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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.[H][C@@]12CC(C[C@H]3NCCC4=CC(OC)=C(OC)C=C34)=C(CC)CN1CCC5=CC(OC)=C(OC)C=C25

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

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

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

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
Ventricular tachycardia in a patient on dehydroemetine and chloroquine for amoebic liver abscess.
1979 May 5
Psychotrine and its O-methyl ether are selective inhibitors of human immunodeficiency virus-1 reverse transcriptase.
1991 Dec 15
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.
1992 Sep
[Fasciola hepatica. study of a series of 37 patients].
2001 Oct
Sonographic findings of hepatic lesions in human fascioliasis.
2003 Sep
Histopathology of cutaneous amebiasis.
2004 Aug
In vitro activity of antiamoebic drugs against clinical isolates of Entamoeba histolytica and Entamoeba dispar.
2004 Dec 21
[Hepatic fasciolasis diagnosed in state phase].
2006 Jan-Mar
Development of a pharmacodynamic screening model with Entamoeba histolytica.
2007
Targeting HSP90 for cancer therapy.
2009 May 19
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:23:13 UTC 2023
Edited
by admin
on Sat Dec 16 06:23:13 UTC 2023
Record UNII
6Y45FL9GWY
Record Status Validated (UNII)
Record Version
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Name Type Language
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
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 Sat Dec 16 06:23:14 UTC 2023 , Edited by admin on Sat Dec 16 06:23:14 UTC 2023
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 Sat Dec 16 06:23:14 UTC 2023 , Edited by admin on Sat Dec 16 06:23:14 UTC 2023
PRIMARY
CAS
2228-39-9
Created by admin on Sat Dec 16 06:23:14 UTC 2023 , Edited by admin on Sat Dec 16 06:23:14 UTC 2023
PRIMARY
FDA UNII
6Y45FL9GWY
Created by admin on Sat Dec 16 06:23:14 UTC 2023 , Edited by admin on Sat Dec 16 06:23:14 UTC 2023
PRIMARY
RXCUI
236465
Created by admin on Sat Dec 16 06:23:14 UTC 2023 , Edited by admin on Sat Dec 16 06:23:14 UTC 2023
PRIMARY RxNorm
EPA CompTox
DTXSID50944940
Created by admin on Sat Dec 16 06:23:14 UTC 2023 , Edited by admin on Sat Dec 16 06:23:14 UTC 2023
PRIMARY
PUBCHEM
21124735
Created by admin on Sat Dec 16 06:23:14 UTC 2023 , Edited by admin on Sat Dec 16 06:23:14 UTC 2023
PRIMARY
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ACTIVE MOIETY