Details
Stereochemistry | ACHIRAL |
Molecular Formula | 2C13H7Br3NO2.Zn |
Molecular Weight | 963.233 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Zn++].[O-]C1=C(C=C(Br)C=C1Br)C(=O)NC2=CC=C(Br)C=C2.[O-]C3=C(C=C(Br)C=C3Br)C(=O)NC4=CC=C(Br)C=C4
InChI
InChIKey=FYDPELQJHOCRKA-UHFFFAOYSA-L
InChI=1S/2C13H8Br3NO2.Zn/c2*14-7-1-3-9(4-2-7)17-13(19)10-5-8(15)6-11(16)12(10)18;/h2*1-6,18H,(H,17,19);/q;;+2/p-2
Molecular Formula | Zn |
Molecular Weight | 65.409 |
Charge | 2 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C13H7Br3NO2 |
Molecular Weight | 448.912 |
Charge | -1 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: Description was created using several sources including:
PMID:20067776 https://www.ncbi.nlm.nih.gov/pubmed/20067776; http://www.fda.gov/downloads/aboutfda/centersoffices/officeofmedicalproductsandtobacco/cder/ucm135607.pdf; https://www.ncbi.nlm.nih.gov/pubmed/12755728; https://www.federalregister.gov/documents/2016/09/06/2016-21337/safety-and-effectiveness-of-consumer-antiseptics-topical-antimicrobial-drug-products-for
Curator's Comment: Description was created using several sources including:
PMID:20067776 https://www.ncbi.nlm.nih.gov/pubmed/20067776; http://www.fda.gov/downloads/aboutfda/centersoffices/officeofmedicalproductsandtobacco/cder/ucm135607.pdf; https://www.ncbi.nlm.nih.gov/pubmed/12755728; https://www.federalregister.gov/documents/2016/09/06/2016-21337/safety-and-effectiveness-of-consumer-antiseptics-topical-antimicrobial-drug-products-for
Tribromsalan (trade name Temasept IV) is a member of brominated salicylanilides chemical family. Was initially registered in 1964 manufactured by Hexcel Corporation, Sherwin Williams Chemicals. It is a pesticide type with antimicrobial and preservative features found its application in hard surfaces, laundry, textiles, and manufactured products. Types of tribromsalan formulations include solid, solutions, and sprays and its usual carrier is soap. Limited exposure is possible based on the registered uses of these products as disinfectants, laundry additives, textile preservatives, and manufactured products and do not include direct application to a food or feed crop. In 1974 FDA directed the removal of tribromsalan drug products from the market because it was found to make skin extrasensitive to light. For the same reason it was forbidden in Europe since the 1970s. Since 1982 the OTC topical antimicrobial drug products rulemaking was reopened and included tribromsalan in a list of antimicrobial OTC Drug Products. At present tribromsalan is considered an antiseptic active ingredient eligible for the OTC use as a consumer antiseptic hand and body wash drug product. It was reported that tribromsalan, inhibits NF-kappaB signaling via inhibition of IkappaBalpha phosphorylation with IC50 of 7.9 uM. This finding provides new information on activities and mechanisms of action that may suggest mechanisms of potential novel applications in cancer treatment of such drugs as tribromsalan.
Approval Year
Doses
Dose | Population | Adverse events |
---|---|---|
1 % 1 times / day single, topical Studied dose Dose: 1 %, 1 times / day Route: topical Route: single Dose: 1 %, 1 times / day Sources: |
unhealthy, 47 years n = 1 Health Status: unhealthy Condition: Photoallergic contact dermatitis Age Group: 47 years Sex: M Population Size: 1 Sources: |
Other AEs: Photosensitivity... |
1 % 1 times / day single, topical Studied dose Dose: 1 %, 1 times / day Route: topical Route: single Dose: 1 %, 1 times / day Sources: |
unhealthy, 60 years n = 1 Health Status: unhealthy Condition: atopic dermatitis Age Group: 60 years Sex: M Population Size: 1 Sources: |
Other AEs: Photosensitivity... |
0.5 % 1 times / day single, topical Dose: 0.5 %, 1 times / day Route: topical Route: single Dose: 0.5 %, 1 times / day Sources: |
healthy, adult n = 10 Health Status: healthy Age Group: adult Sex: M Population Size: 10 Sources: |
Other AEs: Photosensitivity... |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Photosensitivity | 1 % 1 times / day single, topical Studied dose Dose: 1 %, 1 times / day Route: topical Route: single Dose: 1 %, 1 times / day Sources: |
unhealthy, 47 years n = 1 Health Status: unhealthy Condition: Photoallergic contact dermatitis Age Group: 47 years Sex: M Population Size: 1 Sources: |
|
Photosensitivity | 1 % 1 times / day single, topical Studied dose Dose: 1 %, 1 times / day Route: topical Route: single Dose: 1 %, 1 times / day Sources: |
unhealthy, 60 years n = 1 Health Status: unhealthy Condition: atopic dermatitis Age Group: 60 years Sex: M Population Size: 1 Sources: |
|
Photosensitivity | 0.5 % 1 times / day single, topical Dose: 0.5 %, 1 times / day Route: topical Route: single Dose: 0.5 %, 1 times / day Sources: |
healthy, adult n = 10 Health Status: healthy Age Group: adult Sex: M Population Size: 10 Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
no [IC50 >10 uM] | ||||
yes [IC50 2 uM] | ||||
yes [IC50 2 uM] |
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20067776
For measurement of phosphorylation of GFP-IκBα in IκBα GripTite cells, cells were incubated with 0.5 nM to 38 uM of tribromsalan followed by addition of either assay buffer with or without 1 ng/ml TNFα. The assay plates were incubated for 30 min at 37°C. Tribromsalan inhibited NF-kappaB signaling via inhibition of IkappaBalpha phosphorylation with IC50 of 7.9 uM.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:08:14 GMT 2023
by
admin
on
Fri Dec 15 15:08:14 GMT 2023
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Record UNII |
R83418008N
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Record Status |
Validated (UNII)
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Record Version |
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R83418008N
Created by
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91617870
Created by
admin on Fri Dec 15 15:08:14 GMT 2023 , Edited by admin on Fri Dec 15 15:08:14 GMT 2023
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE | |||
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |