213993
4-Iodopyrazole
99%
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About This Item
Empirical Formula (Hill Notation):
C3H3IN2
CAS Number:
Molecular Weight:
193.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
222-434-1
MDL number:
Assay:
99%
Form:
solid
Product Name
4-Iodopyrazole, 99%
InChI key
LLNQWPTUJJYTTE-UHFFFAOYSA-N
InChI
1S/C3H3IN2/c4-3-1-5-6-2-3/h1-2H,(H,5,6)
SMILES string
Ic1cn[nH]c1
assay
99%
form
solid
mp
108-110 °C (lit.)
functional group
iodo
Quality Level
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Application
4-Iodopyrazole was used in an indium-mediated synthesis of heterobiaryls.
General description
4-Iodopyrazole is a valuable intermediate for the synthesis of biologically active compounds. It undergoes iodination in the presence of iodine and ammonium hydroxide to yield 3,4-di-iodo- and 3,4,5-tri-iodo-pyrazole.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A Kojo et al.
Archives of toxicology, 72(6), 336-341 (1998-07-10)
Mouse liver CYP2A5 is induced by several structurally unrelated compounds. In intact mouse liver, pyrazole (PYR) and 4-hydroxypyrazole (4-OH) induce selectively the expression of CYP2A5 while expression of other CYPs is decreased. In this study we exposed mouse primary hepatocytes
Robert E Berry et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 9(2), 135-144 (2003-12-16)
Previously, we utilized 4-iodopyrazole (4IPzH) as a heavy atom derivative for the initial solution of the crystal structure of the nitrophorin from Rhodnius prolixus, NP1, where it was found to bind to the heme with the iodo group disordered in
Hsuan-Liang Liu et al.
Journal of biomedical science, 10(3), 302-312 (2003-04-25)
Molecular docking simulations were performed in this study to investigate the importance of both structural and catalytic zinc ions in the human alcohol dehydrogenase beta(2)beta(2) on substrate binding. The structural zinc ion is not only important in maintaining the structural
H Eklund et al.
Biochemistry, 21(20), 4858-4866 (1982-09-28)
Pyrazole is a strong inhibitor of liver alcohol dehydrogenase in combination with oxidized coenzyme NAD+. We have studied three different complexes of the inhibitor with the enzyme by using crystallographic methods: (1) the binary complex with pyrazole to 3.2-A resolution
A Kojo et al.
Biochemical pharmacology, 42(9), 1751-1759 (1991-10-09)
Pyrazole and several of its derivatives increase the hepatic microsomal coumarin 7-hydroxylase to a variable extent. The strongest inducers are pyrazole itself and those derivatives which have a hydroxy group or a halogen at the 4-position of the molecule. The
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