Lot numbers can be found on the outside label of a product:
7-Deazaguanine
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CAS No. 7355-55-7
- Cat. No. CS-W020388
- Purity≥96%
- MDL No.MFCD09033259
*For research and further manufacturing use only, not for direct human use.
Structure of 7355-55-7
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General Information
- CAS No. 7355-55-7
- Cat. No. CS-W020388
- Purity ≥96%
- MDL No. MFCD09033259
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₆N₄O
- Molecular Weight 150.14
- Synonym(s) None
- SMILES O=C1C2=C(NC=C2)NC(N)=N1
Description
7-Deazaguanine features a modified purine scaffold where the nitrogen at position 7 is replaced by carbon, enhancing metabolic stability and altering electronic properties. This structural refinement supports its use in nucleoside analogs for antiviral and anticancer applications, offering improved resistance to enzymatic degradation while maintaining base-pairing fidelity.
Application
7-Deazaguanine serves as a valuable purine scaffold for medicinal chemistry and nucleoside analog synthesis, offering enhanced metabolic stability compared to guanine. Its preserved hydrogen bonding capacity enables incorporation into oligonucleotides and enzymatic substrates, while the absence of the C7 nitrogen improves resistance to oxidation. The compound functions reliably in standard coupling protocols and exhibits favorable bench stability, facilitating straightforward purification and integration into synthetic workflows.
Synthesis
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Route1
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63026-85-7 - ~89%
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In-stock
7355-55-7
References
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Tsytovich, A. V.; Shamshin, D. V.; Burkovskii, V. B.; Shvets, V. I. Russian Journal of Bioorganic Chemistry, 1995 , vol. 21, # 11 p. 756 - 761 Bioorganicheskaya Khimiya, 1995 , vol. 21, # 11 p. 874 - 880
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Route2
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107-20-0 -
26279-64-1
- ~50%
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In-stock
7355-55-7
References
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Wilding, Birgit; Winkler, Margit; Petschacher, Barbara; Kratzer, Regina; Glieder, Anton; Klempier, Norbert Advanced Synthesis and Catalysis, 2012 , vol. 354, # 11-12 p. 2191 - 2198
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Route3
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84981-48-6
- ~76%
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In-stock
7355-55-7
References
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Seela, Frank; Kehne, Andreas; Winkeler, Heinz-Dieter Liebigs Annalen der Chemie, 1983 , # 1 p. 137 - 146
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 87.56
- LogP -0.1666
- H_Acceptors 3
- H_Donors 3
- Rotatable_Bonds 0
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