Category: 35621-01-3

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of 4-aminopiperidine》. Authors are Yakhontov, L. N.; Yatsenko, S. V.; Rubtsov, M. V..The article about the compound:Piperidin-4-amine dihydrochloridecas:35621-01-3,SMILESS:NC1CCNCC1.[H]Cl.[H]Cl).Reference of Piperidin-4-amine dihydrochloride. Through the article, more information about this compound (cas:35621-01-3) is conveyed.

Hydrogenation of 4-aminopyridine in alc. HCl over Pt at room temperature and 80 atm. H gave 16.5% 4-aminopiperidine-2HCl (I), m. 331-3° (picrate m. 245°). Hydrogenation of isonicotinic hydrazide in 4% HCl over Pt at room temperature gave 76% isonipecotinic hydrazide-2HCl, m. 240-2°. This treated with NaNO2 at -5°, then concentrated, and the resulting precipitate extracted with hot EtOH gave after refluxing 6 hrs. further with concentrated HCl 35% 4-aminopiperidine, isolated as HCl salt identical with the above. Hydrogenation of isonicotinic acid-HCl in 4% HCl over Pt gave isonipecotinic acid-HCl, decompose 299°, which treated with NaN3 in the presence of H2SO4 in C6H6 at 40° gave after aqueous treatment with NaOH 66% 4-aminopiperidine, isolated as HCl salt. Isonipecotinic acid HCl salt (II) and HN3 in H2SO4 and C6H6 gave at 80° 62% 4-aminopiperidine HCl salt. Refluxing II with NaO2CH and HCO2H 3 hrs. gave 44% 1-formylisonipecotinic acid, m. 136-38°. Heating I with HCO2Na in HCONH2 7 hrs. gave after aqueous treatment 62.5% 1-formyl-4-formamidopiperidine, m. 77-9°.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Cabello-Sanchez, Noemi; Jean, Ludovic; Maddaluno, Jacques; Lasne, Marie-Claire; Rouden, Jacques published the article 《Palladium-mediated N-arylation of heterocyclic diamines: insights into the origin of an unusual chemoselectivity》. Keywords: palladium arylation heterocyclic diamine chemoselectivity.They researched the compound: Piperidin-4-amine dihydrochloride( cas:35621-01-3 ).Recommanded Product: 35621-01-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:35621-01-3) here.

The chemoselectivity of the palladium-mediated reaction of bromobenzene with various heterocyclic diamines was studied. Whatever the ligand used, 3-aminopyrrolidine underwent arylation of the secondary amine function (>82%), whereas the more flexible 3-aminoazepine was arylated on its primary function (>70%). The ratio “”arylation of primary amine vs. arylation of secondary amine”” of 3-aminopiperidine with bromobenzene varied from 90:10 (BINAP, electron-enriched and hindered biphenyls L2 or L3) to 32:68 with the Josiphos-type ligand L10. The same trend was observed when 4-aminopiperidine was used (82:18 with L2 and 17:83 with L10). This selectivity can be tuned by the choice of aryl halide partners having different steric and electronic properties. A cooperative effect of both nitrogens of diamines during the reaction was deduced from competitive experiments Finally, 13C and 31P NMR experiments, carried out with 3-aminopyrrolidine at room temperature, support a fast coordination of the primary amine to the metal. Indeed, a palladium complex resulting from the unusual displacement of one phosphine group of the intermediate ArPdX(BINAP) by the primary amino group was characterized.

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Product Details of 35621-01-3. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Piperidin-4-amine dihydrochloride, is researched, Molecular C5H14Cl2N2, CAS is 35621-01-3, about Palladium-mediated N-arylation of heterocyclic diamines: insights into the origin of an unusual chemoselectivity. Author is Cabello-Sanchez, Noemi; Jean, Ludovic; Maddaluno, Jacques; Lasne, Marie-Claire; Rouden, Jacques.

The chemoselectivity of the palladium-mediated reaction of bromobenzene with various heterocyclic diamines was studied. Whatever the ligand used, 3-aminopyrrolidine underwent arylation of the secondary amine function (>82%), whereas the more flexible 3-aminoazepine was arylated on its primary function (>70%). The ratio “”arylation of primary amine vs. arylation of secondary amine”” of 3-aminopiperidine with bromobenzene varied from 90:10 (BINAP, electron-enriched and hindered biphenyls L2 or L3) to 32:68 with the Josiphos-type ligand L10. The same trend was observed when 4-aminopiperidine was used (82:18 with L2 and 17:83 with L10). This selectivity can be tuned by the choice of aryl halide partners having different steric and electronic properties. A cooperative effect of both nitrogens of diamines during the reaction was deduced from competitive experiments Finally, 13C and 31P NMR experiments, carried out with 3-aminopyrrolidine at room temperature, support a fast coordination of the primary amine to the metal. Indeed, a palladium complex resulting from the unusual displacement of one phosphine group of the intermediate ArPdX(BINAP) by the primary amino group was characterized.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Piperidin-4-amine dihydrochloride( cas:35621-01-3 ) is researched.SDS of cas: 35621-01-3.Takai, Haruki; Obase, Hiroyuki; Nakamizo, Nobuhiro; Teranishi, Masayuki; Kubo, Kazuhiro; Shuto, Katsuichi; Hashimoto, Tamotsu published the article 《Synthesis and pharmacological evaluation of piperidine derivatives with various heterocyclic rings at the 4-position》 about this compound( cas:35621-01-3 ) in Chemical & Pharmaceutical Bulletin. Keywords: antiulcer antiinflammatory antihypertensive heterocyclylpiperidine preparation; structure activity antihypertensive heterocyclylpiperidine; piperidine heterocyclyl preparation biol activity. Let’s learn more about this compound (cas:35621-01-3).

