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146-77-0,MFCD00149351
Catalog No.:AA001DJE

146-77-0 | 2-Chloroadenosine

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Purity
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Price(USD)
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250mg
98%
in stock  
$6.00   $4.00
- +
1g
98%
in stock  
$7.00   $5.00
- +
5g
98%
in stock  
$16.00   $11.00
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25g
98%
in stock  
$77.00   $54.00
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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:
AA001DJE
Chemical Name:
2-Chloroadenosine
CAS Number:
146-77-0
Molecular Formula:
C10H12ClN5O4
Molecular Weight:
301.6864
MDL Number:
MFCD00149351
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2N
Properties
Computed Properties
 
Complexity:
367  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
2  
XLogP3:
-0.1  

Upstream Synthesis Route

[1]JournalofMedicinalChemistry,1989,vol.32,#5,p.1135-1140

[2]Patent:WO2006/81665,2006,A1,.Locationinpatent:Page/Pagecolumn26-27

[1]NucleosidesandNucleotides,1999,vol.18,#10,p.2175-2191

[2]Patent:WO2015/85497,2015,A1,.Locationinpatent:Paragraph0041-0044

[3]BioorganicandMedicinalChemistryLetters,2011,vol.21,#15,p.4556-4560

[4]BioorganicandMedicinalChemistryLetters,2012,vol.22,#1,p.85-89

[5]JournalofMedicinalChemistry,1990,vol.33,#7,p.1919-1924

[6]BioorganicandMedicinalChemistryLetters,2009,vol.19,#11,p.2916-2919

[7]JournaloftheAmericanChemicalSociety,2014,vol.136,#9,p.3370-3373

[1]JournalofPhotochemistryandPhotobiologyB:Biology,2016,vol.159,p.196-204

[2]Patent:CN103435639,2016,B,.Locationinpatent:Paragraph0081;0082

[3]Patent:WO2015/85497,2015,A1,.Locationinpatent:Paragraph0086

[4]BioorganicandMedicinalChemistryLetters,2003,vol.13,#6,p.1087-1092

[5]Patent:WO2005/84653,2005,A2,.Locationinpatent:Page/Pagecolumn50

[6]ChemicalBiologyandDrugDesign,2018,vol.91,#2,p.552-566

[7]Patent:WO2005/84653,2005,A2,.Locationinpatent:Page/Pagecolumn50

[1]BioorganicandMedicinalChemistryLetters,2018,vol.28,#17,p.3009-3013

[1]Patent:WO2008/157438,2008,A1,.Locationinpatent:Page/Pagecolumn13;22

Downstream Synthesis Route

[1]Tatani,Kazuya;Hiratochi,Masahiro;Nonaka,Yoshinori;Isaji,Masayuki;Shuto,Satoshi[ACSMedicinalChemistryLetters,2015,vol.6,#3,p.244-248]

[2]Schaeffer;Thomas[JournaloftheAmericanChemicalSociety,1958,vol.80,p.3738,3741]

[1]Bhattarai,Sanjay;Pippel,Jan;Scaletti,Emma;Idris,Riham;Freundlieb,Marianne;Rolshoven,Georg;Renn,Christian;Lee,Sang-Yong;Abdelrahman,Aliaa;Zimmermann,Herbert;El-Tayeb,Ali;Müller,ChristaE.;Sträter,Norbert[JournalofMedicinalChemistry,2020,vol.63,#6,p.2941-2957]

[2]CurrentPatentAssignee:VIATRISINC-US2016/244474,2016,A1Locationinpatent:Paragraph0045;0046

[3]CurrentPatentAssignee:GILEADSCIENCESINC-WO2007/92372,2007,A1Locationinpatent:Page/Pagecolumn18-19

[4]CurrentPatentAssignee:AMRIITALY-WO2014/167046,2014,A1Locationinpatent:Page/Pagecolumn11

[5]CurrentPatentAssignee:GILEADSCIENCESINC-WO2008/143667,2008,A1Locationinpatent:Page/Pagecolumn20-21

[6]CurrentPatentAssignee:CHANGZHOUFANGYUANPHARMACEUTICAL;INNERMONGOLIAPUYINPHARMACEUTICAL-CN110483602,2019,ALocationinpatent:Paragraph0032-0040

[7]Schaeffer;Thomas[JournaloftheAmericanChemicalSociety,1958,vol.80,p.3738,3741]

[8]Mathe,Christophe;Lioux,Thierry;Gosselin,Gilles[Nucleosides,nucleotidesandnucleicacids,2003,vol.22,#5-8,p.605-609]

[9]El-Tayeb,Ali;Gollos,Sabrina[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.436-447]

[10]CurrentPatentAssignee:AMRIITALY-EP2789624,2014,A1Locationinpatent:Paragraph0074

[11]CurrentPatentAssignee:VIATRISINC-US2018/127452,2018,A1Locationinpatent:Paragraph0032;0051

[12]CurrentPatentAssignee:FUDANUNIVERSITY-CN104511026,2018,BLocationinpatent:Paragraph0037;0038

[13]Zhang,Min;Fan,Shiyong;Zhou,Xinbo;Xie,Fei;Li,Song;Zhong,Wu[EuropeanJournalofMedicinalChemistry,2019,vol.179,p.310-324]

[14]CurrentPatentAssignee:ACADEMYOFMILITARYMEDICALSCIENCES;INSTMILITARYMEDICINEACADEMYMILITARYSCIENCESPLA-EP3988559,2022,A1Locationinpatent:Paragraph0089;0092

[15]CurrentPatentAssignee:ACADEMYOFMILITARYMEDICALSCIENCES;INSTMILITARYMEDICINEACADEMYMILITARYSCIENCESPLA-EP3988559,2022,A1Locationinpatent:Paragraph0089;0092

[1]JournaloftheAmericanChemicalSociety,1958,vol.80,p.3738,3741

[1]JournalofOrganicChemistry,2002,vol.67,p.790-802

[2]JournalofPharmaceuticalSciences,1994,vol.83,p.525-531

[3]Patent:US6610665,2003,B1

[4]BioorganicandMedicinalChemistry,2013,vol.21,p.436-447

[5]EuropeanJournalofMedicinalChemistry,2019,vol.179,p.310-324

65412-03-5    146-77-0   
(2R,3R,4S,5R)-2-{6-Amino-2-2-(tetrahydro-pyran-4-yl)-ethylamino-purin-9-yl}-5-hydroxymethyl-tetrahydro-furan-3,4-diol;hydrochloride 

[1]JournalofMedicinalChemistry,1991,vol.34,p.2570-2579

Literature

Title: Jarvis SM,2-Chloroadenosine, a permeant for the nucleoside transporter.Biochem Pharmacol. 1985 Sep 15;34(18):3237-41.

Title: Evans MC, et al. An adenosine analogue, 2-chloroadenosine, protects against long term development of ischaemic cell loss in the rat hippocampus.Neurosci Lett. 1987 Dec 29;83(3):287-92.

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Tags:146-77-0 Molecular Formula|146-77-0 MDL|146-77-0 SMILES|146-77-0 2-Chloroadenosine