Bronidox

Names

[ Name ]:
Bronidox

[Synonym ]:
EINECS 250-001-7
5-bromo-5-nitro-1,3-dioxolane
5-Bromo-5-nitro-m-dioxane
5-bromo-5-nitro-1,3-dioxan
5-Bromo-5-nitro-1,3-dioxane
1,3-Dioxane, 5-bromo-5-nitro-
m-Dioxane, 5-bromo-5-nitro-
MFCD00101855
m-DIOXANE,5-BROMO-5-NITRO
1,3-Dioxane,5-bromo-5-nitro
Bronidox
5-Bromo-5-nitro-1.3-dioxane

Biological Activity

[Description]:

5-Bromo-5-nitro-1,3-dioxane, an antimicrobial compound, is effective against Gram-positive and Gram-negative bacteria and fungi, including yeast. 5-Bromo-5-nitro-1,3-dioxane inhibits enzyme activity and subsequent inhibition of microbial growth by the oxidation of essential protein thiol[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. M Ghannoum, et al. Mode of Action of the Antimicrobial Compound 5-bromo-5-nitro-1,3-dioxane (Bronidox). Folia Microbiol (Praha). 1986;31(1):19-31.

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
280.8±40.0 °C at 760 mmHg

[ Melting Point ]:
60°C

[ Molecular Formula ]:
C₄H₆BrNO₄

[ Molecular Weight ]:
211.999

[ Flash Point ]:
123.6±27.3 °C

[ Exact Mass ]:
210.948013

[ PSA ]:
64.28000

[ LogP ]:
0.95

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.533

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JG9650000

CHEMICAL NAME :: m-Dioxane, 5-bromo-5-nitro-

CAS REGISTRY NUMBER :: 30007-47-7

LAST UPDATED :: 199701

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C4-H6-Br-N-O4

MOLECULAR WEIGHT :: 212.02

WISWESSER LINE NOTATION :: T6O COTJ EE ENW

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

REFERENCE :: FSASAX Fette, Seifen, Anstrichmittel. (Industrieverlag von Hernhaussen KG, Postfach 100252, D-7022 Leinfelden-Echterdingen 1, Fed. Rep. Ger.) V.55- 1953- Volume(issue)/page/year: 78,269,1976

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

REFERENCE :: FSASAX Fette, Seifen, Anstrichmittel. (Industrieverlag von Hernhaussen KG, Postfach 100252, D-7022 Leinfelden-Echterdingen 1, Fed. Rep. Ger.) V.55- 1953- Volume(issue)/page/year: 78,269,1976 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 455 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Behavioral - excitement

REFERENCE :: FSASAX Fette, Seifen, Anstrichmittel. (Industrieverlag von Hernhaussen KG, Postfach 100252, D-7022 Leinfelden-Echterdingen 1, Fed. Rep. Ger.) V.55- 1953- Volume(issue)/page/year: 78,269,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 31 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Behavioral - excitement

REFERENCE :: FSASAX Fette, Seifen, Anstrichmittel. (Industrieverlag von Hernhaussen KG, Postfach 100252, D-7022 Leinfelden-Echterdingen 1, Fed. Rep. Ger.) V.55- 1953- Volume(issue)/page/year: 78,269,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 590 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Behavioral - excitement

REFERENCE :: FSASAX Fette, Seifen, Anstrichmittel. (Industrieverlag von Hernhaussen KG, Postfach 100252, D-7022 Leinfelden-Echterdingen 1, Fed. Rep. Ger.) V.55- 1953- Volume(issue)/page/year: 78,269,1976

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Skin and Appendages - dermatitis, other (after systemic exposure)

REFERENCE :: FSASAX Fette, Seifen, Anstrichmittel. (Industrieverlag von Hernhaussen KG, Postfach 100252, D-7022 Leinfelden-Echterdingen 1, Fed. Rep. Ger.) V.55- 1953- Volume(issue)/page/year: 78,269,1976

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R38

[ Safety Phrases ]:
S36

[ RIDADR ]:
1759

[ WGK Germany ]:
3

[ RTECS ]:
JG9650000

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Mode of action of the antimicrobial compound 5-bromo-5-nitro-1,3-dioxane (bronidox).

Folia Microbiol. (Praha) 31 , 19-31, (1986)

The mode of action of the antimicrobial agent, 5-bromo-5-nitro-1,3-dioxane (bronidox), was studied in detail for gram-positive and gram-negative bacteria, yeast and fungi. The studies included MIC tes...