Category: 6249-56-5

Miranda, Alexandre S. published the artcileDihomooxacalix[4]arene-based fluorescent receptors for anion and organic ion pair recognition, Quality Control of 6249-56-5, the publication is Molecules (2020), 25(20), 4708, database is CAplus and MEDLINE.

Fluorescent dihomooxacalix[4]arene-based receptors 5a-5c, bearing two naphthyl(thio)ureido groups at the lower rim via a Bu spacer, were synthesized and obtained in the cone conformation in solution The X-ray crystal structures of 1,3-(5a) and 3,4-dinaphthylurea (5b) derivatives are reported. Their binding properties towards several anions of different geometries were assessed by 1H-NMR, UV-Vis absorption and fluorescence titrations Structural and energetic insights of the naphthylurea 5a and 5b complexes were also obtained using quantum mech. calculations The data showed that all receptors follow the same trend, the association constants increase with the anion basicity, and the strongest complexes were obtained with F^–, followed by the oxoanions AcO^– and BzO^–. Proximal urea 5b is a better anion receptor compared to distal urea 5a, and both are more efficient than thiourea 5c. Compounds 5a and 5b were also investigated as heteroditopic receptors for biol. relevant alkylammonium salts, such as the neurotransmitter γ-aminobutyric acid (GABA·HCl) and the betaine deoxycarnitine·HCl. Chiral recognition towards the guest sec-butylamine·HCl was also tested, and a 5:2 selectivity for (R)-sec-BuNH₃⁺·Cl^– towards (P) or (M) enantiomers of the inherently chiral receptor 5a was shown. Based on DFT calculations, the complex [(S)-sec-BuNH₃⁺·Cl^–/(M)-5a] was indicated as the more stable.

Molecules published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Quality Control of 6249-56-5.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Lightowler, J. E. published the artcileAnalogs of γ-aminobutyric acid [as anticonvulsant agents], Synthetic Route of 6249-56-5, the publication is Archives Internationales de Pharmacodynamie et de Therapie (1963), 145(1/2), 233-42, database is CAplus.

Owing to the role of p-aminobutyric acid (I) in the central nervous system, experiments were made on the action of various I derivatives and other compounds against convulsive agents such as strychnine (II), leptazol (III), and Megimide (IV). The compounds were usually injected into the tail veins of mice. The compounds tested (full chem. names given) for anticonvulsant activity and for 24-hr. L.D.₅₀ values in mice were mostly compounds of the DF series. In some experiments the anticonvulsant effects were determined by oral administration. None of the L.D. series of compounds had any strongly antagonistic action against II, III, or IV, although in certain cases limited antagonistic effects were obtained. I itself gave no protection against II convulsions. Troxidone (V) was active against both III and IV, which may be of interest since V is chemically related to DF 666 (2-pyrroli-dinone) which has been suggested as a biol. precursor of I. Except for I, the compounds showed little activity against histamine or acetylcholine applied to the isolated guinea pig ileum. I alone had a direct effect on the isolated ileum. Following previous stimulation, the application of I caused an extremely rapid contraction and relaxation. Up to about 100 mg./ml., this effect increased with the concentration of I, but could only be repeated after a considerable time had elapsed between subsequent applications. 19 references.

Archives Internationales de Pharmacodynamie et de Therapie published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Synthetic Route of 6249-56-5.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Farquharson, Muriel E. published the artcileThe effects of some derivatives of γ-aminobutyric acid on the slowly adapting stretch receptor of Astacus fluviatilis, Product Details of C7H16ClNO2, the publication is Journal of Medicinal & Pharmaceutical Chemistry (1961), 31-40, database is CAplus and MEDLINE.

γ-Aminobutyric acid (I) and some N-substituted amide and ester derivs, of the acid were studied for changes effected in the rate of impulses set up in response to constant stretching of the crayfish stretch receptor. Tests showed that γ-substitution increased the frequency of the impulse, I and two butyramides decreased the frequency of the impulse, and simultaneous substitution of both terminal groups of I had no noticeable effect on the impulse frequency. γ-Piperidinobutyronitrile (22.7 g.) was dissolved in 20 ml. MeOH, 48 ml. methanolic HCl added slowly with cooling, the mixture allowed to stand 1.25 hrs., refluxed 0.75 hr., cooled, the solid dissolved in a minimum of H₂O, the mixture made alk. with NH₃, extracted twice with 50 ml. Et₂O and twice with 40 ml. CHCl₃, the solvent removed, and the residue distilled in vacuo to give 21.5 g. Me γ-piperidinobutyrate (II), b_1-2 824°. The HCl salt, m. 146-8°, was made by dissolving II in iso-Pr₂O, neutralizing with HCl in iso-PrCl, washing the solid with Et₂O, and recrystallizing from EtOH-Et₂O. II (10 g.) and 50 ml. 0.880N NH₃ warmed on a steam bath 8 hrs., the mixture evaporated to dryness in vacuo, and the residue triturated with Me₂CO and recrystd, from dry Me₂ CO gave γ-piperidinobutyramide (III), m. 70-2°; III.HCl m. 190-2 °. Et γ-aminobutyrate-HCl (6.1 g.) and 25 ml. 0.880N NH₃ shaken 3 hrs. at room temperature in a closed vessel, the mixture evaporated to dryness in vacuo, the residue dissolved in iso-PrOH, filtered through Kieselguhr, dry HCl in iso-PrOH added to slight excess, and the solid recrystallized 3 times from iso-PrOH-Et₂O gave 0.68 g. γ-aminobutyramide-HCl, m. 126-9°. Prepared by the same method was γ-morpholinobutyric acid-HCl, m. 131-3°. Me γ-chlorobutyrate (8.2 g.) dissolved in 20 ml. dry Me₂CO, 10 g. NaI in 50 ml. Me₂CO added at room temperature with stirring, the mixture refluxed 1.5 hrs. and filtered, the solvent removed in vacuo, the residue taken up in 20 ml. MeOH, 120 ml. 33% MeNH₂ in MeOH added, the mixture refluxed 24 hrs. (dry ice trap), the quaternary iodide precipitated by addition of excess dry Et₂O, an aqueous solution of this iodide stirred 4 hrs. at room temperature with excess Ag₂O, filtered, evaporated to dryness in vacuo, the residue dissolved in 10 ml. MeOH, acidified with HCl in isoPr₂O, a small amount of dry Et₂O added to complete precipitation, the solid washed with dry Et₂O, and the product crystallized twice from absolute EtOH gave 2.2 g. γ-butyrobetaine-HCl, m. 21214°. γ-Chlorobutyric acid dissolved in 30 ml. C₆H₆, 30 ml. SOCl₂ added dropwise with stirring during 30 min., the mixture stirred an addnl. 2 hrs., allowed to stand overnight at room temperature, the excess SOCl₂ removed as an azeotrope with C₆H₆, and the residue distilled in vacuo gave the acid chloride (IIIa), b_1.5 40-2°. IIIa (22 g.) dissolved in 100 ml. dry Me₂CO, 26 g. piperidine in 100 ml. Me₂CO added dropwise with stirring and cooling, the solid filtered, the intermediate γ-chlorobutyrylpiperidine treated immediately with 27 g. NaI, the mixture allowed to stand at room temperature 2 hrs., filtered, 13 g. piperidine added, the mixture refluxed 11 hrs., cooled, Et₂O added in excess to precipitate the piperidine HCl salt, the solid filtered, and the filtrate distilled and then fractionated in vacuo gave γ-piperidinobutyrylpiperidine (IV), b_1.5 162°, n²¹_D 1.4999; IV.HCl m. 177-8°. Also prepared was Et γ-dimethylaminobutyrate methiodide, m. 151-2°.

Journal of Medicinal & Pharmaceutical Chemistry published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Product Details of C7H16ClNO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Andersson, Lars published the artcilePreparation of 3-carboxy-N,N,N-trimethylpropanaminium chloride (γ-butyrobetaine hydrochloride), Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Synthesis (1981), 468-9, database is CAplus.

Me₃N⁺(CH₂)₃CO₂H Cl^– was prepared in 18% yield by treatment of Me₂N(CH₂)₃CO₂H with RNHC(OMe):NR (R = cyclohexyl) (I) followed by HCl. I was prepared from N,N‘-dicyclohexylcarbodiimide and MeOH with a CuCl catalyst.

