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M78801 Aldrich

N-Methylpyrrole

99%

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Pyrroles
vapor density   2.8 (vs air)
vapor pressure   15 mmHg ( 20.2 °C)
assay   99%
expl. lim.   6 %
bp   112-113 °C(lit.)
mp   −57 °C(lit.)
density   0.914 g/mL at 25 °C(lit.)

Description

Packaging

100 mL in glass bottle

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1993BF 3 / PGII
WGK Germany 
3
RTECS 
UX9640000
Flash Point(F) 
60.8 °F
Flash Point(C) 
16 °C

Protocols & Articles

Peer-Reviewed Papers

References

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Transcriptional inhibition of progressive renal disease by gene silencing pyrrole-imidazole polyamide targeting of the transforming growth factor-β1 promoter. Matsuda H, Fukuda N, Ueno T, et al. Kidney Int. 79(1), 46-56, (2011)

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Cell permeability of Py-Im-polyamide-fluorescein conjugates: Influence of molecular size and Py/Im content. Nishijima S, Shinohara K, Bando T, et al. Bioorg. Med. Chem. 18(2), 978-83, (2010)

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Enantioselective DNA alkylation by a pyrrole-imidazole S-CBI conjugate. Bando T, Narita A, Asada K, et al. J. Am. Chem. Soc. 126(29), 8948-55, (2004)

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Anticancer activities of alkylating pyrrole-imidazole polyamides with specific sequence recognition. Shinohara K, Bando T, and Sugiyama H Anticancer Drugs 21(3), 228-42, (2010)

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[Advances in the chemical and biological studies of polyamides]. Zhu SL, Gao PH, Li P, et al. Yao Xue Xue Bao 43(11), 1089-93, (2008)

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Electrochemical control of a DNA Holliday Junction nanoswitch by Mg2+ ions. Ferapontova EE, Mountford CP, Crain J, et al. Biosens. Bioelectron. 24(3), 422-8, (2008)

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Photodissociation dynamics of N-methylindole, N-methylpyrrole, and anisole. Tseng CM, Lee YT, and Ni CK J. Phys. Chem. A 113(16), 3881-5, (2009)

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Evaluation of PI polyamide conjugates with eight-base pair recognition and improvement of the aqueous solubility by PEGylation. Takagaki T, Bando T, Kitano M, et al. Bioorg. Med. Chem. 19(19), 5896-902, (2011)

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Cooperative alkylation of double-strand human telomere repeat sequences by PI polyamides with 11-base-pair recognition based on a heterotrimeric design. Kashiwazaki G, Bando T, Shinohara K, et al. Bioorg. Med. Chem. 17(3), 1393-7, (2009)

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A new colorimetric chemodosimeter for Hg2+ based on charge-transfer compound of N-methylpyrrole with TCNQ. Kaur P, Kaur S, Kasetti Y, et al. Talanta 83(2), 644-50, (2010)

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Simultaneous determination of catecholamines, uric acid and ascorbic acid at physiological levels using poly(N-methylpyrrole)/Pd-nanoclusters sensor. Atta NF, El-Kady MF, and Galal A Anal. Biochem. 400(1), 78-88, (2010)

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Expanding the repertoire of heterocycle ring pairs for programmable minor groove DNA recognition. Marques MA, Doss RM, Foister S, et al. J. Am. Chem. Soc. 126(33), 10339-49, (2004)

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Highly efficient synthesis of DNA-binding hairpin polyamides via the use of a new triphosgene coupling strategy. Su W, Gray SJ, Dondi R, et al. Org. Lett. 11(17), 3910-3, (2009)

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Short lexitropsin that recognizes the DNA minor groove at 5'-ACTAGT-3': understanding the role of isopropyl-thiazole. Anthony NG, Johnston BF, Khalaf AI, et al. J. Am. Chem. Soc. 126(36), 11338-49, (2004)

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Effect of type of oil and addition of delta-tocopherol on model flavor compound stability during storage. Leclercq S, Reineccius GA, and Milo C J. Agric. Food Chem. 55(22), 9189-94, (2007)

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New insights on the photodissociation of N-methylpyrrole: the role of stereoelectronic effects. Piani G, Rubio-Lago L, Collier MA, et al. J. Phys. Chem. A 113(52), 14554-8, (2009)

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Investigation of non-covalent complexes of HIV-1 promoter DNA and polyamides containing N-methylpyrrole by electrospray ionization mass spectrometry. Li H and Yuan G Rapid Commun. Mass Spectrom. 20(11), 1736-40, (2006)

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Analysis of noncovalent complexes between human telomeric DNA and polyamides containing N-methylpyrrole and N-methylimidazole by using electrospray ionization mass spectrometry. Zhou J and Yuan G Chemistry 11(4), 1157-62, (2005)

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Investigation of noncovalent complexes between beta-cyclodextrin and polyamide acids containing N-methylpyrrole and N-methylimidazole by electrospray ionization mass spectrometry. Li H, Zhou J, Tang F, et al. J. Am. Soc. Mass Spectrom. 17(1), 9-14, (2006)

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A new method for the determination of the relative affinity of a ligand against various DNA sequences by electrospray ionization mass spectrometry. Application to a polyamide minor groove binder. Buchmann W, Boutorine A, Halby L, et al. J. Mass Spectrom. 44(8), 1171-81, (2009)

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Studies on electrochemical oxidation mechanisms of polyamides containing N-methylpyrrole and N-methylimidazole by electrospray ionization tandem mass spectrometry. Ji Z, Li J, Zhou J, et al. J. Phys. Chem. B 109(36), 17162-8, (2005)

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Amino-catalyzed fragmentation characteristics of polyamides containing N-methylpyrrole and N-methylimidazole by electrospray negative ionization mass spectrometry. Niu M, Cao S, Ye Y, et al. Rapid Commun. Mass Spectrom. 20(7), 1077-81, (2006)

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Sequence-specific recognition of double-stranded DNA by synthetic minor groove binder conjugates. toward the construction of artificial site-specific deoxyribonucleases. Boutorine AS, Halby L, Simon P, et al. Nucleosides Nucleotides Nucleic Acids 26(10-12), 1559-63, (2007)

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Investigation of non-covalent interaction of ANF promoter DNA and polyamides containing N-methylimidazole and N-methylpyrrole amino acids by electrospray ionization mass spectrometry. He X, Li S, Xu M, et al. Rapid Commun. Mass Spectrom. 25(7), 993-6, (2011)

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Electrospray negative ionization mass spectrometry of polyamides containing N-methylpyrrole and N-methylimidazole. Wang J, Zhou J, and Yuan G J. Mass Spectrom. 40(5), 688-9, (2005)

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Beil. 20,163

Aldrich MSDS 1, 1302:C / Arctander, 2231 / Corp MSDS 1 (2), 2431:B / FT-IR 2 (3), 3408:B / FT-IR 1 (2), 565:D / FT-NMR 1 (3), 1:B / IR-Spectra (2), 1043:C / IR-Spectra (3), 1197:C / RegBook 1 (2), 2303:B / Sax 6, 1924 / Structure Index 1, 360:B:1 / Vapor Phase 3, 1445:B

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