2-Hydroxypropyl-Beta-Cyclodextrin → Salbutamol

HRID 1383795

Reaction equation

HRID 1383795 reaction equation
[CH3:1][C:2]([NH:5][CH2:6][CH:7]([OH:17])[C:8]1[CH:9]=[CH:10][C:11]([OH:16])=[C:12]([CH2:14][OH:15])[CH:13]=1)([CH3:4])[CH3:3].[O-]C(CCCCCCCCC)=O.CC(O)COC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O[C@H]7[C@H](O)[C@@H](O)[C@@H](O[C@H]8[C@H](O)[C@@H](O)[C@@H](O[C@H]1[C@H](O)[C@H]2O)O[C@@H]8COCC(O)C)O[C@@H]7COCC(O)C)O[C@@H]6COCC(O)C)O[C@@H]5COCC(O)C)O[C@@H]4COCC(O)C)O[C@@H]3COCC(O)C>O>[CH3:4][C:2]([NH:5][CH2:6][CH:7]([OH:17])[C:8]1[CH:9]=[CH:10][C:11]([OH:16])=[C:12]([CH2:14][OH:15])[CH:13]=1)([CH3:1])[CH3:3]

Participants

4

Reactant 2

HCID 140496892-Hydroxypropyl-Beta-CyclodextrinHCID 86757112Salbutamol caprate2×

Product 1

HCID 2083Salbutamol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Salbutamol caprate and hydroxypropyl-beta cyclodextrin (HBP) were complexed by the kneading method. Salbutamol caprate (2.72 g) and HPB (7.728 g) were blended together. Water (5 mL) was added and the mixture ground together in a mortar with a pestle to form a uniform paste. Grinding was continued for 30 minutes. The paste was then dried in a vacuum oven (40° C.; 0 bar) for 48 hours. The solid mass was broken up, passed through a 60 mesh screen and returned to the vacuum oven (40° C.; 0 bar) for 12 hours in order to ensure uniform drying of the complex. Analysis of HPLC for salbutamol base content, and Karl Fischer for moisture content gave the following) results: % salbutamol base was 12.97%, and the moisture content was 5.56%. The complex was characterised by DSC, FT-IR and XRD. The solubility in aqueous solution was greater than 4.8 mg/mL, and the pH of a saturated aqueous solution was 6.79.

Workup

  1. customthe mixture ground together in a mortar with a pestle to form a uniform paste
  2. customGrinding
  3. customThe paste was then dried in a vacuum oven (40° C.; 0 bar) for 48 hours
  4. waitreturned to the vacuum oven (40° C.; 0 bar) for 12 hours in order
  5. customto ensure uniform drying of the complex

Sources & evidence

ORD record
ord-8ca87a270ed344859b4388112ce757da
Source dataset
uspto-grants-2001_07
Patent number
US06255502B1

Linked notes

Loading…