Topotecan Hydrochloride → Topotecan

HRID 1614849

Reaction equation

HRID 1614849 reaction equation
[CH3:1][CH2:2][C@@:3]1([OH:31])[C:8](=[O:9])[O:7][CH2:6][C:5]2[C:10]([N:12]3[C:29](=[CH:30][C:4]1=2)[C:28]1[N:27]=[C:17]2[CH:18]=[CH:19][C:20]([OH:26])=[C:21]([CH2:22][N:23]([CH3:25])[CH3:24])[C:16]2=[CH:15][C:14]=1[CH2:13]3)=[O:11].Cl.[Na].N[C@H](C(O)=O)CS(=O)(O)=O>CO>[CH3:1][CH2:2][C@@:3]1([OH:31])[C:8](=[O:9])[O:7][CH2:6][C:5]2[C:10]([N:12]3[C:29](=[CH:30][C:4]1=2)[C:28]1[N:27]=[C:17]2[CH:18]=[CH:19][C:20]([OH:26])=[C:21]([CH2:22][N:23]([CH3:24])[CH3:25])[C:16]2=[CH:15][C:14]=1[CH2:13]3)=[O:11]

Participants

5

Reactant 3

HCID 60699Topotecan HydrochlorideHCID 72886L-Cysteic acidHCID 5360545Sodium

Product 1

HCID 60700Topotecan

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanol stock-solutions of topotecan hydrochloride (120 ml, 1.09 mg/ml) and sodium salt of methyl ester of N-all-trans-retinoyl cysteic acid (32 ml, 15 mg/ml) were mixed in a 500 ml round-bottom flask and evaporated in vacuo. 120 ml sodium chloride solution (9 mg/ml) was added to the residue obtained after evaporation, and the mixture was stirred until it became clear and transparent (approx. 20 min). The concentration of topotecan in the obtained solution was 1 mg/ml, corresponding to a topotecan hydrochloride concentration of 1.09 mg/ml. The solution obtained was filtered through 0.2 mm filter. The filtration did not result in reduction of topotecan concentration.

Workup

  1. customevaporated in vacuo
  2. addition120 ml sodium chloride solution (9 mg/ml) was added to the residue
  3. customobtained
  4. customafter evaporation
  5. customtransparent (approx. 20 min)
  6. customThe solution obtained
  7. filtrationwas filtered through 0.2 mm
  8. filtrationfilter
  9. filtrationThe filtration

Sources & evidence

ORD record
ord-b59c5040c4d74c4eba154504c0cb4c58
Source dataset
uspto-grants-2014_07
Patent number
US08765173B2

Linked notes

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