3-nitrosobenzamide
3-nitrosobenzamide structure
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Common Name | 3-nitrosobenzamide | ||
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| CAS Number | 144189-66-2 | Molecular Weight | 150.13500 | |
| Density | 1.33g/cm3 | Boiling Point | 317.5ºC at 760mmHg | |
| Molecular Formula | C7H6N2O2 | Melting Point | N/A | |
| MSDS | Chinese USA | Flash Point | 145.8ºC | |
| Symbol |
GHS05, GHS07 |
Signal Word | Danger | |
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The site of antiviral action of 3-nitrosobenzamide on the infectivity process of human immunodeficiency virus in human lymphocytes.
Proc. Natl. Acad. Sci. U. S. A. 90 , 9721, (1993) The C-nitroso compound 3-nitrosobenzamide, which has been shown to remove zinc from the retroviral-type zinc finger of p7NC nucleocapsid proteins, inhibits acute infection of human immunodeficiency virus type 1 in cultured human lymphocytes. The attachment of... |
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Inhibition of the replication of native and 3'-azido-2',3'-dideoxythymidine (AZT)-resistant simian immunodeficiency virus (SIV) by 3-nitrosobenzamide.
FEBS Lett. 326 , 140, (1993) The 3-nitrosobenzamide (NOBA) drug abolishes SIV replication sharply at 20 microM concentration when CEM x 174 cells are preincubated for 1 h with the drug prior to viral infection. Treatment of CEM x 174 cells with 20 microM NOBA resulted in the inhibition o... |
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Structure/function correlations among coupled binuclear copper proteins through spectroscopic and reactivity studies of NspF.
Proc. Natl. Acad. Sci. U. S. A. 109(27) , 10793-7, (2012) The terminal step of 4-hydroxy-3-nitrosobenzamide biosynthesis in Streptomyces murayamaensis is performed by NspF, a mono-oxygenase that converts o-aminophenols to the corresponding nitroso product (hydroxyanilinase activity). Previous biochemical characteriz... |
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A copper-containing oxidase catalyzes C-nitrosation in nitrosobenzamide biosynthesis.
Nat. Chem. Biol. 6(9) , 641-3, (2010) Although C-nitroso aromatic compounds have several bioactivities of medicinal interest, the biosynthetic enzymes involved in C-nitrosation have remained unknown until now. Here, we report the entire biosynthesis pathway of 4-hydroxy-3-nitrosobenzamide in Stre... |
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Anti-HIV agents that selectively target retroviral nucleocapsid protein zinc fingers without affecting cellular zinc finger proteins.
J. Med. Chem. 41(9) , 1371-81, (1998) Agents that target the two highly conserved Zn fingers of the human immunodeficiency virus (HIV) nucleocapsid p7 (NCp7) protein are under development as antivirals. These agents covalently modify Zn-coordinating cysteine thiolates of the fingers, causing Zn e... |
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Inhibition of HIV-1 infectivity by zinc-ejecting aromatic C-nitroso compounds.
Nature 361 , 473, (1993) Retroviral nucleocapsid and gag-precursor proteins from all known strains of retroviruses contain one or two copies of an invariant sequence, Cys-X2-Cys-X4-His-X4-Cys, that is populated with zinc in mature particles. Modification of cysteine or histidine resi... |
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Specific disulfide formation in the oxidation of HIV-1 zinc finger protein nucleocapsid p7.
Chem. Res. Toxicol. 8(4) , 586-90, (1995) In vitro oxidation of the HIV-1 nucleocapsid protein p7 by the C-nitroso compound 3-nitrosobenzamide (NOBA) has been investigated. When reconstituted p7 was incubated with NOBA, three disulfide bonds were formed per molecule of p7, Cys 15-Cys 18, Cys 28-Cys 3... |
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Induction of endonuclease-mediated apoptosis in tumor cells by C-nitroso-substituted ligands of poly(ADP-ribose) polymerase.
Proc. Natl. Acad. Sci. U. S. A. 89(16) , 7703-7, (1992) 6-Nitroso-1,2-benzopyrone and 3-nitrosobenzamide, two C-nitroso compounds that inactivate the eukaryotic nuclear protein poly(ADP-ribose) polymerase [NAD+:poly(adenosine diphosphate D-ribose) ADP-D-ribosyltransferase, ADPRT, EC 2.4.2.30] at one zinc-finger si... |
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Anti-cancer action of 4-iodo-3-nitrobenzamide in combination with buthionine sulfoximine: inactivation of poly(ADP-ribose) polymerase and tumor glycolysis and the appearance of a poly(ADP-ribose) polymerase protease.
Biochem. Pharmacol. 63(3) , 455-62, (2002) E-ras 20 tumorigenic malignant cells and CV-1 non-tumorigenic cells were treated with a drug combination of 4-iodo-3-nitrobenzamide (INO(2)BA) and buthionine sulfoximine (BSO). Growth inhibition of E-ras 20 cells by INO(2)BA was augmented 4-fold when cellular... |
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Removal of zinc is required for processing of the mature nucleocapsid protein of human immunodeficiency virus, type 1, by the viral protease.
J. Biol. Chem. 269(35) , 21948-50, (1994) In human immunodeficiency virus, RNA selection and packaging during assembly involve the two retroviral-type fingers of the nucleocapsid protein that are held in a constrained configuration by coordinated zinc ions. In this report, we demonstrate that the nuc... |