Diamines
These versatile molecules find applications in various fields, including pharmaceuticals, materials science, and organic synthesis.
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The dROM test reflects the amount of organic hydroperoxides that is related to the free radicals from which they are formed. When the samples are dissolved in an acidic buffer, the hydroperoxides react with the transition metal (mainly iron) ions liberated from the proteins in the acidic medium and are converted to alkoxy and peroxy radicals. These newly formed radicals oxidize an additive aromatic amine (N,N-diethyl-para-phenylen-diamine) and cause formation of a relatively stable colored cation radical that is spectrophotometrically detectable at 505 nm [33] (link), [36] (link). The results are expressed in arbitrary units (U. Carr), one unit of which corresponds to 0.8 mg/L of hydrogen peroxide [33] (link), [36] (link).
The BAP test provides an estimate of the global antioxidant capacity of blood plasma, measured as its reducing potential against ferric ions. When the sample is added to the colored solution obtained by mixing a ferric chloride solution with a thiocyanate derivative solution, decoloration results. The intensity of the decoloration is spectrophotometrically detectable at 505 nm and is proportional to the ability of plasma to reduce ferric ions [34] (link), [37] (link). The results are expressed in µmol/L of the reduced ferric ions.
The SH test provides an estimate of the total thiol groups in the biologic samples, using a modified Ellman method [38] (link), [39] (link). When the sample is added to the solution, sulfhydryl groups in the sample react with 5,5-dithiobus-2-nitrobenzoic acid, which is followed by development of a stained complex that is spectrophotometrically detectable at 405 nm and is proportional to their concentration according to the Beer-Lambert law [34] (link), [36] (link). The results are expressed as µmol/L of the sulfhydryl groups.
Most recents protocols related to «Diamines»
Example 11
Step a: To a stirred suspension of 2,4-dichloro-6-methyl-3-nitropyridine (2.5 g, 12 mmol) in 24 mL of THE was added a solution of 7N NH3 in MeOH (14 mL, 98 mmol). After stirring for 3 h, the volatiles were removed in vacuo. The crude residue was purified by silica gel column chromatography to give 2-chloro-6-methyl-3-nitropyridin-4-amine. C6H7CN3O2 [M+H]+ 188.0, found 188.0.
Step b: To a stirred mixture of 2-chloro-6-methyl-3-nitropyridin-4-amine (760 mg, 4.1 mmol) and Fe (1.1 g, 20 mmol) in a 5:1 solution of EtOH/H2O (24 mL) was added 4.4 mL of conc. HCl. The contents were refluxed for 30 min, then cooled to room temperature and quenched with 100 mL of sat. NaHCO3 (aq). The mixture was extracted with EtOAc and the combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo to yield 2-chloro-6-methylpyridine-3,4-diamine. MS: (ES) m/z calculated for C6H9ClN3 [M+H]+ 158.0, found 158.0.
Step c: To a stirred solution of 2-chloro-6-methylpyridine-3,4-diamine (0.49 g, 3.1 mmol) in 3 mL of EtOH was added a 40% w/w aqueous solution of glyoxal (2.0 mL, 12 mmol). After refluxing for 16 h, the mixture was diluted with H2O and extracted with EtOAc. The organic layers were combined, dried over MgSO4, filtered and concentrated in vacuo. The crude residue was purified by silica gel column chromatography to give 5-chloro-7-methylpyrido[3,4-b]pyrazine. MS: (ES) m/z calculated for C8H7ClN3 [M+H]+ 180.0, found 180.1.
Step d: To a stirred solution of 5-chloro-7-methylpyrido[3,4-b]pyrazine (200 mg, 1.0 mmol) and 2′-chloro-2-methyl-3′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-3-amine (350 mg, 1.0 mmol) in 2 mL of MeCN was added AcOH (0.18 mL, 3.1 mmol). After 30 min, the volatiles were concentrated in vacuo. The crude residue was purified by silica gel column chromatography to give N-(2′-chloro-2-methyl-3′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-3-yl)-7-methylpyrido[3,4-b]pyrazin-5-amine. MS: (ES) m/z calculated for C27H29BClN4O2 [M+H]+ 487.2, found 487.2.
