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Details

Stereochemistry ACHIRAL
Molecular Formula C5H3ClN4
Molecular Weight 154.557
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 6-CHLOROPURINE

SMILES

ClC1=NC=NC2=C1N=CN2

InChI

InChIKey=ZKBQDFAWXLTYKS-UHFFFAOYSA-N
InChI=1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)

HIDE SMILES / InChI
Molecular Formula C5H3ClN4
Molecular Weight 154.557
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Purine analogs as potential anticytomegalovirus agents.
1969 Sep
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.
1995 Nov 9
Synthesis and characterization of nucleosides and oligonucleotides bearing adducts of butadiene epoxides on adenine n(6) and guanine n(2).
2001 Apr
Transport of cytokinins mediated by purine transporters of the PUP family expressed in phloem, hydathodes, and pollen of Arabidopsis.
2003 Apr
Introduction of a benzyl group onto the 2'-OH of 6-chloropurine 3'-O-benzoylriboside.
2003 May-Aug
SNAr iodination of 6-chloropurine nucleosides: aromatic Finkelstein reactions at temperatures below -40 degrees C.
2004 Aug 19
A novel synthesis of malondialdehyde adducts of deoxyguanosine, deoxyadenosine, and deoxycytidine.
2004 Feb
Transition-metal-mediated synthesis of novel carbocyclic nucleoside analogues with antitumoral activity.
2004 Oct 11
The mechanism of selective purine C-nitration revealed: NMR studies demonstrate formation and radical rearrangement of an N7-nitramine intermediate.
2005 Apr 27
The novel pyrimidine and purine derivatives of l-ascorbic acid: synthesis, one- and two-dimensional 1H and 13C NMR study, cytostatic and antiviral evaluation.
2005 Jan 3
Preparation of a fully substituted purine library.
2005 May-Jun
Preparation and biological activity of 6-benzylaminopurine derivatives in plants and human cancer cells.
2006 Feb 1
De novo asymmetric synthesis of homoadenosine via a palladium-catalyzed N-glycosylation.
2006 Jan 19
Synthesis of fluorinated nucleosides.
2006 Jul
A synthetic route to 9-(polyhydroxyalkyl)purines.
2006 Sep 25
Synthesis and anti-HCV activity Of 2''-beta-hydroxymethylated nucleosides.
2007
Suppression of subgenomic hepatitis C virus replication by 5'-O-masked analogues of 6-chloropurine-2'-deoxyriboside.
2007
Palladium-catalyzed cross-coupling reactions in c6 modifications of purine nucleosides.
2007 Mar
Synthesis and biological evaluation of nucleoside analogues having 6-chloropurine as anti-SARS-CoV agents.
2007 May 1
Bicyclic nucleoside synthesis: a photochemical approach.
2008 May
Synthesis of 6,8,9-tri- and 2,6,8,9-tetrasubstituted purines by a combination of the Suzuki cross-coupling, N-arylation, and direct C-H arylation reactions.
2008 Nov 21
Synthesis, characterization and biological activity of ring-substituted 6-benzylamino-9-tetrahydropyran-2-yl and 9-tetrahydrofuran-2-ylpurine derivatives.
2009 Mar 1
Activation of IP(3) receptors by synthetic bisphosphate ligands.
2009 Mar 14
Additive Pummerer reaction of 3,5-O-(di-tert-butyl)silylene-4-thiofuranoid glycal: a high-yield and beta-selective entry to 4'-thioribonucleosides.
2009 Mar 20
Photochemical synthesis of nucleoside analogues from cyclobutanones: bicyclic and isonucleosides.
2010 May 26
Direct synthesis of 6-arylpurines by reaction of 6-chloropurines with activated aromatics.
2010 Sep 3
Patents

Patents

04086347
1
04146715
11
04294831
5
04323573
5
04360522
5
04405781
1
04876257
3
05017578
1
05021574
1
05061793
1
05117830
1
05155098
1
05164390
2
05210077
2
05211738
1
05256398
1
05356886
2
05364875
2
05371100
1
05420115
2
05464826
1
05495024
1
05565566
1
05574040
1
05620983
2
05631259
1
05639752
1
05643893
1
JP1029394A
1
JP2002504558A
1
JP2003534445A
1
JP2004523641A
1
JP4116445B2
1
JPH02255682A
1
JPH02255683A
1
JPH0256497A
1
JPH03133995A
1
JPH03170496A
1
JPH03240789A
1
JPH05112569A
1
JPH05163273A
1
JPH05222042A
1
JPH05294967A
1
JPH05320163A
1
JPH05320164A
1
JPH0578358A
1
JPH0586060A
1
JPS5835188A
1
JPS5841880A
1
JPS606616A
1
JPS6429394A
1
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:04:01 GMT 2023
Edited
by admin
on Fri Dec 15 15:04:01 GMT 2023
Record UNII
OH8700156W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
6-CHLOROPURINE
MI  
Systematic Name English
6-CHLOROPURINE [MI]
Common Name English
6-CHLORO-9H-PURINE
Systematic Name English
NSC-744
Code English
Code System Code Type Description
CAS
87-42-3
Created by admin on Fri Dec 15 15:04:01 GMT 2023 , Edited by admin on Fri Dec 15 15:04:01 GMT 2023
PRIMARY
NSC
744
Created by admin on Fri Dec 15 15:04:01 GMT 2023 , Edited by admin on Fri Dec 15 15:04:01 GMT 2023
PRIMARY
PUBCHEM
5359277
Created by admin on Fri Dec 15 15:04:01 GMT 2023 , Edited by admin on Fri Dec 15 15:04:01 GMT 2023
PRIMARY
SMS_ID
300000000020
Created by admin on Fri Dec 15 15:04:01 GMT 2023 , Edited by admin on Fri Dec 15 15:04:01 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-745-6
Created by admin on Fri Dec 15 15:04:01 GMT 2023 , Edited by admin on Fri Dec 15 15:04:01 GMT 2023
PRIMARY
MERCK INDEX
m3433
Created by admin on Fri Dec 15 15:04:01 GMT 2023 , Edited by admin on Fri Dec 15 15:04:01 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID00861673
Created by admin on Fri Dec 15 15:04:01 GMT 2023 , Edited by admin on Fri Dec 15 15:04:01 GMT 2023
PRIMARY
FDA UNII
OH8700156W
Created by admin on Fri Dec 15 15:04:01 GMT 2023 , Edited by admin on Fri Dec 15 15:04:01 GMT 2023
PRIMARY
NIH
NCATS
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