1949-55-9

Usage

Uses

Methyl 3,5-diaminobenzoate is used as a primary and secondary intermediate.

InChI:InChI=1/C8H10N2O2/c1-12-8(11)5-2-6(9)4-7(10)3-5/h2-4H,9-10H2,1H3

Upstream product

• 67-56-1 methanol 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 535-87-5 3.5-diaminobenzoic acid 
• 368-53-6 5-(trifluoromethyl)benzene-1,3-diamine 
• 401-99-0 3,5-dinitrobenzotrifluoride 
• 2702-58-1 methyl 3,5-dinitrobenzoate 
• 23218-93-1 3-amino-5-nitro-benzoic acid methyl ester 
• 99-34-3 3,5-dinitrobenzoic acid 

Downstream Products

• 138724-23-9 Methyl 3-(4-Azido-2,3,5,6-tetrafluorobenzamido)-5-aminobenzoate 
• 182358-74-3 3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester 
• 213269-80-8 3,5-Bis-(2-acetoxy-acetylamino)-benzoic acid methyl ester 
• 488140-66-5 3,5-bis-[4-(tert-butoxycarbonylamino-methyl)-benzoylamino]-benzoic acid methyl ester 
• 859224-90-1 (1R,2S,3R,5S)-5-((3-amino-5-(methoxycarbonyl)phenyl)carbamoyl)cyclohexane-1,2,3,5-tetrayltetraacetate 
• 488140-67-6 3,5-bis-(6-tert-butoxycarbonylamino-hexanoylamino)-benzoic acid methyl ester 
• 877055-62-4 3,5-bis-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-benzoic acid methyl ester 
• 632627-90-8 3-{2-[5-chloro-2-(benzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-5-aminobenzoic acid methyl ester 
• 702673-64-1 methyl 3-amino-5-[[5-bromo-4-(prop-2-ynyloxy)pyrimidin-2-yl]amino]benzoate 
• 61544-70-5 methyl 3,5-bis(acetamido)benzoate 
• 1095941-16-4 C₁₄H₁₁FN₄O₆ 
• 1095941-20-0 C₂₂H₂₀N₆O₈ 

Relevant academic research and scientific papers

Microtubule formation using two-component gel system

We report a two-component gel system in which an amphiphile group and aromatic cores act as organic gelators by the process of self-assembly. The shape and size of the aromatic cores have a pronounced effect on the gel properties and on structures such as fibers and microtubules. Copyright

Binary Supramolecular Chirality “1/0” Switched by Hierarchical Photoisomerization of a Flower-Like Compound with a Binaphthol Core and Alkyl-Functionalized Azobenzene Side Chains

Chiral supramolecular assemblies are abundant in nature, but controlling the chirality of artificial systems still remains a challenge. In this work, we developed a system where supramolecular chirality can be controlled between chiral and achiral states, namely a chiral “1/0” switch using a flower-like azobenzene compound with a binaphthol core. Upon photoisomerization by ultraviolet irradiation, the terminal alkyl tails envelop the chiral “centre” with a reduction in the dihedral angle of the binaphthol moiety from 76.1° to 61.4°, like “closing petals”. In the doped liquid crystal E7 matrix, this hierarchical conformational transition prevents the transfer of chirality to the host liquid crystal, resulting in a degradation from cholesteric phase (HTP value: 13.84 μm?1) to an achiral nematic phase.

Effective luminescence sensing of Fe3+, Cr2O72-, MnO4- and 4-nitrophenol by lanthanide metal-organic frameworks with a new topology type

Lanthanide MOFs (Ln-MOFs), {[Ln2(L)2(H2O)2]·5H2O·6DMAC}n, [Ln = Eu(1) and Tb(2); H3L = 4,4′-(((5-carboxy-1,3-phenylene)bis(azanediyl))bis(carbonyl)) dibenzoic acid, DMAC = N,N′-d

Asymmetric chiral disazo dopants with high anisotropy for versatile modulation of liquid crystal optics

As key elements, anisotropic chiral dopants determine the helical twisting power (HTP) of doped cholesteric liquid crystal (CLC) system by the host–guest interaction. To reveal the intrinsic structure–function relationship, we developed 3 novel asymmetric and photo-responsive chiral derivatives bearing axial chiral binaphthol moiety and disazo chromophore. They exhibited reversible photoisomerization, and rapidly induced helical degeneration of the doped CLC mixture under UV irradiation. Furthermore, highly asymmetric (R)-2′-hydroxy-[1,1′-binaphthalen]-2-yl 3,5-bis((E)-(4-butoxyphenyl)diazenyl)benzoate (molar absorption coefficient: 28,090 L?mol?1?cm?1; half-life period: 10.28 h; HTP: ?34 um?1 in E7) was adopted to construct the CLC film with excellent NIR-reflection adjusted by light, heat, and electric field. It is a promising photoswitch agent for application in advanced smart materials and optical devices.

