Methenamine borate

• CAT Number: I032061
• CAS Number: 27401-86-1
• Molecular Formula: C6H15BN4O3
• Molecular Weight: 202.02
• Purity: 98%
• Synonyms: Borohexamine; Methenamine borate; Urotropin borate
• Solubility: To be determined
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 1,3,5,7-tetraazaadamantane borate
• InChI: InChI=1S/C6H12N4.BH3O3/c1-7-2-9-4-8(1)5-10(3-7)6-9;2-1(3)4/h1-6H2;2-4H
• InChIKey: MWWHVOZLSBBRDS-UHFFFAOYSA-N
• SMILES: OB(O)O.C1N2CN3CN(CN1C3)C2

Methenamine borate is an anti-infective agent most commonly used in the treatment of urinary tract infections. Its anti-infective action derives from the slow release of formaldehyde by hydrolysis at acidic pH.

Reference

1: Barclay J, Veeratterapillay R, Harding C. Non-antibiotic options for recurrent urinary tract infections in women. BMJ. 2017 Nov 23;359:j5193. doi: 10.1136/bmj.j5193. PubMed PMID: 29170359.
2: Zhang L, Hao W, Xu L, Gao Y, Wang X, Zhu D, Chen Z, Zhang X, Chen H, Mei L. A pH-sensitive methenamine mandelate-loaded nanoparticle induces DNA damage and apoptosis of cancer cells. Acta Biomater. 2017 Oct 15;62:246-256. doi: 10.1016/j.actbio.2017.08.019. Epub 2017 Aug 16. PubMed PMID: 28822844.
3: Yang M, Tang Y. [Application of three methods of periodic acid-silver-methenamine staining in renal biopsy]. Zhonghua Bing Li Xue Za Zhi. 2017 Jun 8;46(6):419-420. doi: 10.3760/cma.j.issn.0529-5807.2017.06.013. Chinese. PubMed PMID: 28591993.
4: Lo TS, Hammer KD, Zegarra M, Cho WC. Methenamine: a forgotten drug for preventing recurrent urinary tract infection in a multidrug resistance era. Expert Rev Anti Infect Ther. 2014 May;12(5):549-54. doi: 10.1586/14787210.2014.904202. Epub 2014 Apr 1. Review. PubMed PMID: 24689705.