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ChemicalBook > Product Catalog >Biochemical Engineering >Nucleoside drugs >Nucleotides and their analogs >5-IODOCYTOSINE

5-IODOCYTOSINE

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CAS:1122-44-7
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CAS:1122-44-7

5-IODOCYTOSINE manufacturers

  • 5-Iodocytosine
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  • 5-IODOCYTOSINE
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  • 2019-07-06
  • CAS:1122-44-7
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  • Purity: 98%
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5-IODOCYTOSINE Basic information
Product Name:5-IODOCYTOSINE
Synonyms:5-iodo-cytosin;Cytosine, 5-iodo-;IODOCYTOSINE;5-IODOCYTOSINE;4-AMINO-2-HYDROXY-5-IODO-1 BETA-D-RIBOFURANOSYL PURIMIDINE;4-AMINO-2-HYDROXY-5-IODOPYRIMIDINE;4-Amino-5-iodo-2(1H)-pyrimidinone;4-Amino-5-iodopyrimidin-2(1H)-one
CAS:1122-44-7
MF:C4H4IN3O
MW:237
EINECS:625-390-5
Product Categories:
Mol File:1122-44-7.mol
5-IODOCYTOSINE Structure
5-IODOCYTOSINE Chemical Properties
density 2.65±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility formic acid: 50mg/mL
form powder
pka7.58±0.10(Predicted)
AppearanceOff-white to light yellow Solid
biological sourcesynthetic (organic)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 24/25
WGK Germany 3
RTECS HA6125000
8-10-23
HS Code 29335990
Toxicitymouse,LDLo,intraperitoneal,50mg/kg (50mg/kg),Biochemical Pharmacology. Vol. 13, Pg. 1249, 1964.
MSDS Information
ProviderLanguage
SigmaAldrich English
5-IODOCYTOSINE Usage And Synthesis
Chemical PropertiesOff-white solid
Uses6-Amino-5-iodopyrimidin-2(1H)-one is an iodinated nucleobase for peptide modified nucleic acids.
Synthesis
Cytosine

71-30-7

5-IODOCYTOSINE

1122-44-7

A mixture of N-iodosuccinimide (18.562 g, 82.5 mmol) and 6-aminopyrimidin-2(1H)-one (8.333 g, 75 mmol) was dissolved in DMF (50 mL) under argon protection. The reaction vessel was covered with aluminum foil and sonicated for 30 min to fully dissolve the solids at the bottom. Subsequently, the reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the mixture was poured into water (150 mL) to quench the reaction. The resulting precipitate was collected by filtration, washed with water and dried in the presence of phosphorus pentoxide (P2O5) to afford 4-amino-5-iodopyrimidin-2(1H)-one as a light tan solid (17.703 g, 99% yield). The product could be used in the subsequent reaction without further purification.

References[1] Patent: US7741294, 2010, B1. Location in patent: Page/Page column 17
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 32, p. 7160 - 7175
[3] Journal of Medicinal Chemistry, 1983, vol. 26, # 2, p. 152 - 156
[4] Tetrahedron, 2012, vol. 68, # 26, p. 5145 - 5151
[5] Journal of Heterocyclic Chemistry, 2015, vol. 52, # 5, p. 1382 - 1389
5-IODOCYTOSINE Preparation Products And Raw materials
Raw materialsAcetic acid-->Carbon tetrachloride-->Iodine-->Periodic acid-->Cytosine-->N,N-Dimethylformamide-->N-Iodosuccinimide
Tag:5-IODOCYTOSINE(1122-44-7) Related Product Information
6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE 5-Iodo-2'-deoxycytidine 5-IODOCYTOSINE Fiacitabine 1-BETA-D-RIBOFURANOSYL-5-IODOCYTOSINE,1-D-Ribofuranosyl-5-iodocytosine 2''-DEOXY-2''-FLUORO-5-IODOCYTIDINE 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE N4-(DIISOBUTYLAMINOMETHYLIDENE)-5-IODO-2'-O-METHYL-CYTIDINE (N4-BZ)-5-IODO-2'-DEOXYCYTIDINE 5-IODO-2'-O-METHYLCYTIDINE 5'-O-(DIMETHOXYTRITYL)-N4-DIMETHYLAMINOMETHYLIDENE-5-IODO-2'-DEOXYCYTIDINE N4-DIISOBUTYLAMINOMETHYLIDENE-5'-O-(DIMETHOXYTRITYL)-5-IODO-2'-O-METHYLCYTIDINE 2,2'-anhydro-1-(3'-O-acetyl-beta-arabinofuranosyl)-5-iodocytosine 2'-DEOXYCYTIDINE, 5-[125I]IODO- 2'-DEOXYCYTIDINE-5'-TRIPHOSPHATE, 5-[125I]IODO-,TETRAAMMONIUM SALT 5-IODOCYTIDINE-5'-TRIPHOSPHATE LITHIUM SALT 5-IODO-2'-DEOXY-CYTIDINE-5'-TRIPHOSPHATE, SODIUM SALT 5-IODO-2'-DEOXYCYTIDINE-5'-TRIPHOSPHATE LITHIUM SALT

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