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9-Hydroxycamptothecin

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9-Hydroxycamptothecin Basic information

Product Name:
9-Hydroxycamptothecin
Synonyms:
  • 10-HYDROXY CAMPTOTHECINE
  • 4-Ethyl-4,10-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
  • 10-Hydroxycampothecin
  • 3,4-dihydro-9-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
  • 10-Hydroxycamptothecin
  • (4S)-4-Ethyl-4,10-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
  • (4S)-4α-Ethyl-4,10-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
  • (4S)-4α-Ethyl-4,10-dihydroxy-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione
CAS:
67656-30-8
MF:
C20H16N2O5
MW:
364.35
EINECS:
683-243-0
Product Categories:
  • Herb extract
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
67656-30-8.mol
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9-Hydroxycamptothecin Chemical Properties

Melting point:
224 °C
Boiling point:
820.7±65.0 °C(Predicted)
Density 
1.60±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
form 
Solid
pka
8.57±0.40(Predicted)
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9-Hydroxycamptothecin Usage And Synthesis

Uses

9-Hydroxycamptothecin is a camptothecin derivative with anticancer activity, mainly used in drug development and experimental research.

Synthesis

86639-48-7

67656-30-8

Example 3: Preparation of 10-hydroxycamptothecin The camptothecin nitride (500 mg, 1.37 mmol) prepared in Example 1 (A) was dissolved in a mixed dioxane-acetonitrile-water solvent (5:4:1, 500 mL, by volume). Concentrated sulfuric acid (1 mL) was added to this solution and the reaction was subsequently carried out under light conditions for 90 min. After completion of the reaction, the mixture was concentrated under reduced pressure and diluted with deionized water (1 L). The precipitate was collected by filtration and dried to give the crude product. The crude product was washed with methanol and purified by silica gel column chromatography, resulting in 441 mg of 10-hydroxycamptothecin in 88.2% yield. The obtained product was compared with the standard isolated from the hi-tree (Camptotheca acuminata Nyssaceae) by various spectral analysis methods to confirm its structure.

References

[1] Patent: US4473692, 1984, A

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