hexamethylenetetramine uses

Sci. Lamani, O. Kotresh, M.A. 49, 49 (2011), H.E. Atsushi Izumi or Mitsuhiro Shibayama. Previous studies detected both molecules from carbonaceous meteorites after hydrothermal treatment and/or acid hydrolysis of meteorite powders at ~100C or above30,31,32, implying that both free ammonia and formaldehyde are released from their acid-labile precursors after these treatments. to the dried substance) 797979 Hexamethylenetetramine, anhydrous, free-flowing, Redi-Dri, ACS reagent, 99.0% 55321 Hexamethylenetetramine The eluent programme for the HILIC mode analysis is as follows: at t=0, solvent A (10mM ammonium formate plus 0.1% formic acid), solvent B (acetonitrile)=1:99, followed by a linear gradient of A:B=40:60 at t=40min and it was kept at this ratio for 5min. Naraoka, H., Yamashita, Y., Yamaguchi, M. & Orthous-Daunay, F.-R. Molecular evolution of N-containing cyclic compounds in the parent body of the Murchison meteorite. 61, 3499 (1939), J. Sekiya, Pharm. The flow rate was 0.3mLmin1. It is possible that differences in the Murchison/Tagish Lake and Murray parent body conditions (e.g. Insights into epoxy network nanostructural heterogeneity using AFM-IR. The network structure evolution of a hexamethylenetetramine (HMTA)-cured novolac-type phenolic resin over a curing temperature range of 135155C was investigated using 1H-pulse nuclear magnetic resonance spectroscopy and small-angle and wide-angle X-ray scattering techniques. Geophys. Organic compounds produced by photolysis of realistic interstellar and cometary ice analogs containing methanol. 11, 237 (1974), Y. Ogata, A. Kawasaki, in The Chemistry of the Carbonyl Group, 2nd edn., ed. Vail, J. Heterocycl. 312, 440 (1970), H. Mohrle, B. Gusowski, Chem. 298, 131138 (1998). Administration of 1 g twice daily produces continuous antibacterial activity in the urine. Soc. 2a. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful. We are using cookies to give you the best experience on our website. Izumi, A., Shudo, Y. The injected samples were vaporized at 300C. Furukawa, Y. et al. Sarbaev, V.I. USA 108, 1917119176 (2011). This white crystalline compound is highly soluble in water and polar organic solvents. Chem. 3a). High-temperature ionization-induced synthesis of biologically relevant molecules in the protosorar nebula. Acad, Sci. Google Scholar. Google Scholar. For prophylactic or suppressive treatment of frequently recurring urinary tract infections when long-term therapy is considered necessary. ISBN 0-471-85472-7, M. Thompson, J. Whelan, D.J. Petersen, Org. Petrunin, M.T. upon reasonable request. Methods of X-ray and neutron scattering in polymer science. Geochim. Hauser, J. Chan, Q., Chikaraishi, Y., Takano, Y., Ogawa, N. & Ohkouchi, N. Amino acid compositions in heated carbonaceous chondrites and their compound-specific nitrogen isotopic ratios. CAS Khim. Chem. (S), 2, 154 (1998), M.M. Phaniband, J.C. Kadakol, E-J. 2007;45:142534. Hexamine, also known as Hexamethylenetetramine, CAS No. 8, 41 (2010), M. Baumann, I.R. Altwegg, K. et al. Long, A.L. 47, 1805 (1999), G. Serban, S. Cuc, E. Egri, A. Salvan, Farmacia 58, 818 (2010), D. Kumar, S. Sundaree, G. Patel, V.S. We note here that a retention time difference between the standard reagent and the target molecule sometimes occurs in a chromatographic separation for complex organic matter27,47. Bernstein, M. P. et al. (1) Formaldehyde has nonspecific antibacterial activity and works by denaturing proteins and nucleic acid of bacteria. J. Sci. 69, 1355 (1947), N. Masurier, E. Moreau, C. Lartigue, V. Gaumet, J. Chezal, A. Heitz, J. Teulade, O. Chavignon, J. Org. CAS The fragmentation patterns are consistent with each other except the presence of peaks with a red asterisk in the Murchison extract, which are derived from other species coexisting with HMT. A schematic image of HMT fragmentation is shown alongside the panel a. Google Scholar. The mass chromatogram was shown in Supplementary Fig. Hexamethylenetetramine is a urinary tract antiseptic and antibacterial drug used for the prophylaxis and treatment of frequently recurring urinary tract infections requiring a long-term therapy. J Appl Polym Sci. Bandgar, S.B. Caselli, P. & Ceccarelli, C. Our astrochemical heritage. As curing proceeded, intradomain reactions in the LXD occurred, and the electron density in the domain increased, decreasing the electron density difference between the HXD and LXD. Article 83, 721 (1971), E. Fluck, P. Meiser, Angew. It has a cage-like structure similar to adamantane. The capillary temperature of the ion transfer was 300C. The Murray (CM2) and the Tagish lake (C2 ungrouped) meteorites were both from meteorite trading companies with the certification. Life Sci. Planet. R. Astron. It acts as an anti-infective agent which is most commonly used to treat urinary tract infections. To minimize analytical noise and the background signals in the LC and Orbitrap, we used high purity grade water and acetonitrile (LC/MS grade from Wako Chemical, Ltd.). Google Scholar. Internet Explorer). 41, 813817 (1968). We confirmed the weight of the sample tube did not change after heating, which indicated effectively no sample loss from the tube. According to the harmonised classification and labelling (ATP01) approved by the European Union, this substance is a flammable solid and may cause an allergic skin reaction. 41, 82 (1961), E.J. The reaction can be conducted in gas phase and in solution. Astron. Google Scholar, I.M. Google Scholar. 2, e1600285 (2016). Physical gels of aqueous poly(vinyl alcohol) solutions: a small-angle neutron-scattering study. Soc. Koga, T. & Naraoka, H. A new family of extraterrestrial amino acids in the Murchison meteorite. Urex (methenamine hippurate) is a urinary tract antiseptic drug used to treat and prevent urinary tract infections. CAS Jpn. Eddhif, B. et al. R. Astron. Correlation between nodular morphology and fracture properties of cured epoxy-resins. Unknown: aspirin, aspirin, duloxetine, duloxetine, apixaban, apixaban, polyethylene glycol 3350, polyethylene glycol 3350, mirabegron, mirabegron, levothyroxine, levothyroxine, acetaminophen, acetaminophen, cyanocobalamin, cyanocobalamin, ascorbic acid, ascorbic acid, cholecalciferol, cholecalciferol, After oral administration, rapid absorption of methenamine occurs. Khim. J. Res. Soc. Int. UV-photoprocessing of interstellar ice analogs: detection of hexamethylenetetramine-based species. 101, 2483 (1979), J.S. Sternbach, R.I. Fryer, W. Metlesics, E. Reeder, G. Sach, G. Saucy, A. Stemple, J. Org. Yet, it is still possible that the HMT detected has an interstellar provenance and the ISM D was lost to exchange with comparatively D-poor parent body fluids. The final elution containing HMTs was dried by a vacuum freeze dryer (EYELA Co., Ltd) under ambient temperature. 810 show mass chromatograms of each meteorite extract at the m/z values corresponding to imidazole (C3H4N2; monoisotopic mass of 68.0374Da) and its alkyl-substituted homologues (up to seven carbon chains), which are proposed as the products after the hydrothermal degradation of HMT15. Murashova, N.J. Ivanov, N.V. Lardash, Zh. Rao, J. Meteor. Admaneb, S.S. Jareb, J. Chem. 13, 2408 (2011), E. Fluck, P. Meiser, Angew. 53, 541581 (2015). Hexamethylenetetramine, also known as methenamine, hexamine, or urotropin, is a heterocyclic organic compound with the formula (CH2)6N4. 2nd completely rev. PubMed Central The MS/MS experiment was also performed using a hybrid quadrupole-Orbitrap mass spectrometer (Q-Exactive Plus, Thermo Fischer Scientific) with the identical HPLC and ionization conditions used for the full-scan analysis. Mass chromatograms at the m/z of 141.1135 within a3ppm exact mass window at each monoisotopic mass for a hexamethylenetetramine (HMT) standard reagent, b HMT in Murchison, c Tagish Lake, and d Murray meteorites, measured using the InertSustain PFP column. Bills, J. Chem. 3). Google Scholar. Glavin, D. P. et al. Multipurpose soft-material SAXS/WAXS/GISAXS beamline at SPring-8. Hence, the presence of HMT in carbonaceous meteorites promises its pivotal role to carry interstellar prebiotic precursors to the inner solar system, which should contribute to the chemical evolution in the primordial stage on Earth. These results do not contradict the assumption that Tagish Lake, at least the specimen used in the present study, could have experienced less extensivehydrothermal alteration than Murchison and Murray on their parent bodies. 1). It is likely that desorption of HMT from asteroids could be induced either or both by external excitation energies (e.g., cosmic rays and ultraviolet photons) and by thermal processes, although these processes have not been studied experimentally so far. CAS Exposure may cause skin rash and kidney irritation. Simkus, D. N. et al. Proc. It is involved in the preparation of 5-tert-butyl-2-hydroxy-isophthalaldehyde. Rapid Commun. 30, 14811488 (2002). 100-97-0, and chemical formula C6H12N4, is an odorless, white crystalline powder or colorless lustrous crystal. Trans Faraday Soc. Vinogradoff, V. et al. Y.O., Y.T., and H.N. 1996;240:115. 531, 116011 (2020). Khim. Though the typical interstellar values (e.g., D/H ratio 0.01)33 are far higher than seen in any meteoritic compound. Shenoy, P.R. Planet. 27, 01 (2009), W. Brown, C. Foote, Organic Chemistry, 3rd edn. Pizzarello, S. & Holmes, W. Nitrogen-containing compounds in two CR2 meteorites: 15N composition, molecular distribution and precursor molecules. This reduction in the electron density difference decreased the cross-link inhomogeneity in the phenolic resins in terms of electron density fluctuations. Glavin, D. P., Callahan, M. P., Dworkin, J. P. & Elsila, J. E. The effects of parent body processes on amino acids in carbonaceous chondrites. Planet. Duchet J, Pascault JP. Y.T. Sci. Anyone you share the following link with will be able to read this content: Sorry, a shareable link is not currently available for this article. Hexamethylenetetramine = Hexamine = Methenamine = HMTA. Kishi H, Naitou T, Matsuda S, Murakami A, Muraji Y, Nakagawa Y. Proc. Do epoxy-amine networks become inhomogeneous at the nanometric scale? Oba, Y., Watanabe, N., Osamura, Y. Prikl. The similar consistency was also observed when the sample was analysed under different analytical conditions where Hypercarb or InertSustain Amide was used as a separation column for HPLC analysis (see the Methods section and Supplementary Table1). 2, 317323 (2018). Kucheryavyi, L.M. J Polym Sci, Part A: Polym Chem. Development of liquid chromatography high resolution mass spectrometry strategies for the screening of complex organic matter: application to astrophysical simulated materials. Chem. Chem. Albers, R. Karmacharya, E. Koh et al., Transpl. Myers, G.F. Wright, Can. Glavin, D. P. et al. Rev. Chem. 10, 653 (1971), E. Fluck, P. Meiser, Chem. Hexamethylenetetramine is used as a formylation agent in the synthesis and as a precipitating agent. Burke, M.J. Kolbezen, R.J. Reynolds, G.A. Hexamethylenetetramine is a versatile reagent in organic synthesis. The final fraction was dissolved in ~1mL of ultra-pure H2O and filtered by 0.20m PTFE cartridge filter just before the HRMS. J. Chem. PubMed Central Cosmochim. NMR and statistical structures of gels. 74, 5524 (1952), P. Rajakumara, R. Padmanabhan, ARKIVOC, vi (2012) 155, P. Galimberti, C. Erba, Gazz. berg, K. I. Photochemistry and astrochemistry: photochemical pathways to interstellar complex organic molecules. Cite this article. Geochim. Lett. Chem. Hexamethylenetetramine; Hexamethylentetramin. 5). Hexamethylenetetramine (hmt), also known as hexamine or urotropine, can be considered as one such simple heterocyclic compound with a cagelike structure (Scheme 1) which, due to its inexpensiveness, commercial availability, high solubility in water and polar organic solvents, has found a broad variety of applications, ranging from the production of phenolic resins and solid fuel tablets to . Chem. CAS-No. Naeimi, Chin. 1998;199:130. (Harcourt College, Philadelphia, 2002), R.I. Fryer, L.H. 2a) and far above the blank detection level (Supplementary Fig. Xu, B. Chen, L.Z. Rubin, M. et al. Biochem. Pritchard et al., United States Patent 7482362. The SAXS experiments were conducted at the second hutch of SPring-8 BL03XU (Frontier Softmaterial Beamline (FSBL)) constructed by the Consortium of Advanced Softmaterial Beamline with the proposal numbers 2017A7209 and 2017B7261. ACS Earth Space Chem. Bower, J. Hexamethylenetetramine is prepared by combining formaldehyde and ammonia. Impact of phyllosilicates on amino acid formation under asteroidal conditions. Hexamethylentetraminum. Earth Planets Space 68, 7 (2016). Chim. https://doi.org/10.1038/s41467-020-20038-x, DOI: https://doi.org/10.1038/s41467-020-20038-x. Myers, G.F. Wright, Can. Journal of the Iranian Chemical Society Natl Acad. The chromatographic peak of the Murchison extract gave the same fragmental ions except for m/z 123.0553 and 68.9352 (Fig. J. Pharm. 51B, 639 (2012), A. Javidan, M.B. Less than 3.5% of patients treated with this drug will experience minor adverse events such as upset stomach, dysuria, nausea, and rash. It is also called Methenamine, Hexamethylenetetramine or Urotropin.

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