Tetraphenylborate Salt of Atropine®: Synthesis and X-ray Structure of Tetraphenyl-λ4-borane, (1R,3r,5S,8s)-3-((3-Hydroxy-2-phenylpropanoyl)oxy)-8-methyl-8-azabicyclo[3.2.1]octan-8-ium Salt

被引:2
作者
Mostafa, G. A. E. [1 ,2 ]
Ghabbour, H. A. [1 ,3 ]
Abdel-Aziz, H. A. [1 ,2 ]
机构
[1] King Saud Univ, Dept Pharmaceut Chem, Coll Pharm, POB 2457, Riyadh 11451, Saudi Arabia
[2] Natl Res Ctr, Dept Appl Organ Chem, Cairo 12622, Egypt
[3] Mansoura Univ, Dept Med Chem, Fac Pharm, Mansoura 35516, Egypt
关键词
ION-SELECTIVE ELECTRODE; SODIUM TETRAPHENYLBORATE; ORGANIC CATIONS; TITRATION; SULFATE; DIPHENHYDRAMINE;
D O I
10.1134/S1063774517070203
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, tetraphenylborate salt of atropine (RS)-(8-Methyl-8-azabicyclo[3.2.1]oct-3-yl) 3-hydroxy-2-phenylpropanoate tetraphenylborate salt, was prepared by the reaction of (RS)-(8-Methyl-8-azabicyclo[3.2.1]oct-3-yl) 3-hydroxy-2-phenylpropanoate sulfate (2:1) salt with sodium tetraphenylborate in deionized water at ambient temperature through anion exchange reaction. Colorless crystals of the title compound suitable for X-ray structural analysis were obtained by slow evaporation from acetonitrile. The title compound crystallizes in the triclinic sp. gr. P (1) over bar with a = 9.7989(5)angstrom , b = 9.8203(5)angstrom , c = 18.6099(9)angstrom , alpha = 81.356(2)degrees, beta = 80.616(2)degrees, gamma = 67.704(2)degrees, V = 1627.05(14)angstrom(3), Z = 2.
引用
收藏
页码:1083 / 1088
页数:6
相关论文
共 16 条
[1]   SPECTROPHOTOMETRIC DETERMINATION OF ATROPINE [J].
AMAN, T ;
HASSAN, A ;
KHOKHAR, I ;
RASHID, A .
ANALYTICAL LETTERS, 1994, 27 (10) :1833-1845
[2]  
[Anonymous], MERCK IND ENC CHEM D
[3]   POTENTIOMETRIC TITRATION OF ORGANIC CATIONS WITH SODIUM TETRAPHENYLBORATE AND A LIQUID-MEMBRANE TETRAPHENYLBORATE ION-SELECTIVE ELECTRODE [J].
CHRISTOPOULOS, TK ;
DIAMANDIS, EP ;
HADJIIOANNOU, TP .
ANALYTICA CHIMICA ACTA, 1982, 143 (01) :143-151
[4]  
Cieri UR, 2003, J AOAC INT, V86, P1128
[5]   Indirect atomic absorption determination of atropine, diphenhydramine, tolazoline, and levamisole based on formation of ion-associates with potassium tetraiodometrcurate [J].
El Ries, MA ;
Khalil, S .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2001, 25 (01) :3-7
[6]   Lab-on-paper-based devices using chemiluminescence and electrogenerated chemiluminescence detection [J].
Ge, Lei ;
Yu, Jinghua ;
Ge, Shenguang ;
Yan, Mei .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2014, 406 (23) :5613-5630
[7]   Simple high-performance liquid chromatographic method for determination of atropine and obidoxime in a parenteral injection device [J].
Gören, AC ;
Bilsel, G ;
Bilsel, M ;
Yenisoy-Karakas, S ;
Karakas, D .
JOURNAL OF CHROMATOGRAPHY A, 2004, 1057 (1-2) :237-239
[8]   Atomic emission spectrometric determination of ephedrine, cinchonine, chlorpheniramine, atropine and diphenhydramine based on formation of ion associates with ammonium reineckate [J].
Khalil, S .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1999, 21 (04) :697-702
[9]   Enantioseparation of atropine by capillary electrophoresis using sulfated β-cyclodextrin:: application to a plant extract [J].
Mateus, L ;
Cherkaoui, S ;
Christen, P ;
Veuthey, JL .
JOURNAL OF CHROMATOGRAPHY A, 2000, 868 (02) :285-294
[10]   Development of a new atropine sulfate bulk acoustic wave sensor based on a molecularly imprinted electrosynthesized copolymer of aniline with o-phenylenediamine [J].
Peng, H ;
Liang, CD ;
Zhou, AH ;
Zhang, YY ;
Xie, QJ ;
Yao, SZ .
ANALYTICA CHIMICA ACTA, 2000, 423 (02) :221-228