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(Z)-2-methoxy-1-phenyldiazene 1-oxide, also known as O-methyl-N-phenyldiazene oxide, is an organic compound with the chemical formula C7H7NO2. It is a derivative of phenyldiazene, featuring a methoxy group (-OCH3) attached to the nitrogen atom and an oxide group (-O) at the end of the molecule. (Z)-2-methoxy-1-phenyldiazene 1-oxide is characterized by its (Z)-configuration, indicating the geometric arrangement of the double bond, with the phenyl group and the methoxy group on the same side of the molecule. It is an important intermediate in the synthesis of various pharmaceuticals and agrochemicals, particularly in the production of sulfonamides and other nitrogen-containing compounds. The compound is typically synthesized through the reaction of phenyldiazene with methanol in the presence of an acid catalyst. It is a colorless to pale yellow liquid with a pungent odor and is sensitive to light and heat, requiring storage under controlled conditions to maintain its stability.

25370-94-9

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25370-94-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 25370-94-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,3,7 and 0 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 25370-94:
(7*2)+(6*5)+(5*3)+(4*7)+(3*0)+(2*9)+(1*4)=109
109 % 10 = 9
So 25370-94-9 is a valid CAS Registry Number.

25370-94-9Relevant academic research and scientific papers

A "dual-function" photocage releasing nitric oxide and an anthrylmethyl cation with a single wavelength light

Vittorino, Elisa,Cicciarella, Enzo,Sortino, Salvatore

experimental part, p. 6802 - 6806 (2010/01/21)

A dual function photocage able to associate the generation of an anthrylmethyl carbocation to the release of NO, under the control of a low energy single wavelength light, was reported. The O-alkylation of cupferron (CP) was accomplished by designing and

O-Alkylation of Cupferron: Aiming at the Design and Synthesis of Controlled Nitric Oxide Releasing Agents

Hou, Yongchun,Xie, Wenhua,Janczuk, Adam J.,Wang, Peng George

, p. 4333 - 4337 (2007/10/03)

O-Alkylation of N-nitroso-N-phenylhydroxylamine ammonium salt (cupferron) was studied for the synthesis of novel nitric oxide (NO) releasing agents. The alkylation occurred regioselectively at the terminal oxygen, leading to a single product N-(alkyloxy)-N′-phenyldiimide N′-oxide as indicated by NMR and X-ray analysis. The O-alkyl derivatives exhibited significantly improved stability compared to their parent compound, cupferron. It was demonstrated that the cupferron O-alkyl derivatives could function as photoreleasing NO donor compounds. N-(N″-acetylphenylalanylmethylenyloxy)-N′-phenyldiimide N′-oxide), which linked the cupferron portion with an amino acid via an acetal moiety, was synthesized as an model NO prodrug where controlled NO release would occur either by increasing pH or by a protease-catalyzed hydrolysis.

SYNTHESIS OF N'-METHOXYDIAZENE N-OXIDES FROM METHOXYAMINE AND NITROSO COMPOUNDS

Luk'yanov, O. A.,Smirnov, G. A.,Vasil'ev, A. M.

, p. 1966 - 1968 (2007/10/02)

The reaction of methoxyamine with nitroso compounds in the presence of oxidizing agents is rather general in nature and may serve as a convenient method for the synthesis of aliphatic, aromatic, and heterocyclic N'-alkoxydiazene N-oxides.

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