Anion Recognition through Multivalent C–H Hydrogen Bonds: Anion-Induced Foldamer Formation and Transport across Phospholipid Membranes

A series of triazole–cyanostilbene receptors were designed and synthesized. The receptor binds with the anions through various CH···anion hydrogen bonding interactions, where strong binding was observed for SO42– anions followed by C

New diarylsulfonamide inhibitors of Leishmania infantum amastigotes

New drugs against visceral leishmaniasis with mechanisms of action differing from existing treatments and with adequate cost, stability, and properties are urgently needed. No antitubulin drug is currently in the clinic against Leishmania infantum, the causative agent of visceral leishmaniasis in the Mediterranean area. We have designed and synthesized a focused library of 350 compounds against the Leishmania tubulin based on the structure-activity relationship (SAR) and sequence differences between host and parasite. The compounds synthesized are accessible, stable, and appropriately soluble in water. We assayed the library against Leishmania promastigotes, axenic, and intracellular amastigotes and found 0, 8, and 16 active compounds, respectively, with a high success rate against intracellular amastigotes of over 10%, not including the cytotoxic compounds. Five compounds have a similar or better potency than the clinically used miltefosine. 14 compounds showed a host-dependent mechanism of action that might be advantageous as it may render them less susceptible to the development of drug resistance. The active compounds cluster in five chemical classes that provide structure-activity relationships for further hit improvement and facilitate series development. Molecular docking is consistent with the proposed mechanism of action, supported by the observed structure-activity relationships, and suggests a potential extension to other Leishmania species due to sequence similarities. A new family of diarylsulfonamides designed against the parasite tubulins is active against Leishmania infantum and represents a new class of potential drugs with favorable cost, stability, and aqueous solubility for the treatment of visceral leishmaniasis (VL). These results could be extended to other clinically relevant species of Leishmania spp.

Hexafluoro-2-propanol-assisted quick and chemoselective nitro reduction using iron powder as catalyst under mild conditions

Hexafluoro-2-propanol as the promoter for the quick nitro reduction using a combination of iron powder and 2 N HCl aqueous solution is reported. This methodology has several positive features, as it is of room temperature, remarkably short reaction time. A wide range of substrates including those bearing reducible functional groups such as aldehyde, ketone, acid, ester, amide, nitrile, halogens, even allyl, propargyl and heterocycles are chemoselectively reduced in good to excellent yields, even on gram scale. Notably, the highly selective reduction of 3-nitrophenylboronic acid is achieved quantitatively. The reduction is also tolerant of common protecting groups, and aliphatic nitro compound, 1-nitrooctane can be reduced successfully.

Based on molecular glue of the fluorescence-labeled nucleotide and its use in DNA sequencing

The invention discloses a fluorescence labelled nucleotide based on a molecular glue and a use thereof in DNA sequencing. The structure formula of the fluorescence labelled nucleotide is shown in a formula (I) in the specification, wherein R1 is shown in the specification, R2 is fluorescein or shown in the specification, and dNTP is ribonucleoside triphosphote which contains four different base groups; the fluorescein is selected from one of the BODIPY, rhodamine, coumarin, xanthene, cyanin, pyrene, phthalocyanine, alexa, a squarene dye, a composition for generating energy transfer dye and the derivatives thereof. The fluorescence labelled nucleotide can be used for DNA sequencing; simultaneously the raw materials for synthesizing the fluorescence labelled nucleotide are simple and easy to obtain and the fluorescence labelled nucleotide can be used for large-scale popularization. The biological assessment result shows that all the requirements of the high-throughput sequencing biochemical reaction can be satisfied by the reversible terminal, and the reversible terminal has good practical prospect.

Redox-responsive flower-like micelles of poly(l-lactic acid)-b-poly(ethylene glycol)-b-poly(l-lactic acid) for intracellular drug delivery

Redox-responsive micelles self-assembled from triblock copolymers of poly(l-lactic acid)-poly(ethylene glycol)-poly(l-lactic acid) (PLA-PEG-PLA) with double-disulfide linkage in the backbone were synthesized and characterized by proton nuclear magnetic resonance (1H NMR) and size exclusion chromatography (SEC), in which both PEG (Mn = 1000, 2000 and 4000 g mol-1) and PLA (Mn = 1600 g mol-1) have different molecular weights respectively. The triblock copolymers PLA3000-PEG2000-PLA3000 and PLA3000-PEG4000-PLA3000 can self-assemble into flower-like micelles in aqueous media with average diameters 110 nm and 43 nm and lower critical micelle concentrations (CMC) 0.017 and 0.014 mg mL-1 respectively compared with that of diblock copolymers. Moreover, in vitro drug release analyses indicated that reductive environment can result in triggered drug release profiles. 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl- 2-H-tetrazolium bromide (MTT) assay in vitro showed no significant cytotoxicity as NIH 3T3 cells incubated in the micelles even when the concentrations up to 1000 μg/mL. Additionally fluorescence microscopy measurements and MTT assay demonstrated that the micelles exhibited a faster drug release and higher cellular proliferation inhibition due to the effect of intracellular reduction responsiveness compared with that of diblock copolymers. The above results suggest that the reduction-responsive, biodegradable and biocompatibility micelles could provide a platform to construct potential drug delivery systems for cancer therapy.

Alkylated aromatic dyeworks composition for the phase-selective binding

Disclosed is a process which comprises mixing an alkylated aromatic acid with a mixture comprising a first liquid and a second liquid, thereby causing formation of an organogel comprising the alkylated aromatic acid and the first liquid.