857858
5-Iodouracil
98%
Synonym(s):
2,4-Dihydroxy-5-iodopyrimidine
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About This Item
Empirical Formula (Hill Notation):
C4H3IN2O2
CAS Number:
Molecular Weight:
237.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
211-788-2
MDL number:
Assay:
98%
Form:
powder
InChI key
KSNXJLQDQOIRIP-UHFFFAOYSA-N
InChI
1S/C4H3IN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
SMILES string
IC1=CNC(=O)NC1=O
assay
98%
form
powder
mp
274-276 °C (dec.) (lit.)
functional group
iodo
storage temp.
2-8°C
Quality Level
signalword
Warning
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
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M C Willis et al.
Science (New York, N.Y.), 262(5137), 1255-1257 (1993-11-19)
5-Iodouracil-substituted RNA and DNA were crosslinked regiospecifically to associated proteins in yields of 70 to 94% of bound nucleic acid. Irradiation of the iodouracil chromophore with monochromatic, long-wavelength ultraviolet radiation (325 nanometers) eliminates excitation of other nucleic acid and protein
D L Wong et al.
Nucleic acids research, 26(2), 645-649 (1998-02-28)
We describe a novel strategy combining photocrosslinking and HPLC-based electrospray ionization mass spectrometry to identify UV crosslinked DNA-protein complexes. Eco RI DNA methyltransferase modifies the second adenine within the recognition sequence GAATTC. Substitution of 5-iodouracil for the thymine adjacent to
Yan Xu et al.
Journal of the American Chemical Society, 126(20), 6274-6279 (2004-05-20)
To explore the structure-dependent hydrogen abstraction in antiparallel and parallel G-quartet DNA structures, the photochemical reactivity of 5-iodouracil ((I)U)-containing human telomeric DNA 22-mers was investigated under the 302 nm UV irradiation conditions. We discovered that only antiparallel ODN 4, in
Gaurav Garg et al.
Bioorganic & medicinal chemistry, 24(8), 1771-1777 (2016-03-19)
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 Mycobacterium bovis and Mycobacterium tuberculosis. Compounds 3 and 7 were also assessed for their in vivo activity in BALB/c mice
Supaluk Prachayasittikul et al.
Molecules (Basel, Switzerland), 14(8), 2768-2779 (2009-08-25)
This study reports the synthesis of some substituted 5-iodouracils and their bioactivities. Alkylation of 5-iodouracils gave predominately N1-substituted-(R)-5-iodouracil compounds 7a-d (R = n-C(4)H(9), s-C(4)H(9), CH(2)C(6)H(11), CH(2)C(6)H(5)) together with N1,N3-disubstituted (R) analogs 8a-b (R = n-C(4)H(9), CH(2)C(6)H(11)). Their antimicrobial activity was
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