A series of piperidine derivatives with various heterocyclic rings at the 4-position, e.g. I, II, was prepared and tested for antihypertensive activity and other biol. activities. The antihypertensive effects of the present compounds in the spontaneous hypertensive rat were less potent than those of previously reported compounds However, some exhibited antiulcer and/or antiinflammatory activity. Structure-activity relationships are discussed.

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Pyrimidine | C4H4N2 – PubChem,
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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Piperidin-4-amine dihydrochloride(SMILESS: NC1CCNCC1.[H]Cl.[H]Cl,cas:35621-01-3) is researched.Category: benzofurans. The article 《Polyamine Analog Regulation of NMDA MK-801 Binding: A Structure-Activity Study》 in relation to this compound, is published in Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:35621-01-3).

A series of analogs and homologs of spermine were synthesized, and their impact on MK-801 binding to the N-methyl-D-aspartate (NMDA) receptor was evaluated. These tetraamines encompass both linear and cyclic compounds The linear mols. include norspermine, N1,N11-diethylnorspermine, N1,N12-bis(2,2,2-trifluoroethyl)spermine, homospermine, and N1,N14-diethylhomospermine. The cyclic tetraamines consist of the piperidine analogs N1,N3-bis(4-piperidinyl)-1,3-diaminopropane, N1,N4-bis(4-piperidinyl)-1,4-diaminobutane, N1,N4-bis(4-piperidinylmethyl)-1,4-diaminobutane, and N1,N4-bis[2-(4-piperidinyl)ethyl]-1,4-diaminobutane and the pyridine analogs N1,N3-bis(4-pyridyl)-1,3-diaminopropane, N1,N4-bis(4-pyridyl)-1,4-diaminobutane, N1,N4-bis(4-pyridylmethyl)-1,4-diaminobutane, and N1,N4-bis[2-(4-pyridyl)ethyl]-1,4-diaminobutane. This structure-activity set makes it possible to establish the importance of charge, intercharge distance, and terminal nitrogen substitution on polyamine-regulated MK-801 binding in the NMDA channel. Four families of tetraamines are included in this set: norspermines, spermines, homospermines, and tetraazaoctadecanes. Calculations employing a SYBYL modeling program revealed that the distance between terminal nitrogens ranges between 12.62 and 19.61 Å. The tetraamines are constructed such that within families cyclics and acyclics have similar lengths but different nitrogen pKa’s and thus different protonation, or charge, states at physiol. pH. The pKa values for all nitrogens of each mol. and its protonation state at physiol. pH are described. The modifications at the terminal nitrogens include introduction of Et and β,β,β-trifluoroethyl groups and incorporation into piperidinyl or pyridyl systems. The studies clearly indicate that polyamine length, charge, and terminal nitrogen substitution have a significant effect on how the tetraamine regulates MK-801 binding to the NMDA receptor. Thus a structure-activity basis set on which future design of MK-801 agonists and antagonists can be based is now available.

There is still a lot of research devoted to this compound(SMILES：NC1CCNCC1.[H]Cl.[H]Cl)Computed Properties of C5H14Cl2N2, and with the development of science, more effects of this compound(35621-01-3) can be discovered.

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Pyrimidine | C4H4N2 – PubChem,
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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Piperidin-4-amine dihydrochloride, is researched, Molecular C5H14Cl2N2, CAS is 35621-01-3, about Palladium-mediated N-arylation of heterocyclic diamines: insights into the origin of an unusual chemoselectivity.Recommanded Product: 35621-01-3.

The chemoselectivity of the palladium-mediated reaction of bromobenzene with various heterocyclic diamines was studied. Whatever the ligand used, 3-aminopyrrolidine underwent arylation of the secondary amine function (>82%), whereas the more flexible 3-aminoazepine was arylated on its primary function (>70%). The ratio “”arylation of primary amine vs. arylation of secondary amine”” of 3-aminopiperidine with bromobenzene varied from 90:10 (BINAP, electron-enriched and hindered biphenyls L2 or L3) to 32:68 with the Josiphos-type ligand L10. The same trend was observed when 4-aminopiperidine was used (82:18 with L2 and 17:83 with L10). This selectivity can be tuned by the choice of aryl halide partners having different steric and electronic properties. A cooperative effect of both nitrogens of diamines during the reaction was deduced from competitive experiments Finally, 13C and 31P NMR experiments, carried out with 3-aminopyrrolidine at room temperature, support a fast coordination of the primary amine to the metal. Indeed, a palladium complex resulting from the unusual displacement of one phosphine group of the intermediate ArPdX(BINAP) by the primary amino group was characterized.

