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Details

Stereochemistry RACEMIC
Molecular Formula C29H38N2O4
Molecular Weight 478.623
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEHYDROEMETINE, (±)-

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

InChI

InChIKey=XXLZPUYGHQWHRN-RPBOFIJWSA-N
InChI=1S/C29H38N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,24-25,30H,6-12,17H2,1-5H3/t24-,25+/m1/s1

HIDE SMILES / InChI

Molecular Formula C29H38N2O4
Molecular Weight 478.623
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Oral dehydroemetine dihydrochloride (+/-) (Mebadin) was found useful both as a tissue and contact amoebicide. It is much less toxic and more active than emetine and can be given in larger doses and for longer periods with safety. Owing to the quick excretion, repeat courses can be given at short intervals, as necessary, without danger. No serious side effects were noted particularly with the oral form and it was far better tolerated by children, who received relatively higher dosage than most adults. The only contra-indication is for patients with manifest decompensation of vital organs, or fevers. Mebadin injection and Mebadin tablets are discontinued products.

Approval Year

PubMed

PubMed

TitleDatePubMed
Targeting HSP90 for cancer therapy.
2009-05-19
Development of a pharmacodynamic screening model with Entamoeba histolytica.
2007
[Hepatic fasciolasis diagnosed in state phase].
2006-10-26
In vitro activity of antiamoebic drugs against clinical isolates of Entamoeba histolytica and Entamoeba dispar.
2004-12-21
Histopathology of cutaneous amebiasis.
2004-08
Sonographic findings of hepatic lesions in human fascioliasis.
2003-09
[Fasciola hepatica. study of a series of 37 patients].
2001-10
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.
1992-09
HIV-1 and HIV-2 reverse transcriptases: a comparative study of sensitivity to inhibition by selected natural products.
1992-05-29
Psychotrine and its O-methyl ether are selective inhibitors of human immunodeficiency virus-1 reverse transcriptase.
1991-12-15
Ventricular tachycardia in a patient on dehydroemetine and chloroquine for amoebic liver abscess.
1979-05-05
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:30:00 GMT 2025
Edited
by admin
on Mon Mar 31 21:30:00 GMT 2025
Record UNII
L36LY97UH4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-129414
Preferred Name English
DEHYDROEMETINE, (±)-
Common Name English
4H-BENZO(A)QUINOLIZINE, 3-ETHYL-1,6,7,11B-TETRAHYDRO-9,10-DIMETHOXY-2-(((1R)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-1-ISOQUINOLINYL)METHYL)-, (11BS)-REL-
Common Name English
(±)-2,3-DEHYDROEMETINE
Common Name English
Code System Code Type Description
CAS
1986-67-0
Created by admin on Mon Mar 31 21:30:00 GMT 2025 , Edited by admin on Mon Mar 31 21:30:00 GMT 2025
PRIMARY
NSC
129414
Created by admin on Mon Mar 31 21:30:00 GMT 2025 , Edited by admin on Mon Mar 31 21:30:00 GMT 2025
PRIMARY
FDA UNII
L36LY97UH4
Created by admin on Mon Mar 31 21:30:00 GMT 2025 , Edited by admin on Mon Mar 31 21:30:00 GMT 2025
PRIMARY
CAS
121523-30-6
Created by admin on Mon Mar 31 21:30:00 GMT 2025 , Edited by admin on Mon Mar 31 21:30:00 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
Related Record Type Details
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT