Bronidox

Bronidox, or 5-bromo-5-nitro-1,3-dioxane, is an antimicrobial chemical compound.

Bronidox

Names
IUPAC name 5-Bromo-5-nitro-1,3-dioxane
Other names 5-Bromo-5-nitro-m-dioxane
Identifiers
CAS Number	30007-47-7
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL3185787
ChemSpider	1741
ECHA InfoCard	100.045.441
EC Number	250-001-7
PubChem CID	1807
UNII	U184I9QBNM
CompTox Dashboard (EPA)	DTXSID1044560
InChI InChI=1S/C4H6BrNO4/c5-4(6(7)8)1-9-3-10-2-4/h1-3H2 Key: XVBRCOKDZVQYAY-UHFFFAOYSA-N InChI=1/C4H6BrNO4/c5-4(6(7)8)1-9-3-10-2-4/h1-3H2 Key: XVBRCOKDZVQYAY-UHFFFAOYAG
SMILES O=[N+]([O-])C1(Br)COCOC1
Properties
Chemical formula	C4H6BrNO4
Molar mass	211.999 g·mol^−1
Appearance	White crystalline powder
Melting point	60 °C (140 °F; 333 K)[1] 58.5−62 °C[2]
Solubility in water	insoluble
Hazards
Main hazards	Toxic
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H302, H314, H315, H317, H318, H410
GHS precautionary statements	P260, P261, P264, P270, P272, P273, P280, P301+312, P301+330+331, P302+352, P303+361+353, P304+340, P305+351+338, P310, P321, P330, P332+313, P333+313, P362, P363, P391, P405, P501
Lethal dose or concentration (LD, LC):
LD50 (median dose)	590 mg/kg (mouse, oral) 455 mg/kg (rat, oral) 31 mg/kg (rat, ipr.) 2500 µg (mouse, skin) 2500 µg (rat, skin)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Bronidox causes inhibition of enzyme activity in bacteria.[3]

Bronidox is corrosive to metals.[4]

Uses

• Bactericide
• Fungicide, effective against yeast and other fungi
• It is used in immunology for preserving antibodies and antisera in 0.1 - 0.5% concentration. It is used as preservative to avoid use of sodium azide.
• Stabilizer
• Surfactant
• Used in cosmetics since the mid-1970s as preservative for shampoos, foam bath, etc. Maximum concentration is 0.1%.
• Some users do not recommend use in preparations destined for in vivo or tissue culture work[5]

See also

• Bronopol

References

1. 5-BROMO-5-NITRO-1,3-DIOXANE Archived March 3, 2016, at the Wayback Machine, chemicalland21.com
2. "Archived copy" (PDF). Archived from the original (PDF) on September 29, 2007. Retrieved March 19, 2006.CS1 maint: archived copy as title (link)
3. Ghannoum M, Thomson M, Bowman W, Al-Khalil S (1986). "Mode of action of the antimicrobial compound 5-bromo-5-nitro-1,3-dioxane (bronidox)". Folia Microbiol. (Praha). 31 (1): 19–31. doi:10.1007/BF02928676. PMID 3082729.
4. http://www.products.cognis.com/COGNIS/prodleaf.nsf/(SBU_Catalog)/FFAD30C61B67EFEB41256B4100427DD1/$File/BRONIDOX_r_L_5_E.pdf
5. Archived December 21, 2004, at the Wayback Machine