There is still a lot of research devoted to this compound(SMILES：NC1CCNCC1.[H]Cl.[H]Cl)Recommanded Product: 35621-01-3, and with the development of science, more effects of this compound(35621-01-3) can be discovered.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of C5H14Cl2N2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Piperidin-4-amine dihydrochloride, is researched, Molecular C5H14Cl2N2, CAS is 35621-01-3, about Putrescine or spermidine binding site of aminopropyltransferases and competitive inhibitors. Author is Shirahata, Akira; Morohohi, Toru; Fukai, Masayo; Akatsu, Sakae; Samejima, Keijiro.

A model of the active site of aminopropyltransferases was proposed based on the study of a number of monoamino and diamino compounds as potential inhibitors and substrates, resp., of spermidine synthase purified from pig liver. The active site seems to have a relatively large hydrophobic cavity adjacent to a neg. charged site, to which a protonated amino group of putrescine binds, with another amino group of putrescine being situated in the hydrophobic cavity as a free form to be aminopropylated by decarboxylated S-adenosylmethionine. On the basis of the above-mentioned model, another modified one was proposed for spermine synthase, and several compounds designed according to the modified model were found to potently inhibit spermine synthase, purified from rat brain, in competition with spermidine. The newly developed inhibitors were about two orders of magnitude more potent in vitro than a known inhibitor of spermine synthase, dimethyl(5′-adenosyl)sulfonium perchlorate.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of 4-aminopiperidine》. Authors are Yakhontov, L. N.; Yatsenko, S. V.; Rubtsov, M. V..The article about the compound:Piperidin-4-amine dihydrochloridecas:35621-01-3,SMILESS:NC1CCNCC1.[H]Cl.[H]Cl).Related Products of 35621-01-3. Through the article, more information about this compound (cas:35621-01-3) is conveyed.

Hydrogenation of 4-aminopyridine in alc. HCl over Pt at room temperature and 80 atm. H gave 16.5% 4-aminopiperidine-2HCl (I), m. 331-3° (picrate m. 245°). Hydrogenation of isonicotinic hydrazide in 4% HCl over Pt at room temperature gave 76% isonipecotinic hydrazide-2HCl, m. 240-2°. This treated with NaNO2 at -5°, then concentrated, and the resulting precipitate extracted with hot EtOH gave after refluxing 6 hrs. further with concentrated HCl 35% 4-aminopiperidine, isolated as HCl salt identical with the above. Hydrogenation of isonicotinic acid-HCl in 4% HCl over Pt gave isonipecotinic acid-HCl, decompose 299°, which treated with NaN3 in the presence of H2SO4 in C6H6 at 40° gave after aqueous treatment with NaOH 66% 4-aminopiperidine, isolated as HCl salt. Isonipecotinic acid HCl salt (II) and HN3 in H2SO4 and C6H6 gave at 80° 62% 4-aminopiperidine HCl salt. Refluxing II with NaO2CH and HCO2H 3 hrs. gave 44% 1-formylisonipecotinic acid, m. 136-38°. Heating I with HCO2Na in HCONH2 7 hrs. gave after aqueous treatment 62.5% 1-formyl-4-formamidopiperidine, m. 77-9°.

If you want to learn more about this compound(Piperidin-4-amine dihydrochloride)Related Products of 35621-01-3, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(35621-01-3).

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Name: Piperidin-4-amine dihydrochloride. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Piperidin-4-amine dihydrochloride, is researched, Molecular C5H14Cl2N2, CAS is 35621-01-3, about Efficient and Scalable Method for the Selective Alkylation and Acylation of Secondary Amines in the Presence of Primary Amines. Author is Laduron, Frederic; Tamborowski, Vanessa; Moens, Luc; Horvath, Andras; De Smaele, Dirk; Leurs, Stef.

Selective substitution of secondary amines in the presence of primary amines is performed by using the reaction solvent, Me isobutylketone (MIBK), as a temporary protecting group for the primary amine. After acylation or alkylation of the secondary amine, the resulting imine intermediate is smoothly hydrolyzed, leading to the free primary amine in high yield and purity. This procedure represents a cheap and scalable alternative to multistep methods requiring several protections and deprotections.

If you want to learn more about this compound(Piperidin-4-amine dihydrochloride)Name: Piperidin-4-amine dihydrochloride, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(35621-01-3).

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 35621-01-3. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Piperidin-4-amine dihydrochloride, is researched, Molecular C5H14Cl2N2, CAS is 35621-01-3, about Synthesis and pharmacological evaluation of piperidine derivatives with various heterocyclic rings at the 4-position.

A series of piperidine derivatives with various heterocyclic rings at the 4-position, e.g. I, II, was prepared and tested for antihypertensive activity and other biol. activities. The antihypertensive effects of the present compounds in the spontaneous hypertensive rat were less potent than those of previously reported compounds However, some exhibited antiulcer and/or antiinflammatory activity. Structure-activity relationships are discussed.

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