Category: 25271-35-6

《A novel series of potent and selective ketone histone deacetylase inhibitors with antitumor activity in vivo》 was written by Jones, Philip; Altamura, Sergio; De Francesco, Raffaele; Gonzalez Paz, Odalys; Kinzel, Olaf; Mesiti, Giuseppe; Monteagudo, Edith; Pescatore, Giovanna; Rowley, Michael; Verdirame, Maria; Steinkuhler, Christian. Reference of 1-Methylpiperidine-2-carboxylic acid hydrochloride And the article was included in Journal of Medicinal Chemistry on April 24 ,2008. The article conveys some information:

Histone deacetylase (HDAC) inhibitors offer a promising strategy for cancer therapy, and the first generation HDAC inhibitors are currently in the clinic. Entirely novel ketone HDAC inhibitors have been developed from the cyclic tetrapeptide apicidin. These compounds show class I subtype selectivity and levels of cellular activity comparable to clin. candidates. A representative example has demonstrated tumor growth inhibition in a human colon HCT-116 carcinoma xenograft model comparable to known inhibitors. The experimental process involved the reaction of 1-Methylpiperidine-2-carboxylic acid hydrochloride(cas: 25271-35-6Reference of 1-Methylpiperidine-2-carboxylic acid hydrochloride)

1-Methylpiperidine-2-carboxylic acid hydrochloride(cas: 25271-35-6) is a member of piperidine. Piperidine-containing compounds are also frequently employed in synthesis as ligands or auxiliaries. Accordingly, many efforts have been devoted to the development of novel methods for the synthesis of these compounds over the years.Reference of 1-Methylpiperidine-2-carboxylic acid hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Category: piperidinesOn October 6, 2005 ,《Potent Cannabinergic Indole Analogues as Radioiodinatable Brain Imaging Agents for the CB1 Cannabinoid Receptor》 was published in Journal of Medicinal Chemistry. The article was written by Deng, Hongfeng; Gifford, Andrew N.; Zvonok, Alexander M.; Cui, Guangjian; Li, Xiuyan; Fan, Pusheng; Deschamps, Jeffrey R.; Flippen-Anderson, Judith L.; Gatley, S. John; Makriyannis, Alexandros. The article contains the following contents:

A series of novel aminoalkylindoles was synthesized in an effort to develop compounds that are potent agonists at the CB1 cannabinoid receptor and that are also easily labeled with radioisotopes of iodine for biochem. and imaging studies. 2-Iodophenyl-[1-(1-methylpiperidin-2-ylmethyl)-1H-indol-3-yl]methanone I (AM2233) had a very high affinity for the rat CB1 receptor, with most of the affinity residing with the (R)-enantiomer. Radioiodinated racemic I and its enantiomers were prepared by radioiododestannylation of the tributyltin analogs in high yields, radiochem. purities, and specific radioactivities. In a mouse hippocampal membrane preparation with [131I](R)-I as radioligand, racemic I exhibited a Ki value of 0.2 nM compared with 1.6 nM for WIN55212-2. In autoradiog. experiments with mouse brain sections, the distribution of radioiodinated I was consistent with that of brain CB1 receptors. Again, very little specific binding was seen with the (S)-enantiomer [131I](S)-I and none occurred with the (R)-enantiomer [131I](R)-I in sections from CB1 receptor knockout mice. Radioiodinated I thus appears to be a suitable radioligand for studies of CB1 cannabinoid receptors. After reading the article, we found that the author used 1-Methylpiperidine-2-carboxylic acid hydrochloride(cas: 25271-35-6Category: piperidines)

1-Methylpiperidine-2-carboxylic acid hydrochloride(cas: 25271-35-6) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 1957,Recueil des Travaux Chimiques des Pays-Bas et de la Belgique included an article by Beyerman, H. C.; Eenshuistra, J.; Eveleens, W.. Electric Literature of C7H14ClNO2. The article was titled 《Absolute configuration of sedamine and sedridine》. The information in the text is summarized as follows:

Synthetic 1-phenyl-2-(2-N-methylpiperidyl)ethanol (I) was previously separated into its 2-diastereoisomeric pairs, (±)-sedamine (Ia) and (±)-allosedamine (Ib) (cf. B. and Enthoven, C.A. 50, 13005i). By using Dg-(+)-dibenzoyltartaric acid, Ia, m. 89-90°, gave (+)-sedamine Dg-bis(dibenzoyltartrate) monohydrate, m. 133-4°, [α]D18 87.5 ± 1.7° (c 3.00, alc.), converted to (+)-sedamine, m. 61-2°, [α]D18 91.5 ± 1° (c 3.29, alc.) (not previously isolated from Sedum acre L.). Similar resolution of Ib through (-)-allosedamine Lg-bis(dibenzoyltartrate) monohydrate, m. 110-11°, [α]D18 -82.5 ± 1° (c 2.01, alc.) and (+)-allosedamine Dg-bis(dibenzoyltartrate) monohydrate, m. 112-13°, [α]D19 83.2 ± 1° (c 1.74, alc.) yielded (+)-allosedamine (Ic), m. 79-80°, [α]D20 18.6 ± 0.4° (c 2.42, alc.), and (-)-allosedamine (Id), m. 79-80°, [α]D21 -18.9 ± 0.9° (c 2.06, alc.); chloroaurate, m. 182-3°. Ic or Id is probably identical with the alkaloid, C14H21NO, of Wieland, et al. (C.A. 34, 1088). Ic and (-)-sedamine (II) refluxed 1 hr. with CrO3 in 4NH2SO4 gave (+)-N-methylpipecolic acid HCl salt, m. 211-12°, [α]D20 47.2 ± 0.8° (c 2.42, H2O), and (-)-N-methylpipecolic acid HCl salt, m. 211-12° [α]D20 47.2 ± 0.8° (c 2.42, H2O), identical with the HCl salts originating from the N-methylation of (-)- or (+)-pipecolic acid (III) with HCHO. III is related via the alkaloid baikiaine with L-aspartic acid (cf. King, et al., C.A. 45, 7083b) and accordingly, in II and Id, the arrangement of the bonds around the piperidine ring asym. C atom corresponds to the Ls configuration. The absolute configuration of the piperidine part of natural (+)-sedridine (IV), m. 83-4°, [α]D22 26° (c 1.28, alc.), [α]D20 286 ± 0.9° (c 2.28, alc.), may be deduced from the literature data and it would seem that the asym. center in the piperidine ring of IV also has the Ls configuration. These stereochem. findings are consistent with the conception of the origin of the piperidine portion of II and IV from L-amino acids. The experimental part of the paper was very detailed, including the reaction process of 1-Methylpiperidine-2-carboxylic acid hydrochloride(cas: 25271-35-6Electric Literature of C7H14ClNO2)

1-Methylpiperidine-2-carboxylic acid hydrochloride(cas: 25271-35-6) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Electric Literature of C7H14ClNO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 1957,Recueil des Travaux Chimiques des Pays-Bas et de la Belgique included an article by Beyerman, H. C.; Eenshuistra, J.; Eveleens, W.. Formula: C7H14ClNO2. The article was titled 《Absolute configuration of sedamine and sedridine》. The information in the text is summarized as follows:

Synthetic 1-phenyl-2-(2-N-methylpiperidyl)ethanol (I) was previously separated into its 2-diastereoisomeric pairs, (±)-sedamine (Ia) and (±)-allosedamine (Ib) (cf. B. and Enthoven, C.A. 50, 13005i). By using Dg-(+)-dibenzoyltartaric acid, Ia, m. 89-90°, gave (+)-sedamine Dg-bis(dibenzoyltartrate) monohydrate, m. 133-4°, [α]D18 87.5 ± 1.7° (c 3.00, alc.), converted to (+)-sedamine, m. 61-2°, [α]D18 91.5 ± 1° (c 3.29, alc.) (not previously isolated from Sedum acre L.). Similar resolution of Ib through (-)-allosedamine Lg-bis(dibenzoyltartrate) monohydrate, m. 110-11°, [α]D18 -82.5 ± 1° (c 2.01, alc.) and (+)-allosedamine Dg-bis(dibenzoyltartrate) monohydrate, m. 112-13°, [α]D19 83.2 ± 1° (c 1.74, alc.) yielded (+)-allosedamine (Ic), m. 79-80°, [α]D20 18.6 ± 0.4° (c 2.42, alc.), and (-)-allosedamine (Id), m. 79-80°, [α]D21 -18.9 ± 0.9° (c 2.06, alc.); chloroaurate, m. 182-3°. Ic or Id is probably identical with the alkaloid, C14H21NO, of Wieland, et al. (C.A. 34, 1088). Ic and (-)-sedamine (II) refluxed 1 hr. with CrO3 in 4NH2SO4 gave (+)-N-methylpipecolic acid HCl salt, m. 211-12°, [α]D20 47.2 ± 0.8° (c 2.42, H2O), and (-)-N-methylpipecolic acid HCl salt, m. 211-12° [α]D20 47.2 ± 0.8° (c 2.42, H2O), identical with the HCl salts originating from the N-methylation of (-)- or (+)-pipecolic acid (III) with HCHO. III is related via the alkaloid baikiaine with L-aspartic acid (cf. King, et al., C.A. 45, 7083b) and accordingly, in II and Id, the arrangement of the bonds around the piperidine ring asym. C atom corresponds to the Ls configuration. The absolute configuration of the piperidine part of natural (+)-sedridine (IV), m. 83-4°, [α]D22 26° (c 1.28, alc.), [α]D20 286 ± 0.9° (c 2.28, alc.), may be deduced from the literature data and it would seem that the asym. center in the piperidine ring of IV also has the Ls configuration. These stereochem. findings are consistent with the conception of the origin of the piperidine portion of II and IV from L-amino acids. The experimental part of the paper was very detailed, including the reaction process of 1-Methylpiperidine-2-carboxylic acid hydrochloride(cas: 25271-35-6Formula: C7H14ClNO2)

1-Methylpiperidine-2-carboxylic acid hydrochloride(cas: 25271-35-6) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Formula: C7H14ClNO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem