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Dehydroemetine
Sign in to saveDehydroemetine is a synthetically produced antiprotozoal agent similar to emetine in its anti-amoebic properties and structure (they differ only in a double bond next to the ethyl substituent), but it produces fewer side effects. In the United States, it is manufactured by Roche.
Chemical data
- Formula
- C29H38N2O4
- Molecular weight
- 478.6 g/mol
- IUPAC name
- (11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo[a]quinolizine
- SMILES
- CCC1=C(C[C@H]2C3=CC(=C(C=C3CCN2C1)OC)OC)C[C@@H]4C5=CC(=C(C=C5CCN4)OC)OC
- InChIKey
- XXLZPUYGHQWHRN-RPBOFIJWSA-N
- XLogP
- 3.7
- Polar surface area
- 52.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- amebiasis
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 478.283
Show 5 more facts
- chemical formula
- C₂₉H₃₈N₂O₄
- canonical SMILES
- CCC1=C(CC2C3=CC(=C(C=C3CCN2C1)OC)OC)CC4C5=CC(=C(C=C5CCN4)OC)OC
- isomeric SMILES
- CCC1=C(C[C@H]2NCCC3=CC(OC)=C(OC)C=C23)C[C@@H]4N(CCC5=C4C=C(OC)C(OC)=C5)C1
- NCI Thesaurus ID
- C418
- defined daily dose
- 60
Sources (3)
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Mechanism
- Uses
- Amoebic infections
- In other diseases
- References
Dehydroemetine is a synthetically produced antiprotozoal agent similar to emetine in its anti-amoebic properties and structure (they differ only in a double bond next to the ethyl substituent), but it produces fewer side effects. In the United States, it is manufactured by Roche.
==Mechanism== Its exact mechanism is not known, but in vitro it inhibits translocation.
Excerpted from Wikipedia’s “Dehydroemetine” article, available under the CC BY-SA 4.0 licence.
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