Lot numbers can be found on the outside label of a product:
N4-Benzoyl-2’-O-methylcytidine
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CAS No. 52571-45-6
- Cat. No. CS-0172472
- Purity≥98%
- MDL No.MFCD01631038
*For research and further manufacturing use only, not for direct human use.
Structure of 52571-45-6
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General Information
- CAS No. 52571-45-6
- Cat. No. CS-0172472
- Purity ≥98%
- MDL No. MFCD01631038
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₇H₁₉N₃O₆
- Molecular Weight 361.35
- Synonym(s) None
- SMILES O[C@H]1[C@@H](OC)[C@H](N2C(N=C(NC(C3=CC=CC=C3)=O)C=C2)=O)O[C@@H]1CO
Description
N4-Benzoyl-2’-O-methylcytidine features a benzoyl group at the cytosine N4 position and a 2’-O-methyl modification on the ribose, enhancing nuclease resistance and cellular uptake. This dual-functionalized nucleoside integrates readily into oligonucleotide synthesis for therapeutic applications requiring improved stability and binding affinity.
Application
N4-Benzoyl-2’-O-methylcytidine serves as a key nucleoside building block for the synthesis of modified oligonucleotides, enabling site-specific incorporation of cytosine analogs with enhanced stability and resistance to enzymatic degradation. The 2’-O-methyl modification improves nuclease resistance, while the N4-benzoyl group provides orthogonal protection for subsequent deprotection strategies. This compound facilitates efficient solid-phase synthesis and is well-suited for applications in antisense therapeutics and RNA-based research.
Synthesis
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Route1
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73793-16-5 - ~79%
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In-stock
52571-45-6
References
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Chavis, C.; Dumont, F.; Wightman, R. H.; Ziegler, J. C.; Imbach, J. L. Journal of Organic Chemistry, 1982 , vol. 47, # 2 p. 202 - 206
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Route2
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In-stock
![N-(1-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide|CS-0008586](https://file.chemscene.com/productPIC/CS-0008586.gif)
69304-43-4 -
74-88-4
- ~56%
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In-stock
52571-45-6
References
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Gladkaya, V. A.; Levitskaya, Z. V.; Shalamai, A. S.; Usenko, L. S.; Dashevskaya, T. A. Chemistry of Natural Compounds, 1989 , vol. 25, # 4 p. 488 - 492
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Route3
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In-stock
2140-72-9 - ~%
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In-stock
52571-45-6
References
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Isis Pharmceuticals, Inc. Patent: US5646265 A1, 1997 ; Title/Abstract Full Text Show Details ISIS Pharmaceuticals, Inc. Patent: US5914396 A1, 1999 ;
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 122.91
- LogP -0.2388
- H_Acceptors 8
- H_Donors 3
- Rotatable_Bonds 5
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Key Words
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