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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

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

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
HIV-1 and HIV-2 reverse transcriptases: a comparative study of sensitivity to inhibition by selected natural products.
1992 May 29
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 05:30:52 GMT 2023
Edited
by admin
on Sat Dec 16 05:30:52 GMT 2023
Record UNII
L36LY97UH4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEHYDROEMETINE, (±)-
Common Name English
NSC-129414
Code 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 Sat Dec 16 05:30:52 GMT 2023 , Edited by admin on Sat Dec 16 05:30:52 GMT 2023
PRIMARY
NSC
129414
Created by admin on Sat Dec 16 05:30:52 GMT 2023 , Edited by admin on Sat Dec 16 05:30:52 GMT 2023
PRIMARY
FDA UNII
L36LY97UH4
Created by admin on Sat Dec 16 05:30:52 GMT 2023 , Edited by admin on Sat Dec 16 05:30:52 GMT 2023
PRIMARY
CAS
121523-30-6
Created by admin on Sat Dec 16 05:30:52 GMT 2023 , Edited by admin on Sat Dec 16 05:30:52 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
21022
Created by admin on Sat Dec 16 05:30:52 GMT 2023 , Edited by admin on Sat Dec 16 05:30:52 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT