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Details

Stereochemistry RACEMIC
Molecular Formula C20H9Br2HgO5
Molecular Weight 689.68
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of MERBROMIN CATION

SMILES

OC1=C(Br)C=C2C(OC3=C([Hg+])C(O)=C(Br)C=C3C24OC(=O)C5=C4C=CC=C5)=C1

InChI

InChIKey=MWYPSCPMURJPPE-UHFFFAOYSA-N
InChI=1S/C20H9Br2O5.Hg/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20;/h1-7,23-24H;/q;+1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://medlineplus.gov/ency/article/002897.htm https://en.wikipedia.org/wiki/Merbromin http://www.ncbi.nlm.nih.gov/pubmed/11766105

Merbromin (marketed as Mercurochrome, Merbromine) is a topical antiseptic used for minor cuts and scrapes. It is readily available in most countries but, because of its mercury content, it is no longer sold in Switzerland, France, Germany, and the United States. Merbromin's best-known use is as a topical antiseptic to treat minor wounds, burns, and scratches. It is also used in the antisepsis of the umbilical cord and the antisepsis of wound of difficult scar formation, like neuropathic ulcers, and diabetic foot sores. The U.S. Food and Drug Administration in 1998 classified merbromin as "not Generally Recognized as Safe" together with a multitude of other active compounds, based on the absence of interest on the part of pharmaceutical companies in funding new studies or updated supporting information, due to the high costs of said studies in comparison to sales, rather than due to being toxic. In the United States, its use has been superseded by other agents (e.g., povidone iodine, benzalkonium chloride, chloroxylenol). It is still an important antiseptic, particularly in developing nations, due to its “unbelievably low cost.”

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
2 % single, topical
Dose: 2 %
Route: topical
Route: single
Dose: 2 %
Sources:
unhealthy, 4-38
n = 8
Health Status: unhealthy
Condition: skin wounds
Age Group: 4-38
Sex: M+F
Population Size: 8
Sources:
Other AEs: Allergy...
Other AEs:
Allergy (8%)
Sources:
2 % multiple, topical
Dose: 2 %
Route: topical
Route: multiple
Dose: 2 %
Sources:
unhealthy, 59
n = 1
Health Status: unhealthy
Condition: surgical wounds
Age Group: 59
Sex: F
Population Size: 1
Sources:
Other AEs: Aplastic anemia...
Other AEs:
Aplastic anemia (1%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Allergy 8%
2 % single, topical
Dose: 2 %
Route: topical
Route: single
Dose: 2 %
Sources:
unhealthy, 4-38
n = 8
Health Status: unhealthy
Condition: skin wounds
Age Group: 4-38
Sex: M+F
Population Size: 8
Sources:
Aplastic anemia 1%
2 % multiple, topical
Dose: 2 %
Route: topical
Route: multiple
Dose: 2 %
Sources:
unhealthy, 59
n = 1
Health Status: unhealthy
Condition: surgical wounds
Age Group: 59
Sex: F
Population Size: 1
Sources:

Sample Use Guides

In Vivo Use Guide
Mercurochrome is 2% aqueous merbromin solution
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
MERBROMIN CATION
Common Name English
MERCURY, (2',7'-DIBROMO-3',6'-DIHYDROXY-3-OXOSPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-4'-YL)-
Systematic Name English
Code System Code Type Description
FDA UNII
58L0ARN50R
Created by admin on Sat Dec 16 01:43:36 UTC 2023 , Edited by admin on Sat Dec 16 01:43:36 UTC 2023
PRIMARY
PUBCHEM
13504271
Created by admin on Sat Dec 16 01:43:36 UTC 2023 , Edited by admin on Sat Dec 16 01:43:36 UTC 2023
PRIMARY
CAS
791740-26-6
Created by admin on Sat Dec 16 01:43:36 UTC 2023 , Edited by admin on Sat Dec 16 01:43:36 UTC 2023
PRIMARY
EPA CompTox
DTXSID701334281
Created by admin on Sat Dec 16 01:43:36 UTC 2023 , Edited by admin on Sat Dec 16 01:43:36 UTC 2023
PRIMARY