All Photos(2)
Synonym(s):
4-Amino-7H-pyrrolo[2,3-d]pyrimidine
Empirical Formula (Hill Notation):
C6H6N4
CAS Number:
Molecular Weight:
134.14
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
97%
form
solid
mp
257-262 °C
SMILES string
Nc1ncnc2[nH]ccc12
InChI
1S/C6H6N4/c7-5-4-1-2-8-6(4)10-3-9-5/h1-3H,(H3,7,8,9,10)
InChI key
PEHVGBZKEYRQSX-UHFFFAOYSA-N
Related Categories
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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A Ono et al.
Nucleic acids research, 12(23), 8939-8949 (1984-12-11)
Deoxydecanucleotides having a recognition sequence of Bgl II and Sau 3AI, and their 7-deazaadenine analogs were synthesized. The decanucleotides containing 7-deazaadenine in place of adenine were partially resistant to the hydrolysis by Sau 3AI and strongly resistant to that by
Pavel Kielkowski et al.
The Journal of organic chemistry, 76(9), 3457-3462 (2011-03-24)
(Cytosin-5-yl)ethynyl derivatives of pyrimidine and 7-deazaadenine 2-deoxyribonucleosides and nucleoside triphosphates (dNTPs) were prepared in one step by the aqueous Sonogashira coupling of unprotected halogenated nucleos(t)ides with 5-ethynylcytosine. The modified dNTPs were good substrates for DNA polymerases suitable for primer extension
Akimitsu Okamoto et al.
Bioorganic & medicinal chemistry letters, 12(1), 97-99 (2001-12-12)
2-Amino-7-deazaadenine ((AD)A) was incorporated into oligodeoxynucleotides (ODN) and their base-pairing properties with natural nucleobases were investigated. In melting temperature (T(m)) experiments, the duplex containing an (AD)A/C base pair showed a high stability comparable to that containing (AD)A/T base pair. Destabilization
Munmun Maiti et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(3), 857-868 (2011-12-17)
Nucleoside phosphoramidates (NPs) are a class of nucleotide analogues that has been developed as potential antiviral/antitumor prodrugs. Recently, we have shown that some amino acid nucleoside phosphoramidates (aaNPs) can act as substrates for viral polymerases like HIV-1 RT. Herein, we report
A I Murchie et al.
The EMBO journal, 13(4), 993-1001 (1994-02-15)
Telomeres are required for eukaryotic chromosome stability. They consist of regularly repeating guanine-rich sequences, with a single-stranded 3' terminus. Such sequences have been demonstrated to have the propensity to adopt four-stranded structures based on a tetrad of guanine bases. The
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