AMIODARONE

AMIODARONE

 

PATENT

CN109053652-PREPARATION METHOD OF AMIODARONE HYDROCHLORIDE INTERMITTENT

https://patentscope.wipo.int/search/en/detail.jsf?docId=CN235615504&_cid=P11-KL0AU0-06410-1

Description of the drawings

Figure 3 shows the proton nuclear magnetic resonance spectrum of compound 9;

Figure 4 shows the carbon nuclear magnetic resonance spectrum of compound 9.

compound 9 as an off-white crystalline powder with a yield of about 86.9%.

1 HNMR(400MHz,d DMSO )δ: 0.81～0.85(t,3H,-CH 3 ), 1.24～1.29(m,2H,-CH 2 CH 3 ),1.68～1.70(m,2H,-CH 2 CH 2 CH 3 ), 2.82～2.85(t,2H,Ar-CH 2 -CH 2 ), 6.91～7.72(m,8H,ArH), 10.46(m,1H,-OH).  13 CNMR(400 Hz,DMSO)δ:189.72,163.49,162.69,153.48,132.08, 130.16,127.28,124.87,123.98 ,121.16,116.90,11 5.78, 111.51,29.94,27.51,22.09,13.84. See attached drawings 3～4.

FTIR spectra of Amiodarone, Pluronic F68 and their solid dispersion formulations.  ...https://www.japsonline.com/admin/php/uploads/2119_pdf.pdf

CLIP

MAGNETIC RESONANCE IN CHEMISTRY, VOL. 29, 482493 (1991) 'H and 13C NMR Analyses of Amiodarone, Desethylamiodarone and Desoxoamiodarone 

Amiodarone (AMIO) is an antianginal and antiarrhythmic drug used clinically to treat a wide range of cardiac arrhythmias.',' Desethylamiodarone (DEA) is the major metabolite of amiodarone,' and desoxoamiodarone (DOA) is reported to be a less toxic form of ami~daro

Figure 1. !%O-MHz 'H NMR spectra of (top) AMIO, (middle) DEA and (bottom) DOA in their HCI forms in CDCI, at 27°C. Note the presence of the 3-CH2 resonance and the upfield shift of the aromatic singlet of DOA and the upfield shift of the HCI signal and the half-intensity of the ethyl resonances of DEA. See text for details. 

Figure 2. 500-MHz ‘H 2D COSY NMR spectra showing the spin connectivities in (A) the aliphatic region of AMIO, (B) the aliphatic region of DEA, (C) the aliphatic region of DOA and (D) the aromatic region of AMIO. Note the similarity of the COSY patterns of AMIO, DEA and DOA.

Figure 6. 75-MHz 1D 13C NMR spectrum of AM10 in CDCI, at 27°C (bottom) and selective INEPT spectra transferring from proton multiplet positions indicated. 

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