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About This Item
Linear Formula:
HC(=NOH)NH2
CAS Number:
Molecular Weight:
60.06
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
assay
99%
mp
112-115 °C (lit.)
storage temp.
2-8°C
SMILES string
N\C=N\O
InChI
1S/CH4N2O/c2-1-3-4/h1,4H,(H2,2,3)
InChI key
IONSZLINWCGRRI-UHFFFAOYSA-N
Application
Formamidoxime may be used as inhibitor of DNA synthesis.
Biochem/physiol Actions
Formamidoxime undergoes oxidative cleavage of C==N bonds in tracheal smooth muscle cells catalyzed by liver cytochrome P450 producing NO. It inhibits replicative DNA synthesis. It has antitumor activity against L1210 leukemia.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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F R Althaus et al.
The Journal of biological chemistry, 256(24), 13079-13084 (1981-12-25)
Microsomal proteins from cultured chick embryo hepatocytes were separated by polyacrylamide gel electrophoresis and their rate constants of degradation (Kd) were estimated using double isotope techniques. The proteins were found to be heterogeneous in their turnover rates, proteins, or subunits
Weiwen Zhao et al.
Organic & biomolecular chemistry, 9(22), 7647-7651 (2011-09-29)
The formamidoxime configurational Z isomer coupled with the pyridylbiscarboxamide conformational codon were used to fold planar, curved structures. When embedded into macrocycles, this folded motif promotes dimerization through π-π stacking and hydrogen-bonding and the formation of tubules akin to molecular
K P Flora et al.
Cancer research, 38(5), 1291-1295 (1978-05-01)
A series of amidoximes was prepared and evaluated for possible antitumor activity against L1210 leukemia. Three of the most active compounds in the L1210 system, formamidoxime, acetamidoxime, and 2-aminoacetamidoxime hydrochloride, were also active against P388 leukemia. Acetamidoxime was marginally active
Y Jia et al.
The American journal of physiology, 275(5 Pt 1), L895-L901 (1998-11-14)
Nitric oxide (NO) is known to be synthesized from L-arginine in a reaction catalyzed by NO synthase. Liver cytochrome P-450 enzymes also catalyze the oxidative cleavage of C==N bonds of compounds containing a -C(NH2)==NOH function, producing NO in vitro. The
Yi Yan et al.
Chemical communications (Cambridge, England), 48(63), 7829-7831 (2012-07-04)
The partial positive charge of amide protons is used to promote macrocyclization and form crown-ether analogs. Their deprotonation generates very selective pH-switchable alkaline earth ion receptors only in the presence of an appropriate substrate.
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