Acetonitrile → HCID 131732895, compound

HRID 2166984Notes

Reaction equation

HRID 2166984 reaction equation
[CH3:1][C@H:2]1[CH2:33][C:32]([CH3:34])=[CH:31][C@@H:30]([CH2:35][CH:36]=[CH2:37])[C:28](=[O:29])[CH2:27][C@H:26]([OH:38])[C@@H:25]([CH3:39])[C@@H:24](/[C:40](/[CH3:51])=[CH:41]/[C@H:42]2[CH2:47][C@@H:46]([O:48][CH3:49])[C@H:45]([OH:50])[CH2:44][CH2:43]2)[O:23][C:21](=[O:22])[C@H:20]2[N:15]([CH2:16][CH2:17][CH2:18][CH2:19]2)[C:13](=[O:14])[C:11](=[O:12])[C@:9]2([OH:52])[O:10][C@@H:5]([C@@H:6]([O:54][CH3:55])[CH2:7][C@H:8]2[CH3:53])[C@@H:4]([O:56][CH3:57])[CH2:3]1.[OH:58][CH:59]1[O:78][C@H:77]([CH2:79][OH:80])[C@@H:64]([O:65][C@@H:66]2[O:74][C@H:73]([CH2:75][OH:76])[C@H:71]([OH:72])[C@H:69]([OH:70])[C@H:67]2[OH:68])[C@H:62]([OH:63])[C@H:60]1[OH:61].C(#N)C>O>[CH3:1][C@H:2]1[CH2:33][C:32]([CH3:34])=[CH:31][C@@H:30]([CH2:35][CH:36]=[CH2:37])[C:28](=[O:29])[CH2:27][C@H:26]([OH:38])[C@@H:25]([CH3:39])[C@@H:24](/[C:40](/[CH3:51])=[CH:41]/[C@H:42]2[CH2:47][C@@H:46]([O:48][CH3:49])[C@H:45]([OH:50])[CH2:44][CH2:43]2)[O:23][C:21](=[O:22])[C@H:20]2[N:15]([CH2:16][CH2:17][CH2:18][CH2:19]2)[C:13](=[O:14])[C:11](=[O:12])[C@:9]2([OH:52])[O:10][C@@H:5]([C@@H:6]([O:54][CH3:55])[CH2:7][C@H:8]2[CH3:53])[C@@H:4]([O:56][CH3:57])[CH2:3]1.[OH:58][CH:59]1[O:78][C@H:77]([CH2:79][OH:80])[C@@H:64]([O:65][C@@H:66]2[O:74][C@H:73]([CH2:75][OH:76])[C@H:71]([OH:72])[C@H:69]([OH:70])[C@H:67]2[OH:68])[C@H:62]([OH:63])[C@H:60]1[OH:61]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 440995(+)-Lactose2×HCID 445643Tacrolimus2×

Product 1

HCID 131732895HCID 131732895, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
-50 °C

Procedure

A formulation of tacrolimus (TAC) was produced using TAC and lactose (LAC) in ratio 1:1. The TAC:LAC 1:1 formulation was prepared using the ultra-rapid freezing (URF) process. The compositions were prepared by dissolving TAC and LAC at a 1:1 ratio and 0.75% solids in a 60/40 mixture of acetonitrile and water. The solution of drug and excipient was applied to the surface of a solid substrate, which is cooled using a cryogenic substrate maintained at −50° C. The frozen compositions were then collected and the solvent was removed by lyophilization using a VirTis Advantage Lyophilizer (VirTis Company, Inc. Gardiner, N.Y.). The dried powders were stored at room temperature under vacuum.

Workup

  1. customThe compositions were prepared
  2. temperatureis cooled
  3. customThe frozen compositions were then collected
  4. customthe solvent was removed by lyophilization
  5. customwere stored at room temperature under vacuum

Sources & evidence

ORD record
ord-b05b75ab484c4a78983e6c2b23821ab4
Source dataset
uspto-grants-2015_06
Patent number
US09044391B2

Reaction notes

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