beta-Cyclodextrin → HCID 178473453, compound

HRID 1653660Notes

Reaction equation

HRID 1653660 reaction equation
[CH2:1]([OH:77])[C@H:2]1[O:7][C@@H:6]2[O:8][C@H:9]3[C@H:14]([OH:15])[C@@H:13]([OH:16])[C@@H:12]([O:17][C@H:18]4[C@H:23]([OH:24])[C@@H:22]([OH:25])[C@@H:21]([O:26][C@H:27]5[C@H:32]([OH:33])[C@@H:31]([OH:34])[C@@H:30]([O:35][C@H:36]6[C@H:41]([OH:42])[C@@H:40]([OH:43])[C@@H:39]([O:44][C@H:45]7[C@H:50]([OH:51])[C@@H:49]([OH:52])[C@@H:48]([O:53][C@H:54]8[C@H:60]([OH:61])[C@@H:59]([OH:62])[C@@H:57]([O:58][C@H:3]1[C@H:4]([OH:76])[C@H:5]2[OH:75])[O:56][C@@H:55]8[CH2:63][OH:64])[O:47][C@@H:46]7[CH2:65][OH:66])[O:38][C@@H:37]6[CH2:67][OH:68])[O:29][C@@H:28]5[CH2:69][OH:70])[O:20][C@@H:19]4[CH2:71][OH:72])[O:11][C@@H:10]3[CH2:73][OH:74].[CH3:78][CH2:79][O:80][C:81](/[N:83]=[C:84]1/[CH:85]=[N+:86]([N:89]2[CH2:94][CH2:93][O:92][CH2:91][CH2:90]2)[N-:87][O:88]/1)=[O:82]>C(O)C>[CH3:78][CH2:79][O:80][C:81](/[N:83]=[C:84]1/[CH:85]=[N+:86]([N:89]2[CH2:94][CH2:93][O:92][CH2:91][CH2:90]2)[N-:87][O:88]/1)=[O:82].[CH2:67]([OH:68])[C@H:37]1[O:38][C@@H:39]2[O:44][C@H:45]3[C@H:50]([OH:51])[C@@H:49]([OH:52])[C@@H:48]([O:53][C@H:54]4[C@H:60]([OH:61])[C@@H:59]([OH:62])[C@@H:57]([O:58][C@H:3]5[C@H:4]([OH:76])[C@@H:5]([OH:75])[C@@H:6]([O:8][C@H:9]6[C@H:14]([OH:15])[C@@H:13]([OH:16])[C@@H:12]([O:17][C@H:18]7[C@H:23]([OH:24])[C@@H:22]([OH:25])[C@@H:21]([O:26][C@H:27]8[C@H:32]([OH:33])[C@@H:31]([OH:34])[C@@H:30]([O:35][C@H:36]1[C@H:41]([OH:42])[C@H:40]2[OH:43])[O:29][C@@H:28]8[CH2:69][OH:70])[O:20][C@@H:19]7[CH2:71][OH:72])[O:11][C@@H:10]6[CH2:73][OH:74])[O:7][C@@H:2]5[CH2:1][OH:77])[O:56][C@@H:55]4[CH2:63][OH:64])[O:47][C@@H:46]3[CH2:65][OH:66]

Participants

4

Reactant 2

HCID 444041beta-Cyclodextrin3×HCID 178473452HCID 178473452, compound3×

Product 1

HCID 178473453HCID 178473453, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6.6 g of β-cyclodextrin (5 mmoles, content 14%) and 0.6 g (2.5 mmoles) of Molsidomin are homogenized in a friction mortar protected from light if possible. 3 ml of a 50% ethyl alcohol are added and the dense suspension is stirred for further 30 minutes after spreading the product of hard lubricity and paste like consistence on a watch-glass, it is dried to constant weight in the presence of phosphoruspentoxide in an exsiccator. The product obtained is pulverized, its active ingredient content is 9±0.5% determined by the spectrophotometric method, which corresponds to a molar ratio of about 1:2. DSC curves of Molsidomin, its mechanical mixture and its complex with β-CD are significantly different. The endothermic peak at 140°-142° C. on the DSC curve completely disappeared in the case of complexes with β-CD prepared by both kneading or liophylization. It indicates that the Molsidomin is complexed, and at 130°-160° C. temperature range not even a 50 fold magnified curve showed endothermic peak of melting in the case of complex prepared by lyophilization.

Workup

  1. customis dried to constant weight in the presence of phosphoruspentoxide in an exsiccator
  2. customThe product obtained
  3. customat 140°-142° C.
  4. customprepared by both kneading or liophylization
  5. customat 130°-160° C.
  6. customprepared by lyophilization

Sources & evidence

ORD record
ord-e45c0fe0e313431b85a3e944093daacc
Source dataset
uspto-grants-1995_04
Patent number
US05403840

Reaction notes

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