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39209-88-6

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39209-88-6 Usage

General Description

2-methoxyquinoxaline, also known as 2-methoxy-1,4-diazine, is a chemical compound with the molecular formula C9H8N2O. This heterocyclic aromatic compound consists of a quinoxaline ring with a methoxy group attached to the second position. It has a pale yellow appearance and is commonly used as a building block in the synthesis of various pharmaceutical and agrochemical compounds. 2-methoxyquinoxaline has potential applications as an intermediate in the production of active pharmaceutical ingredients and as a precursor in the manufacturing of herbicides and pesticides. 2-methoxyquinoxaline has been studied for its biological activities, including its potential antibacterial and antifungal properties. Additionally, it is important to handle this chemical with caution as it poses health hazards through ingestion, inhalation, and skin contact, and proper safety measures should be taken during its handling and storage.

Check Digit Verification of cas no

The CAS Registry Mumber 39209-88-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,2,0 and 9 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 39209-88:
(7*3)+(6*9)+(5*2)+(4*0)+(3*9)+(2*8)+(1*8)=136
136 % 10 = 6
So 39209-88-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H8N2O/c1-12-9-6-10-7-4-2-3-5-8(7)11-9/h2-6H,1H3

39209-88-6Relevant articles and documents

Bioactivation of S-(2,2-dihalo-1,1-difluoroethyl)-L-cysteines and S- (trihalovinyl)-L-cysteines by cysteine S-conjugate β-lyase: Indications for formation of both thionoacylating species and thiiranes as reactive intermediates

Commandeur, Jan N. M.,King, Laurence J.,Koymans, Luc,Vermeulen, Nico P. E.

, p. 1092 - 1102 (2007/10/03)

The covalent binding of reactive intermediates, formed by β-elimination of cysteine S-conjugates of halogenated alkenes, to nucleophiles was studied using 19F-NMR and GC-MS analysis. β-Elimination reactions were performed using rat renal cytosol and a β-lyase model system, consisting of pyridoxal and copper(II) ion. S-(1,1,2,2-Tetrafluoroethyl)-L-cysteine (TFE-Cys) was mainly converted to products derived from difluorothionoacetyl fluoride, namely, difluorothionoacetic acid, difluoroacetic acid, and N- difluorothionoacetylated TFE-Cys. In the presence of o-phenylenediamine (OPD), as a bifunctional nucleophilic trapping agent, the major product formed was 2-(difluoromethyl)benzimidazole. This product results from initial reaction of difluorothionoacetyl fluoride with one of the amino groups of OPD, followed by a condensation reaction between the thionoacyl group and the adjacent amino group of OPD. In incubations with S-(2-chloro-1,1,2- trifluorofluoroethyl)-L-cysteine (CTFE-Cys) and S-(2,2-dichloro-1,1- difluorofluoroethyl)-L-cysteine (DCDFE-Cys), formation of thionoacylated cysteine S-conjugates was also observed by GC-MS analysis, indicating formation of the corresponding thionoacyl fluorides. However, according to 19F-NMR analysis, chlorofluorothionoacyl fluoride-derived products accounted for only 10% of the CTFE-Cys converted. In the presence of OPD, next to the corresponding 2-(dihalomethyl)benzimidazoles, 2- mercaptoquinoxaline was identified as the main product in incubations with CTFE-Cys. When chlorofluorothionoacylating species were generated from the unsaturated S-(2-chloro-1,2-difluorovinyl)-L-cysteine (CDFV-Cys), 2- (chlorofluoromethyl)benzimidazole and 2-mercaptoquinoxaline were also found as OPD adducts. However, with CDFV-Cys the ratio of 2- (chlorofluoromethyl)benzimidazole to 2-mercaptoquinoxaline was 12-fold higher than in the case of CTFE-Cys. These results suggest an important second mechanism of formation of 2-mercaptoquinoxaline with CTFE-Cys. The formation of 2-mercaptoquinoxaline could also be explained by reaction of OPD with 2,3,3-trifluorothiirane as a second reactive intermediate for CTFE-Cys. Comparable results were obtained when comparing OPD adducts from DCDFE-Cys and TCV-Cys. Both DCDFE-Cys and TCV-Cys form dichlorothionoacylating species. However, DCDFE-Cys forms 21-fold more 2-mercaptoquinoxaline than TCV-Cys, which may be explained by its capacity to form 3-chloro-2,2-difluorothiirane next to dichlorothionoacyl fluoride. In order to explain the apparent differences in the preference of thiols to form different reactive intermediates, free enthalpies of formation (Δ(f)G) of thiolate anions and their possible rearrangement products, thionoacyl fluorides and thiiranes, derived from TFE-Cys, CTFE-Cys, and DCDFE-Cys, were calculated by ab initio calculations. For TFE-thiolate, formation of difluorothionoacetyl fluoride is energetically favored over formation of the thiirane. In contrast, the thiirane pathway is favored over the thionoacyl fluoride pathway for CTFE- and DCDFE-thiolates. The results of these quantum chemical calculations appear to be consistent with the experimental data.

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