Synthesis published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Takahashi, Hidehiko published the artcileRelation between the hypotensive activity and chemical structure of γ-aminobutyric acid in the rabbit, Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Japan. J. Physiol. (1962), 97-105, database is CAplus.

γ-Aminobutyric acid applied intrathecalty gave a stronger and longer depressor response than that given intravenously. Me esters and N-substitution of γ-aminobutyric acid gave little response when applied intrathecally.

Japan. J. Physiol. published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C18H19ClN4, Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ogris, Manfred published the artcileNovel biocompatible cationic copolymers based on polyaspartylhydrazide being potent as gene vector on tumor cells, COA of Formula: C7H16ClNO2, the publication is Pharmaceutical Research (2007), 24(12), 2213-2222, database is CAplus and MEDLINE.

The reaction between α,β-poly(aspartylhydrazide) (PAHy), a water soluble synthetic polymer and 3-(carboxypropyl)trimethyl-ammonium chloride (CPTACl) produced copolymers bearing permanent pos. charges (PAHy-CPTA) with mol. weight of 10 kDa and PAHy-CPTA copolymers differing in pos. charge amount (18-58%) were chosen for biol. investigations. Biophys. properties of DNA/PAHy-CPTA polyplexes were evaluated in terms of DNA condensation, zeta potential and size distribution. Cytotoxicity studies on Neuro2A murine neuroblastoma cells evidenced absence of toxicity of these copolymers up to 300 μg/mL unlike linear polyethylenimine (LPEI) that was highly toxic already at 20 μg/mL. PAHy-CPTA copolymers did not induce any erythrocyte aggregation up to 1 mg/mL. Cellular interaction studies of PAHy-CPTA polyplexes evidenced a faster binding of these polyplexes with cells compared to DNA/LPEI polyplexes. The in vitro transfection ability of PAHy-CPTA polyplexes was strongly affected by exptl. conditions reaching about 10% of the transfection efficiency of optimized LPEI polyplexes. Finally, in vivo application studies confirmed the biocompatibility of PAHy-CPTA copolymers. With LPEI, clear signs of microvesicular fatty liver were observed and with LPEI polyplexes significant weight loss. In strong contrast, PAHy-CPTA did not induce histopathol. changes or weight loss.

Pharmaceutical Research published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, COA of Formula: C7H16ClNO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bretschneider, Leonore published the artcileCationically modified 6-deoxy-6-azido cellulose as a water-soluble and reactive biopolymer derivative, Product Details of C7H16ClNO2, the publication is Polymer Bulletin (Heidelberg, Germany) (2015), 72(3), 473-485, database is CAplus.

Cellulose p-toluenesulfonic acid ester was obtained by conversion of cellulose with p-toluenesulfonic acid chloride and triethylamine in N,N-dimethylacetamide/LiCl solution Further reaction with sodium azide afforded the corresponding 6-deoxy-6-azido cellulose with almost complete displacement of the sulfonate groups. Conversion of 6-deoxy-6-azido cellulose with carboxypropyltrimethylammonium chloride in the presence of N,N’-carbonyldiimidazole yielded 6-deoxy-6-azido cellulose-2,3-O-[4-(N,N,N-trimethylammonium)]butyrate chloride with the degree of substitution of cationic groups up to 0.24. Alternatively, conversion of 6-deoxy-6-azido cellulose with 4-bromobutyltrimethylammonium bromide in the presence of sodium hydroxide in 2-propanol slurry afforded 6-deoxy-6-azido-2,3-O-(4-trimethylammonium)butyl cellulose bromide with a DS of cationic groups up to 0.30. The resulting products are water soluble provided that the content of cationic groups is sufficiently high. Etherification was found to influence the d.p. much more than esterification. Utilization of DMSO and sodium hydride caused predominant polymer degradation

Polymer Bulletin (Heidelberg, Germany) published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Product Details of C7H16ClNO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Tosi, Umberto published the artcileReal-Time, in Vivo Correlation of Molecular Structure with Drug Distribution in the Brain Striatum Following Convection Enhanced Delivery, Computed Properties of 6249-56-5, the publication is ACS Chemical Neuroscience (2019), 10(5), 2287-2298, database is CAplus and MEDLINE.

The blood-brain barrier (BBB) represents a major obstacle in delivering therapeutics to brain lesions. Convection-enhanced delivery (CED), a method that bypasses the BBB through direct, cannula-mediated drug delivery, is one solution to maintaining increased, effective drug concentration at these lesions. CED was recently proven safe in a phase I clin. trial against diffuse intrinsic pontine glioma (DIPG), a childhood cancer. Unfortunately, the exact relationship between drug size, charge, and pharmacokinetic behavior in the brain parenchyma are difficult to observe in vivo. PET imaging of CED-delivered agents allows us to determine these relationships. In this study, we label different modifications of the PDGFRA inhibitor dasatinib with fluorine-18 or via a nanofiber-zirconium-89 system so that the effect of drug structure on post-CED behavior can accurately be tracked in vivo, via PET. Relatively unchanged bioactivity is confirmed in patient- and animal-model-derived cell lines of DIPG. In naïve mice, significant individual variability in CED drug clearance is observed, highlighting a need to accurately understand drug behavior during clin. translation. Generally, the half-life for a drug to clear from a CED site is short for low mol. weight dasatinib analogs that bare different charge; 1-3 (1, 32.2 min (95% CI: 27.7-37.8), 2, 44.8 min (27.3-80.8), and 3, 71.7 min (48.6-127.6) minutes) and is much longer for a dasatinib-nanofiber conjugate, 5, (42.8-57.0 days). Positron emission tomog. allows us to accurately measure the effect of drug size and charge in monitoring real-time drug behavior in the brain parenchyma of live specimens.

ACS Chemical Neuroscience published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C18H10, Computed Properties of 6249-56-5.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Hoerner, Sebastian published the artcileNanoscale Biodegradable Organic-Inorganic Hybrids for Efficient Cell Penetration and Drug Delivery, Computed Properties of 6249-56-5, the publication is Angewandte Chemie, International Edition (2016), 55(47), 14842-14846, database is CAplus and MEDLINE.

We report a comprehensive study on novel, highly efficient, and biodegradable hybrid mol. transporters. To this end, we designed a series of cell-penetrating, cube-octameric silsesquioxanes (COSS), and investigated cellular uptake by confocal microscopy and flow cytometry. A COSS with dense spatial arrangement of guanidinium groups displayed fast uptake kinetics and cell permeation at nanomolar concentrations in living HeLa cells. Efficient uptake was also observed in bacteria, yeasts, and archaea. The COSS-based carrier was significantly more potent than cell-penetrating peptides (CPPs) and displayed low toxicity. It efficiently delivered a covalently attached cytotoxic drug, doxorubicin, to living tumor cells. As the uptake of fluorescently labeled carrier remained in the presence of serum, the system could be considered particularly attractive for the in vivo delivery of therapeutics.

Angewandte Chemie, International Edition published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Computed Properties of 6249-56-5.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Patel, Daksha published the artcileThe cell labeling efficacy, cytotoxicity and relaxivity of copper-activated MRI/PET imaging contrast agents, Safety of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Biomaterials (2010), 32(4), 1167-1176, database is CAplus and MEDLINE.

A new class of nanoparticle-based dual-modality positron emission tomog./magnetic resonance imaging (PET/MRI) contrast agents has been developed. The probe consists of a superparamagnetic iron oxide (SPIO) or manganese oxide core coated with 3,4-dihydroxy-D,L-phenylalanine (dl-DOPA). The chelator 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) was conjugated to DOPA termini. The DOTA modified nanoparticles allow chelation of copper for PET imaging. These surface functionalized nanoparticle-based probes have been characterized by various anal. techniques. The cell-labeling efficacy, cytotoxicity and relaxivity of these nanoparticles have been evaluated and compared with the same properties of one of the most commonly utilized MRI contrast agents, Feridex. Evidently, this new nanoparticle has a great potential for use in cell tracking with MRI and PET in the absence of transfecting agent. It is noteworthy that there is a sharp increase in r₂ relaxivity of these nanoparticles on coordination with Cu²⁺ ions. Thus these iron oxide nanoparticles can also be explored as the smart magnetic resonance (MR) sensor for the detection of micromolar changes in copper concentration for neurodegenerative diseases such as Alzheimer’s disease, Menkes and Wilson’s diseases, amyotrophic lateral sclerosis and prion diseases.

Biomaterials published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Safety of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics