Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Hycanthone

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Hycanthone
Clinical data
ATC code
  • none
Identifiers
  • 1-(2-Diethylaminoethylamino)-4-(hydroxymethyl)-9-thioxanthenone
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.019.512Edit this at Wikidata
Chemical and physical data
FormulaC20H24N2O2S
Molar mass356.48 g·mol−1
3D model (JSmol)
  • CCN(CC)CCNC1=C2C(=C(C=C1)CO)SC3=CC=CC=C3C2=O
  • InChI=1S/C20H24N2O2S/c1-3-22(4-2)12-11-21-16-10-9-14(13-23)20-18(16)19(24)15-7-5-6-8-17(15)25-20/h5-10,21,23H,3-4,11-13H2,1-2H3 ☒N
  • Key:MFZWMTSUNYWVBU-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Hycanthone is theschistosomicide approved by the FDA in 1975. It is a metabolite oflucanthone. Hycanthone interferes withparasite nerve function, resulting inparalysis and death. This agent also intercalates into DNA and inhibits RNA synthesisin vitro and shows potentialantineoplastic activity.[1]

Anti-schistosomal activity

[edit]

Hycanthone is shown to be an effective inhibitor ofacetylcholinesterase (AChE) fromSchistosoma mansoni, but is less potential against AChE from mammalian origin. This might come from differences in the configuration of active center between schistosome and mammalian AChE enzymes.[2]

Hycanthone is shown tointercalate into DNA and inhibit RNA synthesisin vitro. A growing body of evidence has shown that hycathone has anantineoplastic activity.[citation needed]

Toxicity

[edit]

Hycanthone is a dose-dependenthepatotoxin,[3] causing hepatocellular injury.[4]

Clinical trials

[edit]
  • Phase II Study of Chemotherapy with Hycanthone for Advanced Colorectal Carcinoma.[5]
  • Phase II Chemotherapy with Hycanthone Mesylate and Flagyl for Advanced Malignant Lymphomas (Completed)[6]

Physical properties

[edit]
Physical stateSolid
SolubilitySoluble in ethanol, methanol, DMSO, and water
Absorption maximum233, 258, 329, 438 nm
Melting point173-176 °C
logP3.74

References

[edit]
  1. ^"hycanthone".NCI Cancer Dictionary.
  2. ^Hillman GR, Senft AW (September 1975). "Anticholinergic properties of the antischistosomal drug hycanthone".The American Journal of Tropical Medicine and Hygiene.24 (5):827–34.doi:10.4269/ajtmh.1975.24.827.PMID 1190369.
  3. ^Teoh NC, Chitturi S, Farrell GC (2010). "Chapter 86: Liver Disease Caused by Drugs". In Feldman M, Friedman LS, Brandt LJ (eds.).Sleisenger and Fordtran's Gastrointestinal and Liver Disease. Vol. 2 (Ninth ed.). Saunders Elsevier. pp. 1413–1446.doi:10.1016/B978-1-4160-6189-2.00086-X.ISBN 978-1-4160-6189-2.
  4. ^Stine JG, Lewis JH (2013). "Hepatotoxicity of Antibiotics: A Review and Update for the Clinician".Clinics in Liver Disease.17 (4):609–642.doi:10.1016/j.cld.2013.07.008.PMID 24099021.
  5. ^Schutt AJ, Dalton RJ, Kovach JS, Moertel CG, O'Connell MJ (June 1983). "Phase II study of hycanthone in patients with advanced colorectal carcinoma".Cancer Treatment Reports.67 (6):593–4.PMID 6861166.
  6. ^"Phase II Chemotherapy with Hycanthone Mesylate and Flagyl for Advanced Malignant Lymphomas".U.S. National Cancer Institute. Archived fromthe original on 13 February 2015.
Antiplatyhelmintic agents
Antitrematodals
(schistosomicides)
Bindstubulin
AChE inhibitor
Other/unknown
Anticestodals
(taeniacides)
Bindstubulin
Other/unknown
Antinematodal agents
(including
macrofilaricides)
Bindstubulin
Glutamate-gated chloride channel,GABA receptor
NMDA
Other/unknown
Retrieved from "https://en.wikipedia.org/w/index.php?title=Hycanthone&oldid=1241353832"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp