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145831 Aldrich

Allylamine

98%

Synonym: 2-Propen-1-ylamine, 3-Amino-1-propene

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Properties

Related Categories Acyclic, Alkenes, Building Blocks, Chemical Synthesis, Organic Building Blocks More...
vapor density   2 (vs air)
vapor pressure   4.09 psi ( 20 °C)
assay   98%
expl. lim.   22 %
refractive index   n20/D 1.420(lit.)
bp   53 °C(lit.)
mp   −88 °C(lit.)
solubility   alcohol: miscible
  chloroform: miscible
  diethyl ether: miscible
  water: miscible
density   0.761 g/mL at 25 °C(lit.)

Description

Packaging

1 L in Sure/Seal™

250 mL in Sure/Seal™

Application

Allylamine was used as monomer in deposition of the allylamine plasma polymer1. It was used in generation of a chemical gradient via plasma co-polymerization of octadiene and allylamine polymer on nanoporous alumina2. It was used to investigate the surface reactivity of substrates coated with thin layers of plasma polymerized allylamine films3. It was used in a direct monocarboxymethylation reaction4.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2334 3(6.1) / PGI
WGK Germany 
2
RTECS 
BA5425000
Flash Point(F) 
-18.4 °F
Flash Point(C) 
-28 °C

Protocols & Articles

Peer-Reviewed Papers

References

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1. A new approach to the immobilisation of poly (ethylene oxide) for the reduction of non-specific protein adsorption on conductive substrates. Cole MA, et al. Surface Science 601(7), 1716-25, (2007)

2. Versatile gradients of chemistry, bound ligands and nanoparticles on alumina nanopore arrays. Michelmore A, Mierczynska A, Poh Z, et al. Nanotechnology 22(41), 415601, (2011)

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3. Chemical reactivity of plasma polymerized allylamine (PPAA) thin films on Au and Si: Study of the thickness influence and aging of the films. Moreau N, et al. Surf. Coat. Technol. 205, S462-65, (2011)

4. Synlett, 1573, (2007)

Serum autotaxin is increased in pruritus of cholestasis, but not of other origin, and responds to therapeutic interventions. Kremer AE, van Dijk R, Leckie P, et al. Hepatology 56(4), 1391-400, (2012)

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New therapeutic options for onychomycosis. Gupta AK and Simpson FC Expert Opin. Pharmacother. 13(8), 1131-42, (2012)

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Photoreversible surfaces to regulate cell adhesion. Goulet-Hanssens A, Lai Wing Sun K, Kennedy TE, et al. Biomacromolecules 13(9), 2958-63, (2012)

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Immobilization of heparan sulfate on electrospun meshes to support embryonic stem cell culture and differentiation. Meade KA, White KJ, Pickford CE, et al. J. Biol. Chem. 288(8), 5530-8, (2013)

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Determination of degree of ionization of poly(allylamine hydrochloride) (PAH) and poly[1-[4-(3-carboxy-4 hydroxyphenylazo)benzene sulfonamido]-1,2-ethanediyl, sodium salt] (PAZO) in layer-by-layer films using vacuum photoabsorption spectroscopy. Ferreira Q, Gomes PJ, Ribeiro PA, et al. Langmuir 29(1), 448-55, (2013)

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Topical antifungal treatments for tinea cruris and tinea corporis. El-Gohary M, van Zuuren EJ, Fedorowicz Z, et al. Cochrane Database Syst. Rev. 8, CD009992, (2014)

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[Hypercholesterolemia: when statins are not enough or not tolerated. With combination therapy to LDL cholesterol target goal]. MMW Fortschr. Med. 154(13), 86-7, (2012)

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Glucose and low-density lipoprotein cholesterol lowering in elderly patients with type 2 diabetes: focus on combination therapy with colesevelam HCl. Marrs JC Drugs Aging 29(5), e1-e12, (2012)

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Allylamine antifungal drugs. Ryder NS and Mieth H Curr. Top. Med. Mycol. 4, 158-88, (1992)

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The effect of a bile acid sequestrant on glucose metabolism in subjects with type 2 diabetes. Smushkin G, Sathananthan M, Piccinini F, et al. Diabetes 62(4), 1094-101, (2013)

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Binding mode of CpG oligodeoxynucleotides to nanoparticles regulates bifurcated cytokine induction via Toll-like receptor 9. Chinnathambi S, Chen S, Ganesan S, et al. Sci. Rep. 2, 534, (2012)

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Palladium-catalyzed vinylation of aminals with simple alkenes: a new strategy to construct allylamines. Xie Y, Hu J, Wang Y, et al. J. Am. Chem. Soc. 134(51), 20613-6, (2012)

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Colesevelam suppresses hepatic glycogenolysis by TGR5-mediated induction of GLP-1 action in DIO mice. Potthoff MJ, Potts A, He T, et al. Am. J. Physiol. Gastrointest. Liver Physiol. 304(4), G371-80, (2013)

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The role of heparin binding surfaces in the direction of endothelial and smooth muscle cell fate and re-endothelialization. Yang Z, Tu Q, Wang J, et al. Biomaterials 33(28), 6615-25, (2012)

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Bile acid sequestrants in type 2 diabetes: potential effects on GLP1 secretion. Sonne DP, Hansen M, and Knop FK Eur. J. Endocrinol. 171(2), R47-65, (2014)

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Direct thrombin inhibitor-bivalirudin functionalized plasma polymerized allylamine coating for improved biocompatibility of vascular devices. Yang Z, Tu Q, Maitz MF, et al. Biomaterials 33(32), 7959-71, (2012)

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Colesevelam for type 2 diabetes mellitus. Ooi CP and Loke SC Cochrane Database Syst. Rev. 12, CD009361, (2012)

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Electrochemical polymerization of allylamine copolymers. Bardini L, Ceccato M, Hinge M, et al. Langmuir 29(11), 3791-6, (2013)

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Plasma polymerized allylamine coated quartz particles for humic acid removal. Jarvis KL and Majewski P J. Colloid. Interface Sci. 380(1), 150-8, (2012)

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Impact of plasma chemistry versus titanium surface topography on osteoblast orientation. Rebl H, Finke B, Lange R, et al. Acta Biomater. 8(10), 3840-51, (2012)

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Rapid micropatterning of cell lines and human pluripotent stem cells on elastomeric membranes. Paik I, Scurr DJ, Morris B, et al. Biotechnol. Bioeng. 109(10), 2630-41, (2012)

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Initial combination therapy with metformin plus colesevelam improves lipoprotein particles in patients with early type 2 diabetes mellitus. Goldberg RB, Rosenson RS, Hernandez-Triana E, et al. J. Clin. Lipidol. 6(4), 318-24, (2012)

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Surface bound amine functional group density influences embryonic stem cell maintenance. Harding F, Goreham R, Short R, et al. Adv. Healthc. Mater. 2(4), 585-90, (2013)

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Preparation of active antibacterial LDPE surface through multistep physicochemical approach II: graft type effect on antibacterial properties. Bílek F, Sulovská K, Lehocký M, et al. Colloids Surf. B Biointerfaces 102, 842-8, (2013)

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Direct chemical method for preparing 2,3-epoxyamides using sodium chlorite. Fuentes L, Osorio U, Quintero L, et al. J. Org. Chem. 77(13), 5515-24, (2012)

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Initial combination therapy with metformin plus colesevelam in drug-naïve Hispanic patients with early type 2 diabetes. Rosenstock J, Hernandez-Triana E, Handelsman Y, et al. Postgrad. Med. 124(4), 7-13, (2012)

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Allylamine cardiotoxicity: metabolism and mechanism. Boor PJ Adv. Exp. Med. Biol. 161, 533-41, (1983)

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Post-ischemic vascular adhesion protein-1 inhibition provides neuroprotection in a rat temporary middle cerebral artery occlusion model. Watcharotayangul J, Mao L, Xu H, et al. J. Neurochem. 123 Suppl 2, 116-24, (2012)

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Clinical effects of colesevelam in Hispanic subjects with primary hyperlipidemia and prediabetes. Rosenstock J, Hernandez-Triana E, Handelsman Y, et al. Postgrad. Med. 124(4), 14-20, (2012)

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Naftifine: a topical allylamine antifungal agent. Mühlbacher JM Clin. Dermatol. 9(4), 479-85, (1991)

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Merck 14,287

Beil. 4,IV,1057

Aldrich MSDS 1, 41:A / Corp MSDS 1 (1), 96:A / FT-IR 2 (1), 505:D / FT-IR 1 (1), 322:B / FT-NMR 1 (1), 518:C / IR-Spectra (2), 169:E / IR-Spectra (3), 188:E / NMR-Reference 2 (1), 277:D / RegBook 1 (1), 347:A / Sax 6, 159 / Structure Index 1, 48:B:2 / Vapor Phase 3, 410:C

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