Nitrosation of hydrochlorothiazide and the modes of binding of the N-nitroso derivative with two macrocycles possessing an 18-membered crown ether cavity
Închide
Conţinutul numărului revistei
Articolul precedent
Articolul urmator
182 0
SM ISO690:2012
SIMONOV, Yurii A., FONARI, Marina, DUKA, Gh., GONTA, Maria, GANIN, Edward, YAVOLOVSKII, Arkadii, GDANIEC, Maria, LIPKOWSKI, Janusz. Nitrosation of hydrochlorothiazide and the modes of binding of the N-nitroso derivative with two macrocycles possessing an 18-membered crown ether cavity. In: Tetrahedron, 2005, vol. 61, nr. 27, pp. 6596-6601. ISSN 0040-4020. DOI: https://doi.org/10.1016/j.tet.2005.04.050
EXPORT metadate:
Google Scholar
Crossref
CERIF

DataCite
Dublin Core
Tetrahedron
Volumul 61, Numărul 27 / 2005 / ISSN 0040-4020 /ISSNe 1464-5416

Nitrosation of hydrochlorothiazide and the modes of binding of the N-nitroso derivative with two macrocycles possessing an 18-membered crown ether cavity

DOI:https://doi.org/10.1016/j.tet.2005.04.050

Pag. 6596-6601

Simonov Yurii A.1, Fonari Marina1, Duka Gh.2, Gonta Maria2, Ganin Edward3, Yavolovskii Arkadii4, Gdaniec Maria5, Lipkowski Janusz6
 
1 Institute of Applied Physics, Academy of Sciences of Moldova,
2 Academy of Sciences of Moldova,
3 Ministry of Education and Science of Ukraine,
4 A.V. Bogatsky Physico-Chemical Institute of the NAS of Ukraine,
5 Faculty of Chemistry, Mickiewicz University,
6 Institute of Physical Chemistry of the Polish Academy of Sciences, Polonia
 
 
Disponibil în IBN: 13 aprilie 2023


Rezumat

The hydrochlorothiazide, 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7- sulfonamide-1,1-dioxide, (HCTZ), widely used as a diuretic and anti-hypertensive drug, was transformed into its N-nitroso-derivative, 6-chloro-4-nitroso-3,4- dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide (ON-HCTZ) by sodium nitrite in an acidic medium. The crystalline complexes of ON-HCTZ with 18-crown-6 (18C6) and cis-anti-cis-dicyclohexyl-18C6 (DCH6B) demonstrated different H-bonding modes from those present in the co-crystals of HCTZ with the same crown ethers. The influence of the nitroso-group on the binding mode and crystal packing is discussed. 

Cuvinte-cheie
Crown ethers, H-binding, N-nitrosohydrochlorothiazide