Carbonate Ion → Ropivacaine

HRID 2273580Notes

Reaction equation

HRID 2273580 reaction equation
[CH3:1][CH2:2][CH2:3][N:4]1[C@H:9]([C:10]([NH:12][C:13]2[C:14]([CH3:20])=[CH:15][CH:16]=[CH:17][C:18]=2[CH3:19])=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5]1.Cl.C(=O)([O-])ON1C(=O)CCC1=O.C(=O)([O-])[O-]>>[CH3:1][CH2:2][CH2:3][N:4]1[C@H:9]([C:10]([NH:12][C:13]2[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:20])=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 3

HCID 19660Carbonate IonHCID 175804Ropivacaine HydrochlorideHCID 22239412(2,5-Dioxopyrrolidin-1-yl) carbonate

Product 1

HCID 175805Ropivacaine

Procedure

In a first vial, Ropivacaine-HCl (8.6 mg), 4-armPEG succinimidyl carbonate (60 mg) and 4-armPEG-SH (60 mg) were dissolved in 250 μL of pH 2.2 buffer. This solution was combined with an equal volume of carbonate buffer (pH 9.7) through a spray kit. Ropivacaine precipitates within the gel upon mixing. The Ropivacaine-loaded TC gel swelled 2-2.5 times its original volume.

Workup

  1. customRopivacaine precipitates within the gel
  2. additionupon mixing

Sources & evidence

ORD record
ord-5ac4fa8c655d4a9b834393db8da65918
Source dataset
uspto-grants-2015_09
Patent number
US09125814B2

Reaction notes

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