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9-Aminocamptothecin

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9-Aminocamptothecin Basic information

Product Name:
9-Aminocamptothecin
Synonyms:
  • 4':6,7)indolizino(1,2-B)quinoline-3,14(4H,12H)-dione
  • 4':6,7)indolizino(1,2-B)quinoline-3,14(4H,12H)-dione, 10-amino-4-ethyl-4-hydroxy-, (S)-
  • CAMPTOTHECIN, 9-AMINO-(RG)
  • (S)-10-AMino-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
  • (S)-10-Amino-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]-indolizino[1,2-b]quinoline-3,14(4H,12H)-di
  • CAMPTOTHECIN, 9-AMINO-
  • AMinocaMptothecin
  • 9-AMINO-CAMPTOTHECIN
CAS:
91421-43-1
MF:
C20H17N3O4
MW:
363.37
Product Categories:
  • Pharmaceutical Raw Materials
  • Alkaloids
  • Natural Anti-cancer Medical Materials and It's Derivatives
Mol File:
91421-43-1.mol
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9-Aminocamptothecin Chemical Properties

Melting point:
142.0-145.0 °C
Boiling point:
819.6±65.0 °C(Predicted)
Density 
1.55±0.1 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
solubility 
≤1mg/ml in DMSO;1mg/ml in dimethyl formamide
form 
powder to crystal
pka
11.23±0.20(Predicted)
color 
Light yellow to Yellow to Orange
Merck 
14,431
InChIKey
FUXVKZWTXQUGMW-FQEVSTJZSA-N
CAS DataBase Reference
91421-43-1(CAS DataBase Reference)
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Safety Information

RTECS 
UQ0490500
HS Code 
29349990
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9-Aminocamptothecin Usage And Synthesis

Uses

9-Amino Camptothecin is a derivative of Camptothecin (C175150), as antitumor agent.

Definition

ChEBI: 9-Aminocamptothecin is a pyranoindolizinoquinoline.

Biological Activity

9-amino camptothecin is a topoisomerase i inhibitor [1][2].dna topoisomerases relax dna torsional strain generated during replication, transcription, recombination, repair, and chromosome condensation. the relaxation of dna supercoiling by topoisomerase i is enabled by a mechanism of controlled rotation around a transient dna single-strand break. camptothecin (cpt) is isolated from the bark of the chinese tree camptotheca accuminata [3].9-amino camptothecin, a water-soluble camptothecin analogue, is a topoisomerase i inhibitor. in human ht-29 colon adenocarcinoma, 9-amino camptothecin (9-ac) exhibited cytotoxicity with ic50 value of 19 nm. 9-ac also induced dna damage in whole cells and nuclei at a concenstration of 85 nm and 21 nm, respectively [1].9-amino camptothecin had greater activity than camptothecin against human tumour xenografts, including lewis lung carcinoma and b16 melanoma. 9-ac had entered phase ii trials. in patients with advanced solid tumours, 9-amino camptothecin exhibited anti-tumor activity [1][2].

References

[1]. rothenberg, m.l. topoisomerase i inhibitors: review and update. annals of oncology 8(9), 837-855 (1997).
[2]. dancey j, eisenhauer ea. current perspectives on camptothecins in cancer treatment. br j cancer. 1996 aug;74(3):327-38.
[3]. drwal mn1, agama k, wakelin lp, et al. exploring dna topoisomerase i ligand space in search of novel anticancer agents. plos one. 2011;6(9):e25150.

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