U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C29H38N2O4.2ClH
Molecular Weight 551.545
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEHYDROEMETINE DIHYDROCHLORIDE

SMILES

Cl.Cl.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=WNJZDNXVVDNPSI-FJEGXLQFSA-N
InChI=1S/C29H38N2O4.2ClH/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;2*1H/t24-,25+;;/m1../s1

HIDE SMILES / InChI
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
Name Type Language
DEHYDROEMETINE HYDROCHLORIDE
WHO-DD  
Preferred Name English
DEHYDROEMETINE DIHYDROCHLORIDE
WHO-IP  
Common Name English
DEHYDROEMETINE DIHYDROCHLORIDE [WHO-IP]
Common Name English
EMETINE, 2,3-DIDEHYDRO-, DIHYDROCHLORIDE
Common Name English
Dehydroemetine hydrochloride [WHO-DD]
Common Name English
EMETAN, 2,3-DIDEHYDRO-6',7',10,11-TETRAMETHOXY-, DIHYDROCHLORIDE
Common Name English
2,3-DIDEHYDROEMETINE DIHYDROCHLORIDE
Common Name English
EMETINE, DEHYDRO-, DIHYDROCHLORIDE
Common Name English
DEHYDROEMETINI DIHYDROCHLORIDUM [WHO-IP LATIN]
Common Name English
Code System Code Type Description
WHO INTERNATIONAL PHARMACOPEIA
DEHYDROEMETINE DIHYDROCHLORIDE
Created by admin on Mon Mar 31 21:36:20 GMT 2025 , Edited by admin on Mon Mar 31 21:36:20 GMT 2025
PRIMARY Description: A white to yellowish, crystalline powder; odourless.Solubility: Sparingly soluble in water; soluble in methanol R.Category: Antiamoebic drug.Storage: Dehydroemetine dihydrochloride should be kept in a tightly closed container.
ECHA (EC/EINECS)
218-766-1
Created by admin on Mon Mar 31 21:36:20 GMT 2025 , Edited by admin on Mon Mar 31 21:36:20 GMT 2025
PRIMARY
CAS
2228-39-9
Created by admin on Mon Mar 31 21:36:20 GMT 2025 , Edited by admin on Mon Mar 31 21:36:20 GMT 2025
PRIMARY
FDA UNII
6Y45FL9GWY
Created by admin on Mon Mar 31 21:36:20 GMT 2025 , Edited by admin on Mon Mar 31 21:36:20 GMT 2025
PRIMARY
RXCUI
236465
Created by admin on Mon Mar 31 21:36:20 GMT 2025 , Edited by admin on Mon Mar 31 21:36:20 GMT 2025
PRIMARY RxNorm
EPA CompTox
DTXSID50944940
Created by admin on Mon Mar 31 21:36:20 GMT 2025 , Edited by admin on Mon Mar 31 21:36:20 GMT 2025
PRIMARY
PUBCHEM
21124735
Created by admin on Mon Mar 31 21:36:20 GMT 2025 , Edited by admin on Mon Mar 31 21:36:20 GMT 2025
PRIMARY