Carbonate Ion → Levobupivacaine

HRID 2273576Notes

Reaction equation

HRID 2273576 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][N:5]1[C@H:10]([C:11]([NH:13][C:14]2[C:15]([CH3:21])=[CH:16][CH:17]=[CH:18][C:19]=2[CH3:20])=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6]1.Cl.C(=O)([O-])ON1C(=O)CCC1=O.C(=O)([O-])[O-]>>[CH3:1][CH2:2][CH2:3][CH2:4][N:5]1[C@H:10]([C:11]([NH:13][C:14]2[C:15]([CH3:21])=[CH:16][CH:17]=[CH:18][C:19]=2[CH3:20])=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

4

Reactant 3

HCID 19660Carbonate IonHCID 1179652-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, hydrochloride (1:1), (2S)-HCID 22239412(2,5-Dioxopyrrolidin-1-yl) carbonate

Product 1

HCID 92253Levobupivacaine

Procedure

In a first vial, levobupivacaine-HCl (25 mg), 4-arm PEG succinimidyl carbonate (60 mg) and 4-arm PEG-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. Levobupivacaine precipitated within the gel upon mixing. The levobupivacaine-loaded TC gel swelled 2-2.5 times its original volume.

Workup

  1. customLevobupivacaine precipitated within the gel
  2. additionupon mixing

Sources & evidence

ORD record
ord-7fc3c97944bc4f11bdea7c8fc99fcf4e
Source dataset
uspto-grants-2015_09
Patent number
US09125814B2

Reaction notes

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