The study of the optical activity of some S-derivatives 4-R-5-((((3-(pyridin-4-yl)-1H-1,2,4-triazole-5-yl)thio)methyl)-4H-1, 2,4-triazole-3-thiols

نویسندگان

چکیده

About half of the drugs currently produced are chiral compounds, and about 90 % these compounds sold as racemates, consisting an equimolar mixture two enantiomers. Although they have same chemical structure, most optical isomers substances show marked differences in biological activity. It is known that presence a single asymmetric atom has become almost integral part advanced drug design. The aim this work was to determine angle rotation polarization plane solutions some S-derivatives 4-R-5-((((3-(pyridin-4-yl)-1H-1,2,4-triazole-5-yl)thio)methyl))-4H-1,2,4-triazole-3-thiols establishment regularities between structure studied molecules their Materials methods. subject study 2-[5-R1-4R2-1,2,4-triazole-3-ylthio]-1-aryletanols. newly synthesized carried out using Atago AP-300 polarimeter DFU 2.2.7 physical-chemical analysis method “Optical rotation”. Results. results were exhibit compound 1-((4-methyl-5-(((3-(pyridin-4-yl)-1H-1,2,4-triazole-5-yl)thio)methyl)-4H-1,2,4-triazole-3-yl)thio)-2-phenylethan-1-ol (+43° [deg∙g/cm3∙dm]). only levorotatory substance 1-(4-fluorophenyl)-2-((4-methyl-5-(((3-(pyridin-4-yl)-1H-1,2,4-triazole-5-yl)thio))methyl)-4H-1,2,4-triazole-3-yl)thio)ethan-1-ol with specific [α]D20 = -43° [deg∙g/cm3∙dm]. Conclusions. Studies had shown 1-(4-fluorophenyl)-2-((4-methyl-5-(((3-(pyridin-4-yl)-1H-1,2,4-triazole-5-yl))thio)methyl)-4H-1,2,4-triazole-3-yl)thio)ethan-1-ol able rotate light left, which evidence advantage S-enantiomer racemic mixture, therefore considerable interest for further preclinical research. Also, all other analyzed behave isomers.

برای دانلود رایگان متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

4-[(3-Nitro­benzyl­idene)amino]-3-(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C(14)H(10)N(6)O(2)S, the dihedral angle between the pyridine and triazole rings is 3.21 (10)°. The mol-ecule is significantly twisted about the N(t)-N(b) (t = triazole and b = benzyl-idene) bond [C-N(t)-N(b)=C = 151.64 (17)°]. In the crystal, mol-ecules are linked by weak N-H⋯N hydrogen bonds, generating C(8) chains propagating in [10[Formula: see text]].

متن کامل

4-[(2-Bromo­benzyl­idene)amino]-3-(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C(14)H(10)BrN(5)S, the dihedral angle between the triazole ring and the pyridine and bromo-benzene rings are 26.42 (13) and 6.28 (13)°, respectively. The molecule exists as a thione in the solid state. In the crystal, mol-ecules are linked by N-H⋯N hydrogen bonds, generating [010] C(8) chains.

متن کامل

Green synthesis and evaluation of 5-(4-aminophenyl)-4-aryl-4H-1, 2, 4-triazole-3-thiol derivatives

The green synthesis of 5-(4-aminophenyl)-4-aryl-4H-1,2,4-triazole-3-thiol was achieved in four steps, In first step, 4-amino benzoic acid refluxed in ethanol along with catalyst Conc. Sulphuric acid to produce ethyl-4-amino benzoate I. Further compound I refluxed with hydrazine hydrate in ethanol to produce 4-amino benzohydrazide II. Compound II refluxed in ethanolic potassium hydroxide with ca...

متن کامل

3-{[5-(4-Chloro­phen­yl)-3-methyl-1H-pyrazol-1-yl]meth­yl}-4-m-tolyl-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C20H18ClN5S, the toluene and triazole rings are oriented almost perpendicular to each other, making a dihedral angle of 89.97 (9)°, whereas the dihedral angle between cholorophenyl and pyrazole rings is 54.57 (11)°. In the crystal, pairs of N-H⋯N hydrogen bonds link the mol-ecules into inversion dimers. Weaker C-H⋯S and C-H⋯Cl inter-actions are also present.

متن کامل

Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione

The title compound, C18H20ClN3S, is a functionalized triazoline-3-thione derivative. The benzene ring is almost perpendic-ular to the planar 1,2,4-triazole ring [maximum deviation = 0.007 (1) Å] with a dihedral angle of 89.61 (5)° between them and there is an adamantane substituent at the 3-position of the triazole-thione ring. In the crystal, N-H⋯S hydrogen-bonding inter-actions link the mol-e...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

ژورنال

عنوان ژورنال: Aktual?nì pitannâ farmacevti?noï ì medi?noï nauki ta praktiki

سال: 2022

ISSN: ['2306-8094', '2409-2932']

DOI: https://doi.org/10.14739/2409-2932.2022.2.255791