- OXAZINE-BASED FLUOROPHORE COMPOUNDS FOR NERVE-SPECIFIC IMAGING
-
This invention concerns novel oxazine-based fluorophore compounds useful in invivo nerve imaging, as well as compositions comprising them and methods for their use.
- -
-
-
- Preparation method of hydroxybenzomorpholine
-
The invention relates to a preparation method of hydroxybenzomorpholine. The preparation method comprises the following steps: (1) providing a solid acid catalyst; and (2) carrying out a demethylationcyclization reaction in a reaction device with 2-((2,5-dimethoxyphenyl)amino)ethan-1-ol as a raw material, solid acid as a catalyst and water as a solvent; (3) conducting filtering while a reaction product of the step (1) is still hot, recovering the solid acid, cooling a filtrate, and carrying out filtering to obtain the hydroxybenzomorpholine. According to the method, 2-((2,5-dimethoxyphenyl)amino)ethan-1-ol is used as the raw material, solid superacid is used as the catalyst, a certain amount of water is used as the solvent, and methyl bromide is not generated in the reaction process; in addition, the solid acid can be recycled, and the recycled solid acid can be repeatedly used, so compared with hydrobromic acid serving as a solvent, raw material cost is greatly reduced, and waste gasand high-salt high-ammonia-nitrogen wastewater are not generated. The method is suitable for mass production.
- -
-
Paragraph 0033; 0039 0041; 0046-0048; 0054-0056; 0062-0063
(2020/06/17)
-
- NEAR-INFRARED NERVE-SPARING FLUOROPHORES
-
Provided are far red to near-infrared nerve-sparing fluorescent compounds, compositions comprising them, and methods of their use in medical procedures.
- -
-
-
- NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION
-
Nerve-specific fluorophore formulations for direct or systemic administration are described. The formulations can be used in fluorescence-guided surgery (FGS) to aid in nerve preservation during surgical interventions.
- -
-
-
- Design, synthesis and characterization of potent microtubule inhibitors with dual anti-proliferative and anti-angiogenic activities
-
Microtubule has been an important target for anticancer drug development. Here we report the discovery and characterization of a series of fused 4-aryl-4H-chromene-based derivatives as highly potent microtubule inhibitors. Among a total of 37 derivatives synthesized, 23 exhibited strong in vitro anti-proliferative activities against A375 human melanoma cells. The relationship between the biological activities of these microtubule inhibitors and their chemical structure variations was analyzed. Studies of compounds 27a, 19a and 9a in parallel with colchicine as the positive control compound in a panel of biological assays revealed that these compounds blocked cell cycle progression, increased apoptosis, and inhibited HUVEC capillary tube formation at low nanomolar concentrations. The most potent compound 27a was also tested in eight additional cancer cell lines besides A375 cells and two non-cancer cells and showed potent and selective activity on these cancer cells. To understand the molecular and structure mechanism of action of these compounds, tubulin polymerization and molecular docking studies were carried out for 27a as the representative. The results were consistent with the mechanism by which 27a interacts with the colchicine binding site on tubulin and disrupts tubulin polymerization. With potent dual actions of microtubule destabilization and vascular disruption described above, this small molecule can serve as a valuable research probe of the function and role of microtubules in human diseases and promising lead for developing new therapeutic agents.
- Zhang, Huijun,Fang, Xiong,Meng, Qian,Mao, Yujia,Xu, Yan,Fan, Tingting,An, Jing,Huang, Ziwei
-
p. 380 - 396
(2018/08/17)
-
- ACTIVATIBLE DYES
-
Novel, activatable dyes, such as photoactivatable dyes, e.g., oxazine dyes, are described. Some of the dyes are targeting dyes that can, e.g., target biomolecules, such as polypeptides, proteins, or nucleic acids. Upon activation, such as by irradiation, the novel dyes rapidly turn on their fluorescence and emit light, such as near-IR light with spatial and temporal precision.
- -
-
Page/Page column 21; 22/24
(2009/04/25)
-
- Synthesis of oxypropanolamine derivatives of 3,4-dihydro-2H-1,4- benzoxazine, β-adrenergic affinity, inotropic, chronotropic and coronary vasodilating activities
-
A series of oxypropanolamine derivatives of 3,4-dihydro-2H-1,4- benzoxazine were synthesized and evaluated for inotropic, chronotropic and coronary vasodilating activities in the canine heart, affinity to β1- adrenergic receptor in turkey erythrocytes and affinity to the β2- adrenergic receptor in the rat lung. Among these compounds, 4-acetyl-6-(3- tert-butylamino-2-hydroxy)propoxy-3,4-dihydro-2H-1,4-benzoxazine showed 2.1- fold more potent affinity to the β1 receptor than propranolol and 7-(3- tert-butylamino-2-hydroxy)propoxy-N-butyryl-3,4-dihydro-2H-1,4-benzoxazine showed 2.5-fold more potent affinity to the β2 receptor and furthermore 4 386-fold more potent selectivity to the β2 receptor than propranolol. In addition, 4-acetyl-6-[3-(3,4-dimethoxybenzyl)amino-2-hydroxy]propoxy-3,4- dihydro-2H-1,4-benzoxazine showed 1.1-fold more potent affinity to the β1 receptor than propranolol and also 1 147-fold more potent selectivity to the β1 receptor. With a few exceptions, negative inotropic and chronotropic actions of these compounds were dependent on the size of the 4-substituent obeying the order: unsubstituted 1-adrenoceptor nor coronary vasodilator action related with affinity to β2-adrenoceptor were observed. 4-acetyl-7- [3-(3,4-dimethoxybenzyl)amino-2-hydroxy]propoxy-3,4-dihydro-2H-1,4- benzoxazine exerted potent positive inotropic, chronotropic and coronary vasodilating actions. The inotropic and chronotropic actions of the latter compound may be attributed to the release of intrinsic catecholamines, as concluded by the absence of β1-adrenoceptor affinity and disappearance of activity in the presence of a β-blocker.
- Iakovou, Kriton,Kazanis, Michalis,Vavayannis, Andreas,Bruni, Giancarlo,Romeo, Maria Raffaella,Massarelli, Paola,Teramoto, Shuji,Fujiki, Hiroyuki,Mori, Toyoki
-
p. 903 - 917
(2007/10/03)
-
- Process for lightening the skin or treating pigmental blemishes using a composition containing benzomorpholine or 3,4-dihydro-2H-1,4-benzoxazine derivatives
-
A topical process for lightening the skin or treating pigmental blemishes consisting in applying to the part of the skin to be treated a composition containing, as active compounds hydroxybenzomorpholines and derivatives thereof corresponding to the following formula: STR1 in which: R1 represents a hydrogen atom or an alkyl radical having from 1 to 4 carbon atoms, and R2 represents a hydroxyl radical in the 6- or 7-position.
- -
-
-
- Substituted ortho-aminophenols, process for preparing them and their use for the oxidatin dyeing of keratinous fibres
-
5-Substituted ortho-aminophenols of formula: STR1 in which: R1 denotes a hydrogen atom, an alkyl radical having 1 to 4 carbon atoms or a hydroxyalkyl radical having 1 to 4 carbon atoms; and R2 denotes, independently of R1, an alkyl radical having 1 to 4 carbon atoms, an alkoxy radical having 1 to 4 carbon atoms or a benzyl radical; the addition salts with an acid and the phenates, and dyeing composition containing a compound of formula (I) or a salt or a phenate of such a compound. The 5-substituted ortho-aminophenols enable hair to be dyed in a rich spectrum of hues having good durability.
- -
-
-