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Details

Stereochemistry RACEMIC
Molecular Formula C29H38N2O4.ClH
Molecular Weight 515.084
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

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

SMILES

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=DHRVPMDKONQKAP-KGQXAQPSSA-N
InChI=1S/C29H38N2O4.ClH/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;1H/t24-,25+;/m1./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C29H38N2O4
Molecular Weight 478.623
Charge 0
Count
Stereochemistry RACEMIC
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 Wed Apr 02 08:44:38 GMT 2025
Edited
by admin
on Wed Apr 02 08:44:38 GMT 2025
Record UNII
4194D823Y6
Record Status Validated (UNII)
Record Version
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Name Type Language
(±)-2,3-DIDEHYDROEMETINE HYDROCHLORIDE
Preferred Name English
DEHYDROEMETINE HYDROCHLORIDE, (±)-
Common Name English
4H-BENZO(A)QUINOLIZINE, 3-ETHYL-1,6,7,11B-TETRAHYDRO-9,10-DIMETHOXY-2-((1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-1-ISOQUINOLINYL)METHYL)-, MONOHYDROCHLORIDE, (R*,S*)-
Systematic Name English
(±)-DEHYDROEMETINE HYDROCHLORIDE
Common Name English
EMETAN, 2,3-DIDEHYDRO-6',7',10,11-TETRAMETHOXY-, MONOHYDROCHLORIDE, (±)-
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)-, HYDROCHLORIDE (1:1), (11BS)-REL-
Systematic Name English
Code System Code Type Description
FDA UNII
4194D823Y6
Created by admin on Wed Apr 02 08:44:38 GMT 2025 , Edited by admin on Wed Apr 02 08:44:38 GMT 2025
PRIMARY
PUBCHEM
3084192
Created by admin on Wed Apr 02 08:44:38 GMT 2025 , Edited by admin on Wed Apr 02 08:44:38 GMT 2025
PRIMARY
EPA CompTox
DTXSID00954796
Created by admin on Wed Apr 02 08:44:38 GMT 2025 , Edited by admin on Wed Apr 02 08:44:38 GMT 2025
PRIMARY
ECHA (EC/EINECS)
222-013-2
Created by admin on Wed Apr 02 08:44:38 GMT 2025 , Edited by admin on Wed Apr 02 08:44:38 GMT 2025
PRIMARY
CAS
3317-75-7
Created by admin on Wed Apr 02 08:44:38 GMT 2025 , Edited by admin on Wed Apr 02 08:44:38 GMT 2025
PRIMARY
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