MedKoo Cat#: 463934 | Name: Bronopol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Bronopol is an organic compound that is used as an antimicrobial. It is a white solid although commercial samples appear yellow. The first reported synthesis of bronopol was in 1897. Bronopol was invented by The Boots Company PLC in the early 1960s and first applications were as a preservative for pharmaceuticals. Due to its low mammalian toxicity at in-use levels and high activity against bacteria, especially Gram-negative species, bronopol became popular as a preservative in many consumer products such as shampoos and cosmetics. It was subsequently adopted as an antimicrobial in other industrial environments such as paper mills, oil exploration, and production facilities, as well as cooling water disinfection plants.

Chemical Structure

Bronopol
Bronopol
CAS#52-51-7

Theoretical Analysis

MedKoo Cat#: 463934

Name: Bronopol

CAS#: 52-51-7

Chemical Formula: C3H6BrNO4

Exact Mass: 198.9480

Molecular Weight: 199.99

Elemental Analysis: C, 18.02; H, 3.02; Br, 39.95; N, 7.00; O, 32.00

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Bronopol; Bronopolu; Bronopolum; NSC 141021; NSC141021; NSC-141021;
IUPAC/Chemical Name
2-bromo-2-nitropropane-1,3-diol
InChi Key
LVDKZNITIUWNER-UHFFFAOYSA-N
InChi Code
InChI=1S/C3H6BrNO4/c4-3(1-6,2-7)5(8)9/h6-7H,1-2H2
SMILES Code
OCC(CO)([N+]([O-])=O)Br
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 199.99 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kawakami T, Isama K, Ikarashi Y, Jinno H. Evaluation of the sensitization potential of volatile and semi-volatile organic compounds using the direct peptide reactivity assay. J Toxicol Sci. 2020;45(11):725-735. doi: 10.2131/jts.45.725. PMID: 33132246. 2: Werner E, Montenegro I, Said B, Godoy P, Besoain X, Caro N, Madrid A. Synthesis and Anti-Saprolegnia Activity of New 2',4'-Dihydroxydihydrochalcone Derivatives. Antibiotics (Basel). 2020 Jun 10;9(6):317. doi: 10.3390/antibiotics9060317. PMID: 32532060; PMCID: PMC7344530. 3: Aerts O, Dendooven E, Foubert K, Stappers S, Ulicki M, Lambert J. Surgical mask dermatitis caused by formaldehyde (releasers) during the COVID-19 pandemic. Contact Dermatitis. 2020 Aug;83(2):172-173. doi: 10.1111/cod.13626. Epub 2020 Jun 16. PMID: 32468589. 4: Nan J, Zhang S, Zhan P, Jiang L. Evaluation of Bronopol and Disulfiram as Potential Candidatus Liberibacter asiaticus Inosine 5'-Monophosphate Dehydrogenase Inhibitors by Using Molecular Docking and Enzyme Kinetic. Molecules. 2020 May 14;25(10):2313. doi: 10.3390/molecules25102313. PMID: 32423116; PMCID: PMC7287799. 5: Wootton CI, Sodaly MK, Billamay SX, English JSC, Mayxay M. Patch test results in paediatric patients with atopic dermatitis in Laos. PLoS One. 2020 Apr 14;15(4):e0231455. doi: 10.1371/journal.pone.0231455. Erratum in: PLoS One. 2020 Jul 9;15(7):e0236215. PMID: 32287282; PMCID: PMC7156065. 6: Kennang Ouamba AJ, LaPointe G, Dufour S, Roy D. Optimization of Preservation Methods Allows Deeper Insights into Changes of Raw Milk Microbiota. Microorganisms. 2020 Mar 5;8(3):368. doi: 10.3390/microorganisms8030368. PMID: 32151050; PMCID: PMC7142718. 7: Miranda G, Bianchi L, Krupova Z, Trossat P, Martin P. An improved LC-MS method to profile molecular diversity and quantify the six main bovine milk proteins, including genetic and splicing variants as well as post- translationally modified isoforms. Food Chem X. 2020 Feb 17;5:100080. doi: 10.1016/j.fochx.2020.100080. PMID: 32123868; PMCID: PMC7037581. 8: Robben C, Witte AK, Schoder D, Stessl B, Rossmanith P, Mester P. A Fast and Easy ATP-Based Approach Enables MIC Testing for Non-resuscitating VBNC Pathogens. Front Microbiol. 