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

Details

Stereochemistry ACHIRAL
Molecular Formula C21H20N3.Br
Molecular Weight 394.308
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMIDIUM BROMIDE

SMILES

[Br-].CC[N+]1=C(C2=CC=CC=C2)C3=C(C=CC(N)=C3)C4=C1C=C(N)C=C4

InChI

InChIKey=ZMMJGEGLRURXTF-UHFFFAOYSA-N
InChI=1S/C21H19N3.BrH/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14;/h3-13,23H,2,22H2,1H3;1H

HIDE SMILES / InChI

Molecular Formula C21H19N3
Molecular Weight 313.3957
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Ethidium is a DNA intercalating agent first discovered as and used as a veterenary trypanocide. A bromide salt is commonly used as a fluorescent tag in molecular biology. The fluorescene of ethidium bromide increased 21 fold upon binding to double-stranded RNA, 25 fold upon binding double stranded DNA. Because of the binding to DNA, ethidium bromide is a powerful inhibitor of DNA polymerase.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
HOMIDIUM

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
To investigate trypanocide activity, the drug in 1% or 2% aqueous solutions at a dose of 1 mg/kg was injected subcutaneously on the side of the thorax above the elbow, using cattle of the Shorthorn zebu type.
Route of Administration: Other
In Vitro Use Guide
The dye is usually incorporated into the gel and the electrophoresis buffer at 0.5 µg/ml. Note: Electrophoresis mobility of linear double-stranded DNA is reduced by approximately 15% in the presence of the dye. To stain after gel has been run, immerse gel in electrophoresis buffer or water containing EtBr (0.5 µg/ml) for 30-45 minutes at room temperature. Destaining is optional. Detection of very small amounts (<10 ng) of DNA is made easier if the background fluorescence caused by unbound EtBr is reduced by soaking the stained gel in water or 1 mM MgSO4 for 20 minutes at room temperature.
Substance Class Chemical
Record UNII
059NUO2Z1L
Record Status Validated (UNII)
Record Version