1H-indole-3-carboxaldehyde (oncrasin-1). Mol Cancer Ther. 2009 Feb;8(2):441-8.

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