140872-99-7

Basic information

• Product Name: Guanidine, N-(2-aminoethyl)-N'-cyano-N''-[3-[3-(1-piperidinylmethyl)phenoxy]propyl ]-
• CAS NO: 140872-99-7
• Molecular Formula: C19H30N6O
• Molecular Weight: 358.487
• Mol File: 140872-99-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Guanidine, N-(2-aminoethyl)-N'-cyano-N''-[3-[3-(1-piperidinylmethyl)phenoxy]propyl ]-(CAS DataBase Reference)
• NIST Chemistry Reference: Guanidine, N-(2-aminoethyl)-N'-cyano-N''-[3-[3-(1-piperidinylmethyl)phenoxy]propyl ]-(140872-99-7)
• EPA Substance Registry System: Guanidine, N-(2-aminoethyl)-N'-cyano-N''-[3-[3-(1-piperidinylmethyl)phenoxy]propyl ]-(140872-99-7)

Safety Data

• Hazardous Substances Data: 140872-99-7(Hazardous Substances Data)

Upstream product

• 98078-91-2 N-cyano-O-phenyl-N'-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>isourea 
• 107-15-3 ethylenediamine 
• 73278-98-5 N-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>amine 
• 112528-14-0 C₂₃H₂₈N₄O₂ 
• 110-89-4 piperidine 
• 79463-77-7 N-cyanodiphenylcarbonimidate 
• 73279-04-6 3-[1-piperidinylmethyl]phenol 
• 100-83-4 meta-hydroxybenzaldehyde 

Downstream Products

• 140873-31-0 C₂₅H₃₃N₇O₂ 
• 140873-16-1 C₂₅H₃₂N₁₀O₃ 
• 140873-26-3 aminopotentidine 
• 140873-52-5 C₂₈H₃₈N₆O₂ 
• 905922-21-6 4-[2-[5-[1-[6-[2-[2-cyano-3-[3-[3-(piperidin-1-ylmethyl)phenoxy]-propyl]guanidino]ethylamino]-6-oxohexyl]-3,3-dimethylindolin-2-ylidene]penta-1,3-dienyl]-3,3-dimethyl-3H-indolium-1-yl]butane-1-sulfonate 
• 126632-02-8 N-<2-(4-azido-3-iodobenzamido)ethyl>-N'-cyano-N''-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>guanidine 
• 140873-29-6 C₂₆H₃₃IN₆O₂ 
• 140873-53-6 C₂₉H₄₀N₆O₂ 
• 140873-63-8 C₂₆H₃₆N₆O₃S 
• 140873-15-0 C₂₅H₃₃N₇O₃ 
• 140873-62-7 C₂₅H₃₄N₆O₃S 

Relevant articles and documents

Anti-Helicobacter pylori agents endowed with H2-antagonist properties

New anti-Helicobacter pylori (H. pylori) agents endowed with H2-antagonists properties were obtained by combining the lamtidine derived pharmacophoric group with the antibiotic calvatic acid. All the compounds were tested for their irreversible H2-antagonist properties and for their ability to inhibit 20 H. pylori strains, two of them metronidazole resistant. The most active derivative (compound 4) displayed antimicrobial activity similar to metronidazole.

[3H]UR-DE257: Development of a tritium-labeled squaramide-type selective histamine H2 receptor antagonist

A series of new piperidinomethylphenoxypropylamine-type histamine H2 receptor (H2R) antagonists with different substituted "urea equivalents" was synthesized and characterized in functional in vitro assays. Based on these data as selection criteria, radiosynthesis of N-[6-(3,4-dioxo-2-{3-[3-(piperidin-1-ylmethyl)phenoxy]propylamino}cyclobut-1-enylamino)hexyl]-(2,3-3H2)propionic amide ([3H]UR-DE257) was performed. The radioligand (specific activity: 63Cimmol-1) had high affinity for human, rat, and guinea pig H2R (hH2R, Sf9 cells: Kd, saturation binding: 31 nM, kinetic studies: 20 nM). UR-DE257 revealed high H2R selectivity on membranes of Sf9 cells, expressing the respective hHxR subtype (Ki values: hH1R: > 10000 nM, hH2R: 28 nM, hH3R: 3800 nM, hH4R: > 10000 nM). In spite of insurmountable antagonism, probably due to rebinding of [3H]URDE257 to the H2R (extended residence time), the title compound proved to be a valuable pharmacological tool for the determination of H2R affinities in competition binding assays.

Synthesis and pharmacological activity of fluorescent histamine H2 receptor antagonists related to potentidine

Fluorescently labeled histamine H2 receptor antagonists were synthesized starting from N-cyano-N′-[3-(3-piperidin-1-ylmethylphenoxy)propyl]guanidines with an additional N″-ω-aminoalkyl substituent (chain lengths 2-8 methylene groups) or from 3-(3-piperidin-1-ylmethylphenoxy)propylamine. The primary amino group was derivatized with various fluorophores (fluorescein, acridine, dansyl, nitrobenzoxadiazole (NBD), indolo[2,3-a]quinolizine). On the isolated spontaneously beating guinea pig right atrium most of the fluorescent probes were only weakly active, however, the NBD-labeled substances proved to be potent histamine H2 receptor antagonists achieving pA2 values in the range of 7.5-8.0, comparable to the activity of famotidine.