1500-85-2,MFCD01686848
Catalog No.:AA001M50

1500-85-2 | 4-Amino-7H-pyrrolo[2,3-d]pyrimidine

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
95%
in stock  
$9.00   $7.00
- +
5g
95%
in stock  
$34.00   $24.00
- +
10g
95%
in stock  
$54.00   $38.00
- +
25g
95%
in stock  
$70.00   $49.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA001M50
Chemical Name:
4-Amino-7H-pyrrolo[2,3-d]pyrimidine
CAS Number:
1500-85-2
Molecular Formula:
C6H6N4
Molecular Weight:
134.1386
MDL Number:
MFCD01686848
SMILES:
Nc1ncnc2c1cc[nH]2
Properties
Properties
 
BP:
399.8°C at 760 mmHg  
Form:
Solid  
MP:
250 °C  
Stability:
Moisture & Light Sensitive  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
127  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
0.3  

Literature

Title: First total synthesis of a naturally occurring iodinated 5'-deoxyxylofuranosyl marine nucleoside.

Journal: Marine drugs 20120401

Title: Influence of the nucleobase and anchimeric assistance of the carboxyl acid groups in the hydrolysis of amino acid nucleoside phosphoramidates.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120116

Title: Anthraquinone as a redox label for DNA: synthesis, enzymatic incorporation, and electrochemistry of anthraquinone-modified nucleosides, nucleotides, and DNA.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20111209

Title: Increasing the speed limit for hole transport in DNA.

Journal: Journal of the American Chemical Society 20110803

Title: Alkylsulfanylphenyl derivatives of cytosine and 7-deazaadenine nucleosides, nucleotides and nucleoside triphosphates: synthesis, polymerase incorporation to DNA and electrochemical study.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110516

Title: Synthesis of acetylene linked double-nucleobase nucleos(t)ide building blocks and polymerase construction of DNA containing cytosines in the major groove.

Journal: The Journal of organic chemistry 20110506

Title: Azide-alkyne 'click' conjugation of 8-aza-7-deazaadenine-DNA: synthesis, duplex stability, and fluorogenic dye labeling.

Journal: Bioconjugate chemistry 20100915

Title: Direct voltammetric analysis of DNA modified with enzymatically incorporated 7-deazapurines.

Journal: Analytical chemistry 20100815

Title: Structure-activity relationships of adenine and deazaadenine derivatives as ligands for adenine receptors, a new purinergic receptor family.

Journal: Journal of medicinal chemistry 20091008

Title: Probing RNA conformational dynamics and heterogeneity using femtosecond time-resolved fluorescence spectroscopy.

Journal: Methods (San Diego, Calif.) 20091001

Title: Sequence-independent and rapid long-range charge transfer through DNA.

Journal: Nature chemistry 20090501

Title: Genome-scale reconstruction of Escherichia coli's transcriptional and translational machinery: a knowledge base, its mathematical formulation, and its functional characterization.

Journal: PLoS computational biology 20090301

Title: Synthesis and photophysical properties of 7-deaza-2'-deoxyadenosines bearing bipyridine ligands and their Ru(II)-complexes in position 7.

Journal: Organic & biomolecular chemistry 20080821

Title: Formation of purine-purine mispairs by Sulfolobus solfataricus DNA polymerase IV.

Journal: Biochemistry 20080805

Title: Minisequencing with acyclonucleoside triphosphates tethered to lanthanide(III) chelates.

Journal: Bioconjugate chemistry 20080601

Title: Oligodeoxynucleotides containing 3-bromo-3-deazaadenine and 7-bromo-7-deazaadenine 2'-deoxynucleosides as chemical probes to investigate DNA-protein interactions.

Journal: Chembiochem : a European journal of chemical biology 20080215

Title: Hoogsteen vs. Watson-Crick base pairing: incorporation of 2-substituted adenine- and 7-deazaadenine 2'-deoxy-beta-D-ribonucleosides into oligonucleotides.

Journal: Chemistry & biodiversity 20071201

Title: An efficient method for the construction of functionalized DNA bearing amino acid groups through cross-coupling reactions of nucleoside triphosphates followed by primer extension or PCR.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

Title: Structure of purine-purine mispairs during misincorporation and extension by Escherichia coli DNA polymerase I.

Journal: Biochemistry 20060321

Title: 7-deazapurin-2,6-diamine and 7-deazaguanine: synthesis and property of 7-substituted nucleosides and oligonucleotides.

Journal: Nucleosides, nucleotides & nucleic acids 20050101

Title: Probing the solvent accessibility and electron density of adenine: oxidation of 7-deazaadenine in bent DNA and purine doublets.

Journal: Inorganic chemistry 20040126

Title: Thermodynamic stability and structural features of the J4/5 loop in a Pneumocystis carinii group I intron.

Journal: Biochemistry 20031209

Title: DNA sequence recognition by the antitumor drug ditercalinium.

Journal: Biochemistry 20020709

Title: Toward electrochemical resolution of two genes on one electrode: using 7-deaza analogues of guanine and adenine to prepare PCR products with differential redox activity.

Journal: Analytical chemistry 20020115

Title: 2-Amino-7-deazaadenine forms stable base pairs with cytosine and thymine.

Journal: Bioorganic & medicinal chemistry letters 20020107

Title: Phosphoramidites and oligonucleotides containing 7-deazapurines and pyrimidines carrying aminopropargyl side chains.

Journal: Nucleosides, nucleotides & nucleic acids 20010101

Title: Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.

