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Details

Stereochemistry RACEMIC
Molecular Formula C29H38N2O4.2ClH
Molecular Weight 551.545
Optical Activity ( + / - )
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 RACEMIC
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
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.
1992 Sep
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:11:42 GMT 2023
Edited
by admin
on Sat Dec 16 07:11:42 GMT 2023
Record UNII
B4O7C9XKP1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEHYDROEMETINE DIHYDROCHLORIDE, (±)-
Common Name English
DEHYDROEMETINE (±)-FORM DIHYDROCHLORIDE [MI]
Common Name English
MEBADIN
Brand Name English
(±)-2,3-DEHYDROEMETINE DIHYDROCHLORIDE
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 (1:2), (11BS)-REL-
Common Name English
Code System Code Type Description
CAS
14358-43-1
Created by admin on Sat Dec 16 07:11:42 GMT 2023 , Edited by admin on Sat Dec 16 07:11:42 GMT 2023
PRIMARY
MERCK INDEX
m4144
Created by admin on Sat Dec 16 07:11:42 GMT 2023 , Edited by admin on Sat Dec 16 07:11:42 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID60162471
Created by admin on Sat Dec 16 07:11:42 GMT 2023 , Edited by admin on Sat Dec 16 07:11:42 GMT 2023
PRIMARY
FDA UNII
B4O7C9XKP1
Created by admin on Sat Dec 16 07:11:42 GMT 2023 , Edited by admin on Sat Dec 16 07:11:42 GMT 2023
PRIMARY
PUBCHEM
21124735
Created by admin on Sat Dec 16 07:11:42 GMT 2023 , Edited by admin on Sat Dec 16 07:11:42 GMT 2023
PRIMARY
CHEBI
149634
Created by admin on Sat Dec 16 07:11:42 GMT 2023 , Edited by admin on Sat Dec 16 07:11:42 GMT 2023
PRIMARY