5-Iodocytosine

Base Information

• Chemical Name: 5-Iodocytosine
• CAS No.: 1122-44-7
• Molecular Formula: C4H4IN3O
• Molecular Weight: 237
• Hs Code.: 29335990
• European Community (EC) Number: 625-390-5
• DSSTox Substance ID: DTXSID40149947
• Nikkaji Number: J13.803G
• Wikidata: Q62198590
• Mol file: 1122-44-7.mol

Synonyms:5-iodocytosine;5-iodocytosine, 131I-labeled cpd

Chemical Property of 5-Iodocytosine

Chemical Property:

• Vapor Pressure: 7.64E-10mmHg at 25°C
• Refractive Index: 1.852
• Boiling Point: 480.2 °C at 760 mmHg
• PKA: 7.58±0.10(Predicted)
• Flash Point: 244.2 °C
• PSA: 71.77000
• Density: 2.65 g/cm³
• LogP: 0.53790
• Storage Temp.: −20°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 236.93991
• Heavy Atom Count: 9
• Complexity: 208

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Iodocytosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=NC(=O)NC(=C1I)N
• Uses: 6-Amino-5-iodopyrimidin-2(1H)-one is an iodinated nucleobase for peptide modified nucleic acids.

Technology Process of 5-Iodocytosine

There total 5 articles about 5-Iodocytosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Cytosine (71-30-7) → 5-iodocytosine (1122-44-7)

Guidance literature:

With N-iodo-succinimide; In N,N-dimethyl-formamide; for 12.5h; Sonographic reaction; Inert atmosphere;

Reference yield:

5-iodouracil (696-07-1) → 5-iodocytosine (1122-44-7)

Guidance literature:

With tri-isopropylbenzenesulfonyl chloride; dmap; ammonium hydroxide; triethylamine; In acetonitrile;

DOI:10.1016/j.bmc.2016.03.003

Reference yield:

2-ethylsulfanyl-5-iodo-pyrimidin-4-ylamine → 5-iodocytosine (1122-44-7)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

Cytosine

5-iodouracil

Downstream raw materials:

1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-5-iodocytosine

1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-α-L-erythro-pentofuranos-1-yl)-5-iodocytosine

N-1-(p-toluenesulfonyl)cytosine

5-iodo-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)cytosine

Refernces

• 1、 Doi, Yasuhiro,Chiba, Junya,Morikawa, Tomoyuki,Inouye, Masahiko. "Artificial DNA made exclusively of nonnatural C-nucleosides with four types of nonnatural bases". . p. 8762 - 8768. Retrieved 2008.
• 2、 Ban, ?eljka,?ini?, Biserka,Vianello, Robert,Schmuck, Carsten,Piantanida, Ivo. "Nucleobase-guanidiniocarbonyl-pyrrole conjugates as novel fluorimetric sensors for single stranded RNA". . . Retrieved 2017.
• 3、 Jansa, Josef,Ly?ka, Antonín,Padělková, Zdeňka,Grepl, Martin,Kone?ny, Petr,Hajdúch, Marián,D?ubák, Petr. "New Imidazo[1,2-c]pyrimidin-5(6H)-Ones Derived from Cytosine: Synthesis, Structure, and Cytotoxic Activity". . p. 1382 - 1389. Retrieved 2015.
• 4、 Liu, Rong,Wang, Yongsheng,Peng, Weien,Kong, Jianping. "A Simple and Convenient Method for the Synthesis of 1-(2-Deoxy-2-fuoro-β-D-arabinofuranosyl)-5-iodocytosine". . p. 521 - 524. Retrieved 2021/02/02.
• 5、 Mondal, Santanu,Mugesh, Govindasamy. "Dehalogenation of Halogenated Nucleobases and Nucleosides by Organoselenium Compounds". . p. 1773 - 1780. Retrieved 2019/01/10.