1122-44-7

Basic information

• Product Name: 5-IODOCYTOSINE
• Synonyms: 5-iodo-cytosin;Cytosine, 5-iodo-;5-IODOCYTOSINE;4-AMINO-2-HYDROXY-5-IODO-1 BETA-D-RIBOFURANOSYL PURIMIDINE;4-AMINO-2-HYDROXY-5-IODOPYRIMIDINE;IODOCYTOSINE;5-Iodocytosine ,98%;4-Amino-5-iodo-2(1H)-pyrimidinone
• CAS NO: 1122-44-7
• Molecular Formula: C₄H₄IN₃O
• Molecular Weight: 237
• EINECS: 1592732-453-0
• Mol File: 1122-44-7.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 480.2 °C at 760 mmHg
• Flash Point: 244.2 °C
• Appearance: /
• Density: 2.65 g/cm³
• Vapor Pressure: 7.64E-10mmHg at 25°C
• Refractive Index: 1.852
• Storage Temp.: −20°C
• PKA: 7.58±0.10(Predicted)
• CAS DataBase Reference: 5-IODOCYTOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-IODOCYTOSINE(1122-44-7)
• EPA Substance Registry System: 5-IODOCYTOSINE(1122-44-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: HA6125000
• F: 8-10-23
• Hazardous Substances Data: 1122-44-7(Hazardous Substances Data)

Usage

Chemical Properties

Off-white solid

Uses

6-Amino-5-iodopyrimidin-2(1H)-one is an iodinated nucleobase for peptide modified nucleic acids.

InChI:InChI=1/C4H4IN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)

Upstream product

• 71-30-7 Cytosine 
• 696-07-1 5-iodouracil 

Downstream Products

• 1055312-00-9 methyl 4-[(4-amino-5-iodo-2-oxopyrimidin-1(2H)-yl)methyl]benzoate 
• 71-30-7 Cytosine 

Related news

On the temperature dependence of the two-dimensional condensation of 5-IODOCYTOSINE (cas 1122-44-7) at the mercury/electrolyte interface09/26/2019

By way of capacity-potential curves of 5-iodocytosine in th epotential range of the cathodic pit edge, the dependence of the critical degree of coverage of a two-dimensional condensed adsorption film on temperature was investigated. The Frumkin interaction coefficient determined from the critica...detailed

Relevant articles and documents

Investigation of 4-amino-5-alkynylpyrimidine-2(1H)-ones as anti-mycobacterial agents

In vitro anti-mycobacterial activities of novel 4-amino-5-alkynylpyrimidine-2(1H)-ones were investigated. 4-Amino-5-heptynylpyrimidine-2(1H)-one (3) and 4-amino-5-(2-phenylethynyl)pyrimidine-2(1H)-one (7) displayed potent in vitro activity against Mycobac

Crystalline supramolecular organic frameworksviahydrogen-bonding between nucleobases

We report a crystalline supramolecular framework assembled by H-bonding interactions between covalently fused monomers equipped with two guanine-cytosine nucleobase pairs.

Synthesis of 5-/8-Halogenated or Ethynylated Lipophilic Nucleobases as Potential Synthetic Intermediates for Supramolecular Chemistry

A series of lipophilic nucleobases that are substituted at the 5- (pyrimidines) or 8- (purines) position with either a halogen atom or a terminal triple bond have been synthesized. The sequences and reactions studied in this work, which mainly comprise halogenation, alkylation, Sonogashira coupling, and trimethylsilylacetylene deprotection, have been carefully optimized, to reach the final compounds in the most straightforward and convenient way, with the highest possible purity and yield. These compounds include cytosine, isocytosine, and uracil derivatives as pyrimidine heterocycles, and guanine, isoguanine, and 2-aminoadenine derivatives as complementary purine bases. Variability was introduced at the N-1/N-9 positions of these pyrimidine/purine nucleobases, which were functionalized with alkyl or benzyl groups, as well as with protected amine or carboxylic acid substituents. The molecules prepared constitute a useful collection of synthetic intermediates for the field of chemical self-assembly. A series of lipophilic nucleobases substituted at the 5- (pyrimidines) or 8-position (purines) with either a halogen atom or a terminal triple bond have been synthesized. These molecules comprise a useful collection of synthetic intermediates for the field of chemical self-assembly.

X-ray crystal structures of halogen containing nucleobase derivatives in unsolvated and DMSO solvated forms

A series of halogenated nucleobase derivatives 1-4 is reported to yield solvent-free (2) and DMSO solvated crystals (1, 3, 4) on the crystallization from DMSO with one of them (4) containing an additional molecule of water. The molecular and crystal structures are described and comparatively discussed with reference to previous results on related compounds. The molecule of 1 is planar, molecules of 2 and 3 show syn alignment with reference to the heterocyclic ring and common C2′-endo conformation of the ribose residue, while 4 is also syn aligned but C4′-exo in the sugar conformation. The packing structures reveal typical aggregations created via networks of hydrogen bonds. These involve conventional N-H···N, N-H···O and O-H···O interactions between nucleobase and ribose units as well as solvent molecules, additionally supported by weak C-H···O contacts but excluding the participation of halogen···halogen interactions as well as halogen···heteroatom contacts in the supramolecular structure formation. Springer Science+Business Media, LLC 2009.

Nanostructured Micelle Nanotubes Self-Assembled from Dinucleobase Monomers in Water

Despite the central importance of aqueous amphiphile assemblies in science and industry, the size and shape of these nano-objects is often difficult to control with accuracy owing to the non-directional nature of the hydrophobic interactions that sustain them. Here, using a bioinspired strategy that consists of programming an amphiphile with shielded directional Watson–Crick hydrogen-bonding functions, its self-assembly in water was guided toward a novel family of chiral micelle nanotubes with partially filled lipophilic pores of about 2 nm in diameter. Moreover, these tailored nanotubes are successfully demonstrated to extract and host molecules that are complementary in size and chemical affinity.