Step e: To a stirred solution of N-(2′-chloro-2-methyl-3′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-3-yl)-7-methylpyrido[3,4-b]pyrazin-5-amine (390 mg, 0.66 mmol), 6-chloro-2-methoxynicotinaldehyde (240 mg, 1.4 mmol), and K3PO4 (490 mg, 2.3 mmol) in a 1:1 solution of 1,4-dioxane/H2O (3.3 mL) under N2 (g) was added Pd(PPh3)4 (76 mg, 0.066 mmol). The mixture was stirred under N2 (g) at 90° C. for 3 h. The mixture was diluted with H2O and then extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated. The crude residue was purified by silica gel column chromatography to give 6-(2-chloro-2′-methyl-3′-((7-methylpyrido[3,4-b]pyrazin-5-yl)amino)-[1,1′-biphenyl]-3-yl)-2-methoxynicotinaldehyde. MS: (ES) m/z calculated for C28H23ClN5O2 [M+H]+ 496.2, found 496.2.
Step f: To a stirred mixture of 6-(2-chloro-2′-methyl-3′-((7-methylpyrido[3,4-b]pyrazin-5-yl)amino)-[1,1′-biphenyl]-3-yl)-2-methoxynicotinaldehyde (120 mg, 0.25 mmol), (S)-5-(aminomethyl)pyrrolidin-2-one hydrochloride (150 mg, 0.99 mmol), and trimethylamine (0.14 mL, 0.99 mmol) in a 4:1 solution of DCM/MeOH (5 mL) was added NaBH(OAc)3 (530 mg, 2.5 mmol). After stirring for 30 min, the mixture was filtered through Celite, and the filtrate was concentrated in vacuo. The product was purified by preparative HPLC to give the product (S)-5-((((6-(2-chloro-2′-methyl-3′-((7-methylpyrido[3,4-b]pyrazin-5-yl)amino)-[1,1′-biphenyl]-3-yl)-2-hydroxypyridin-3-yl)methyl)amino)methyl)pyrrolidin-2-one. 1H NMR (400 MHz, DMSO-d6) δ 12.59 (s, 1H), 9.32 (s, 1H), 9.07 (d, J=2.0 Hz, 1H), 8.86 (d, J=2.0 Hz, 1H), 8.23 (d, J=8.7 Hz, 1H), 7.76 (d, J=7.0 Hz, 1H), 7.62 (s, 1H), 7.55 (d, J=7.5 Hz, 1H), 7.50-7.43 (m, 1H), 7.35 (dd, J=7.9, 7.9 Hz, 1H), 7.12 (s, 1H), 6.96 (d, J=7.5 Hz, 1H), 6.55 (s, 2H), 6.43 (d, J=7.1 Hz, 1H), 4.07 (s, 3H), 3.95-3.84 (m, 1H), 2.48 (s, 4H), 2.26-2.15 (m, 3H), 2.11 (s, 3H), 1.86-1.70 (m, 1H). MS: (ES) m/z calculated for C32H31ClN7O2 [M+H]+ 580.2, found 580.1.
Example 8
An adhesive layer (product name: OCA #8146 from 3M company) was interposed between the prepared film and a PET substrate to obtain a multilayer film. It was folded to have a radius of curvature of 3 mm, which was left at a low temperature of −20° C. for 72 hours, and then unfolded. The extent of wrinkles was visually observed. In such event, if no wrinkles were visually observed, it was evaluated as o. If wrinkles were visually observed slightly, it was evaluated as Δ. If wrinkles were visually observed readily, it was evaluated as x.
As can be seen from Table 1 above, the polyamide-imide films of Examples 1a to 4a had an MOR value of 75% or more. Thus, they maintained the modulus at least at a certain level even under the harsh conditions of high temperatures.
Since the display device is an electronic device, it generates heat during its use and it is to be used in a hot place as well, it is essential to secure mechanical properties at least at a certain level at high temperatures. Specifically, when a film is applied to a cover window for a display device, if the MOR value is 75% or more, no problem arises when a display device is fabricated.
In addition, the polyamide-imide films of Examples 1a to 4a were all excellent in the TSR value, ELR value, MO1a value, TS1a value, EL1a value, MO2a value, TS2a value, and EL2a value, in addition to the MOR value. That is, the polymer films of Examples 1a to 4a had high mechanical properties such as tensile strength, elongation at break, and modulus at room temperature and maintained the excellent mechanical properties even after the treatment under the severe conditions of high temperatures for a certain period of time.
Further, the polyamide-imide films of Examples 1a to 4a were all excellent in the evaluation of flexural resistance.
In contrast, since the films of Comparative Examples 1a to 3a had a low MOR value of 72% or less, when the film is applied to cover window for display device, it would have defects in appearance stability. In addition, the films of Comparative Examples 1a and 2a failed in the evaluation of flexural resistance. Thus, they are unsuitable for application to foldable display device or flexible display device.
As can be seen from Table 2 above, the polyamide-imide films of Examples 1b to 8b had a dMO value of 1% to 8%. Thus, they maintained the modulus at least at a certain level even under the harsh conditions of low temperatures.
In the case where the polyamide-imide film is applied to a cover window for a display device and to a display device, it may be used in an extremely cold environment. Thus, it is essential to secure mechanical properties at least at a certain level even in such an extremely cold environment. Specifically, when the polyamide-imide film is applied to a cover window for a display device and to a display device, if the dMO value is within 1% to 8%, no problem arises.
In addition, the polyamide-imide films of Examples 1b to 8b were all excellent in the dTS value, dEL value, MO1b value, TS1b value, EL1b value, MO2b value, TS2b value, and EL2b value, in addition to the dMO value. That is, the polymer films of Examples 1b to 8b had high mechanical properties such as tensile strength, elongation at break, and modulus at room temperature and maintained the excellent mechanical properties even after the treatment under the severe conditions of low temperatures for a certain period of time.
Further, the polyamide-imide films of Examples 1b to 8b were all excellent in the folding characteristics at low temperatures.
In contrast, since the films of Comparative Examples 1b and 2b had a low dMO value of 1% or less, when it is applied to a cover window for a display device, it would not be balanced with other layers, resulting in cracks, which is defective in terms of the appearance stability. In addition, the films of Comparative Examples 1b and 2b failed in the evaluation of flexural resistance at low temperatures. Thus, they are unsuitable for application to a foldable display device or a flexible display device.
Example 7
The synthesis of the methotrexate conjugates is described in (
Example 6
For the synthesis of platinum based anti cancer prodrugs, two approaches may be followed. The first approach (
A second approach (
Example 152
To a solution of ethane-1,2-diamine (30.0 g, 0.5 mol, 10.0 eq.) in anhydrous DCM (500 mL) at 0° C. was added CbzCl (8.53 g, 0.050 mol, 1.0 eq.) in anhydrous DCM (250 mL) over 7 h. The reaction was then warmed to r.t. and stirred overnight. The mixture was washed with water and brine, dried over anhydrous Na2SO4, and concentrated to give benzyl (2-aminoethyl)carbamate as a white solid (7.0 g, 94% yield). ESI m/z calcd for C10H14N2O2 [M+H]+: 195.1, found: 195.2.
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More about "Diamines"
These molecules find a wide range of applications in the fields of pharmaceuticals, materials science, and organic synthesis.
Synonyms and related terms include bis-amines, diamine derivatives, and dinitrogen compounds.
Abbreviations such as 'DA' and 'DAB' are commonly used.
Key subtopics encompass the synthesis, reactivity, and uses of diamines.
When studying diamines, researchers may utilize various reagents and solvents, including DMSO (dimethyl sulfoxide), bovine serum albumin (BSA), Meyer's hematoxylin, diamine benzidine hydrochloride, FBS (fetal bovine serum), chloroform, ammonium persulfate, sodium hydroxide, methanol, and acrylamide.
These substances can play crucial roles in assays, purification, and sample preparation.
PubCompare.ai's AI-driven platform can optimize research protocols and enhance reproducibility for diamine studies.
Users can easily locate relevant protocols from literature, preprints, and patents, while the AI-powered comparisons help identify the most effective protocols and products.
Unlocking the power of PubCompare.ai can take diamine research to new heights and unlock exciting new discoveries.
Leveraging this tool can help researchers streamline their work, improve data quality, and accelerate the pace of innovation in this dynamic field.