| Identification | Back Directory | [Name]
5-IODOCYTOSINE | [CAS]
1122-44-7 | [Synonyms]
IODOCYTOSINE
5-iodo-cytosin
5-IODOCYTOSINE
Cytosine, 5-iodo-
5-Iodocytosine ,98%
4-Amino-5-iodopyrimidin-2(1H)
6-AMino-5-iodopyriMidin-2(1H)-one
4-amino-5-iodo-3H-pyrimidin-2-one
4-Amino-5-iodo-1H-pyrimidin-2-one
4-Amino-5-iodo-2(1H)-pyrimidinone
4-Amino-5-iodopyrimidin-2(1H)-one
6-amino-5-iodo-1H-pyrimidin-2-one
6-azanyl-5-iodo-1H-pyrimidin-2-one
4-AMINO-2-HYDROXY-5-IODOPYRIMIDINE
2(1H)-PyriMidinone, 6-aMino-5-iodo-
4-aMino-5-iodo-1,2-dihydropyriMidin-2-one
4-AMINO-2-HYDROXY-5-IODO-1 BETA-D-RIBOFURANOSYL PURIMIDINE | [EINECS(EC#)]
625-390-5 | [Molecular Formula]
C4H4IN3O | [MDL Number]
MFCD00023162 | [MOL File]
1122-44-7.mol | [Molecular Weight]
237 |
| Chemical Properties | Back Directory | [density ]
2.65±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
formic acid: 50mg/mL | [form ]
powder | [pka]
7.58±0.10(Predicted) | [Appearance]
Off-white to light yellow Solid | [biological source]
synthetic (organic) | [InChI]
1S/C4H4IN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9) | [InChIKey]
UFVWJVAMULFOMC-UHFFFAOYSA-N | [SMILES]
[H]N1C=C(I)C(N)=NC1=O |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white solid | [Uses]
6-Amino-5-iodopyrimidin-2(1H)-one is an iodinated nucleobase for peptide modified nucleic acids. | [Synthesis]
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 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [Safety Statements ]
24/25 | [WGK Germany ]
3
| [RTECS ]
HA6125000
| [F ]
8-10-23 | [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Toxicity]
mouse,LDLo,intraperitoneal,50mg/kg (50mg/kg),Biochemical Pharmacology. Vol. 13, Pg. 1249, 1964. |
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J & K SCIENTIFIC LTD.
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Spectrum Chemical Manufacturing Corp.
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