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

Details

Stereochemistry ACHIRAL
Molecular Formula C20H7Br2HgO5.2Na.HO
Molecular Weight 750.65
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MERBROMIN

SMILES

[OH-].[Na+].[Na+].[O-]C(=O)C1=C(C=CC=C1)C2=C3C=C(Br)C(=O)C=C3OC4=C([Hg+])C([O-])=C(Br)C=C24

InChI

InChIKey=SQFDQLBYJKFDDO-UHFFFAOYSA-K
InChI=1S/C20H9Br2O5.Hg.2Na.H2O/c21-13-5-11-17(7-15(13)23)27-18-8-16(24)14(22)6-12(18)19(11)9-3-1-2-4-10(9)20(25)26;;;;/h1-7,24H,(H,25,26);;;;1H2/q;3*+1;/p-3

HIDE SMILES / InChI

Molecular Formula C20H7Br2HgO5
Molecular Weight 687.66
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 In the United States, its use has been superseded by other agents (e.g., povidone iodine, benzalkonium chloride, chloroxylenol).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
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:15:04 GMT 2023
Edited
by admin
on Fri Dec 15 16:15:04 GMT 2023
Record UNII
M0T18YH28D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MERBROMIN
HSDB   INN   MART.   MI   VANDF   WHO-DD  
INN  
Official Name English
MERBROMIN [HSDB]
Common Name English
Merbromin [WHO-DD]
Common Name English
MERCUROCHROME [JAN]
Common Name English
NSC-757381
Code English
DISODIUM SALT OF 2,7-DIBROMO-4-HYDROXYMERCURIFLUORESCEINE
Common Name English
MERBROMIN [VANDF]
Common Name English
MERBROMIN SODIUM
WHO-DD  
Common Name English
MERCUROCHROME
JAN  
Common Name English
MERBROMIN [MART.]
Common Name English
MERBROMIN [MI]
Common Name English
Merbromin sodium [WHO-DD]
Common Name English
merbromin [INN]
Common Name English
Classification Tree Code System Code
WHO-ATC D08AK04
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
WHO-VATC QD08AK04
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
Code System Code Type Description
MERCK INDEX
m7204
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY Merck Index
EVMPD
SUB03167MIG
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
CAS
129-16-8
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-933-6
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
INN
4191
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
PUBCHEM
9853537
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
FDA UNII
M0T18YH28D
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
MESH
D008622
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
DRUG BANK
DB13392
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
WIKIPEDIA
MERBROMIN
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID0045545
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
CHEBI
6763
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
DRUG CENTRAL
4788
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
NCI_THESAURUS
C82319
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
SMS_ID
100000081689
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
NSC
757381
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
RXCUI
6762
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY RxNorm
EVMPD
SUB08769MIG
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
HSDB
6800
Created by admin on Fri Dec 15 16:15:04 GMT 2023 , Edited by admin on Fri Dec 15 16:15:04 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY