Tazobactam → Tazobactam

HRID 868757Notes

Reaction equation

HRID 868757 reaction equation
[CH3:1][C@@:2]1([CH2:15][N:16]2[N:20]=[N:19][CH:18]=[CH:17]2)[S:6](=[O:8])(=[O:7])[C@@H:5]2[CH2:9][C:10](=[O:11])[N:4]2[C@H:3]1[C:12]([OH:14])=[O:13].[CH3:21][C:22]([O:27]/[N:28]=[C:29](\[C:36]([NH:38][C@@H:39]1[C:42](=[O:43])[N:41]2[C:44]([C:63]([OH:65])=[O:64])=[C:45]([CH2:48][N+:49]3[N:53]([CH3:54])[C:52]([NH2:55])=[C:51]([NH:56][C:57]([NH:59][CH2:60][CH2:61][NH2:62])=[O:58])[CH:50]=3)[CH2:46][S:47][C@H:40]12)=[O:37])/[C:30]1[N:31]=[C:32]([NH2:35])[S:33][N:34]=1)([C:24]([O-:26])=[O:25])[CH3:23].OS(O)(=O)=O>>[CH3:23][C:22]([O:27]/[N:28]=[C:29](\[C:36]([NH:38][C@@H:39]1[C:42](=[O:43])[N:41]2[C:44]([C:63]([OH:65])=[O:64])=[C:45]([CH2:48][N+:49]3[N:53]([CH3:54])[C:52]([NH2:55])=[C:51]([NH:56][C:57]([NH:59][CH2:60][CH2:61][NH2:62])=[O:58])[CH:50]=3)[CH2:46][S:47][C@H:40]12)=[O:37])/[C:30]1[N:31]=[C:32]([NH2:35])[S:33][N:34]=1)([C:24]([O-:26])=[O:25])[CH3:21].[CH3:1][C@@:2]1([CH2:15][N:16]2[N:20]=[N:19][CH:18]=[CH:17]2)[S:6](=[O:7])(=[O:8])[C@@H:5]2[CH2:9][C:10](=[O:11])[N:4]2[C@H:3]1[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 123630TazobactamHCID 49863419HCID 49863419, compound

Product 2

HCID 123630TazobactamHCID 71457955689293-68-3

Procedure

In one aspect, provided herein is a pharmaceutical composition comprising a blend of separately lyophilized tazobactam and ceftolozane sulfate in an amount providing 1,000 mg of ceftolozane active per 500 mg of tazobactam active, further comprising less than 0.15%, 0.10%, 0.05% or 0.03% by weight; from 0.03-0.05%, 0.03-0.1% or 0.03-0.15% by HPLC; or even undectable amounts (e.g., less than about 0.03% by HPLC) of a compound of formula (III) detectable at a retention time relative to ceftolozane of 1.22 by high performance liquid chromatography (HPLC) using a Develosil column ODS-UG-5; 5 micrometers; 250×4.6 mm, a mobile phase of sodium perchlorate buffer solution (pH 2.5)/CH3CN 90:10 (v/v) at a 1.0 mL/min flow rate and oven temperature of 45° C. (hereinafter referred to as the “method of Example 2”).

Workup

  1. customIn one aspect, provided herein

Sources & evidence

ORD record
ord-57969a7497c84a31a733bf3cf26ce5e8
Source dataset
uspto-grants-2015_03
Patent number
US08968753B2

Reaction notes

Loading…