2019 Jun 14;10:1365. doi: 10.3389/fmicb.2019.01365. PMID: 31258524; PMCID: PMC6587809. 9: Chilbule A, Singh R, Mann B, Arora S, Sharma R, Singh Rao P. Development and validation of an analytical method for determination of bronopol and kathon preservative in milk. J Food Sci Technol. 2019 Jun;56(6):3170-3176. doi: 10.1007/s13197-019-03807-5. Epub 2019 May 16. PMID: 31205373; PMCID: PMC6542876. 10: Ali SE, Songe MM, Skaar I. Colorimetric assay for the in vitro evaluation of Saprolegnia biofilm inhibitors. J Fish Dis. 2019 Aug;42(8):1119-1124. doi: 10.1111/jfd.13017. Epub 2019 May 16. PMID: 31099066. 11: Pan Y, Wu Y, Li X, Zeng J, Lin X. Continuing Impacts of Selective Inhibition on Bacterial and Fungal Communities in an Agricultural Soil. Microb Ecol. 2019 Nov;78(4):927-935. doi: 10.1007/s00248-019-01364-0. Epub 2019 Mar 25. PMID: 30911770. 12: Saraiva M, Beckmann MJ, Pflaum S, Pearson M, Carcajona D, Treasurer JW, van West P. Exophiala angulospora infection in hatchery-reared lumpfish (Cyclopterus lumpus) broodstock. J Fish Dis. 2019 Mar;42(3):335-343. doi: 10.1111/jfd.12940. Epub 2019 Jan 11. PMID: 30632621; PMCID: PMC6378594. 13: Lee VE, O'Neill AJ. Potential for repurposing the personal care product preservatives bronopol and bronidox as broad-spectrum antibiofilm agents for topical application. J Antimicrob Chemother. 2019 Apr 1;74(4):907-911. doi: 10.1093/jac/dky520. PMID: 30590494. 14: Sarwono AEY, Mitsuhashi S, Kabir MHB, Shigetomi K, Okada T, Ohsaka F, Otsuguro S, Maenaka K, Igarashi M, Kato K, Ubukata M. Repurposing existing drugs: identification of irreversible IMPDH inhibitors by high-throughput screening. J Enzyme Inhib Med Chem. 2019 Dec;34(1):171-178. doi: 10.1080/14756366.2018.1540474. PMID: 30451014; PMCID: PMC6249553. 15: Yang CL, Yuan MY, Shi RJ, Yan PJ, Zhao F, Han SQ, Zhang Y. [A Thermotolerant and Halotolerant Sulfate-reducing Bacterium in Produced Water from an Offshore High-temperature Oilfield in Bohai Bay, China: Isolation, Phenotypic Characterization, and Inhibition]. Huan Jing Ke Xue. 2018 Oct 8;39(10):4783-4792. Chinese. doi: 10.13227/j.hjkx.201802103. PMID: 30229628. 16: Brandão PF, Ramos RM, Rodrigues JA. GDME-based methodology for the determination of free formaldehyde in cosmetics and hygiene products containing formaldehyde releasers. Anal Bioanal Chem. 2018 Oct;410(26):6873-6880. doi: 10.1007/s00216-018-1287-0. Epub 2018 Jul 30. PMID: 30062513. 17: Hamann D, Ridpath A, Fernandez Faith E. Pediatric "pet consort dermatitis"-Allergic contact dermatitis from transfer of bronopol from a pet cat. Pediatr Dermatol. 2018 Sep;35(5):e332-e333. doi: 10.1111/pde.13572. Epub 2018 Jun 26. PMID: 29943851. 18: Montenegro I, Muñoz O, Villena J, Werner E, Mellado M, Ramírez I, Caro N, Flores S, Madrid A. Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis. Molecules. 2018 Jun 7;23(6):1377. doi: 10.3390/molecules23061377. PMID: 29875340; PMCID: PMC6100462. 19: Montenegro I, Madrid A. Synthesis of dihydroisorcordoin derivatives and their in vitro anti-oomycete activities. Nat Prod Res. 2019 Apr;33(8):1214-1217. doi: 10.1080/14786419.2018.1460828. Epub 2018 Apr 5. PMID: 29620446. 20: Miralles P, Chisvert A, Alonso MJ, Hernandorena S, Salvador A. Determination of free formaldehyde in cosmetics containing formaldehyde-releasing preservatives by reversed-phase dispersive liquid-liquid microextraction and liquid chromatography with post-column derivatization. J Chromatogr A. 2018 Mar 30;1543:34-39. doi: 10.1016/j.chroma.2018.02.031. Epub 2018 Feb 20. PMID: 29478830.