Journal: Biochemical pharmacology 19951109

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SDS
Tags:1500-85-2 Molecular Formula|1500-85-2 MDL|1500-85-2 SMILES|1500-85-2 4-Amino-7H-pyrrolo[2,3-d]pyrimidine
Catalog No.: AA001M50
1500-85-2,MFCD01686848
1500-85-2 | 4-Amino-7H-pyrrolo[2,3-d]pyrimidine
Pack Size: 1g
Purity: 95%
in stock
$9.00 $7.00
Pack Size: 5g
Purity: 95%
in stock
$34.00 $24.00
Pack Size: 10g
Purity: 95%
in stock
$54.00 $38.00
Pack Size: 25g
Purity: 95%
in stock
$70.00 $49.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA001M50
Chemical Name: 4-Amino-7H-pyrrolo[2,3-d]pyrimidine
CAS Number: 1500-85-2
Molecular Formula: C6H6N4
Molecular Weight: 134.1386
MDL Number: MFCD01686848
SMILES: Nc1ncnc2c1cc[nH]2
Properties
BP: 399.8°C at 760 mmHg  
Form: Solid  
MP: 250 °C  
Stability: Moisture & Light Sensitive  
Storage: Inert atmosphere;2-8℃;  
Complexity: 127  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 10  
Hydrogen Bond Acceptor Count: 3  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 0.3  
Literature fold

Title: First total synthesis of a naturally occurring iodinated 5'-deoxyxylofuranosyl marine nucleoside.

Journal: Marine drugs20120401

Title: Influence of the nucleobase and anchimeric assistance of the carboxyl acid groups in the hydrolysis of amino acid nucleoside phosphoramidates.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20120116

Title: Anthraquinone as a redox label for DNA: synthesis, enzymatic incorporation, and electrochemistry of anthraquinone-modified nucleosides, nucleotides, and DNA.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20111209

Title: Increasing the speed limit for hole transport in DNA.

Journal: Journal of the American Chemical Society20110803

Title: Alkylsulfanylphenyl derivatives of cytosine and 7-deazaadenine nucleosides, nucleotides and nucleoside triphosphates: synthesis, polymerase incorporation to DNA and electrochemical study.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20110516

Title: Synthesis of acetylene linked double-nucleobase nucleos(t)ide building blocks and polymerase construction of DNA containing cytosines in the major groove.

Journal: The Journal of organic chemistry20110506

Title: Azide-alkyne 'click' conjugation of 8-aza-7-deazaadenine-DNA: synthesis, duplex stability, and fluorogenic dye labeling.

Journal: Bioconjugate chemistry20100915

Title: Direct voltammetric analysis of DNA modified with enzymatically incorporated 7-deazapurines.

Journal: Analytical chemistry20100815

Title: Structure-activity relationships of adenine and deazaadenine derivatives as ligands for adenine receptors, a new purinergic receptor family.

Journal: Journal of medicinal chemistry20091008

Title: Probing RNA conformational dynamics and heterogeneity using femtosecond time-resolved fluorescence spectroscopy.

Journal: Methods (San Diego, Calif.)20091001

Title: Sequence-independent and rapid long-range charge transfer through DNA.

Journal: Nature chemistry20090501

Title: Genome-scale reconstruction of Escherichia coli's transcriptional and translational machinery: a knowledge base, its mathematical formulation, and its functional characterization.

Journal: PLoS computational biology20090301

Title: Synthesis and photophysical properties of 7-deaza-2'-deoxyadenosines bearing bipyridine ligands and their Ru(II)-complexes in position 7.

Journal: Organic & biomolecular chemistry20080821

Title: Formation of purine-purine mispairs by Sulfolobus solfataricus DNA polymerase IV.

Journal: Biochemistry20080805

Title: Minisequencing with acyclonucleoside triphosphates tethered to lanthanide(III) chelates.

Journal: Bioconjugate chemistry20080601

Title: Oligodeoxynucleotides containing 3-bromo-3-deazaadenine and 7-bromo-7-deazaadenine 2'-deoxynucleosides as chemical probes to investigate DNA-protein interactions.

Journal: Chembiochem : a European journal of chemical biology20080215

Title: Hoogsteen vs. Watson-Crick base pairing: incorporation of 2-substituted adenine- and 7-deazaadenine 2'-deoxy-beta-D-ribonucleosides into oligonucleotides.

Journal: Chemistry & biodiversity20071201

Title: An efficient method for the construction of functionalized DNA bearing amino acid groups through cross-coupling reactions of nucleoside triphosphates followed by primer extension or PCR.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20070101

Title: Structure of purine-purine mispairs during misincorporation and extension by Escherichia coli DNA polymerase I.

Journal: Biochemistry20060321

Title: 7-deazapurin-2,6-diamine and 7-deazaguanine: synthesis and property of 7-substituted nucleosides and oligonucleotides.

Journal: Nucleosides, nucleotides & nucleic acids20050101

Title: Probing the solvent accessibility and electron density of adenine: oxidation of 7-deazaadenine in bent DNA and purine doublets.

Journal: Inorganic chemistry20040126

Title: Thermodynamic stability and structural features of the J4/5 loop in a Pneumocystis carinii group I intron.

Journal: Biochemistry20031209

Title: DNA sequence recognition by the antitumor drug ditercalinium.

Journal: Biochemistry20020709

Title: Toward electrochemical resolution of two genes on one electrode: using 7-deaza analogues of guanine and adenine to prepare PCR products with differential redox activity.

Journal: Analytical chemistry20020115

Title: 2-Amino-7-deazaadenine forms stable base pairs with cytosine and thymine.

Journal: Bioorganic & medicinal chemistry letters20020107

Title: Phosphoramidites and oligonucleotides containing 7-deazapurines and pyrimidines carrying aminopropargyl side chains.

Journal: Nucleosides, nucleotides & nucleic acids20010101

Title: Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.

Journal: Biochemical pharmacology19951109

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