Cas no 32114-60-6 (2-methoxybenzene-1,3-diamine)
2-methoxybenzene-1,3-diamine Chemical and Physical Properties
Names and Identifiers
-
- 2-methoxybenzene-1,3-diamine
- 1,3-benzenediamine, 2-methoxy-
- LogP
- 2-methoxy-m-phenylenediamine
- PAXOFIORPRCXBV-UHFFFAOYSA-N
- 2-methoxy-benzene-1,3-diamine
- 2,6-Diaminoanisole
- 32114-60-6
- SCHEMBL358326
- CS-0161381
- DB-086744
- N-o-anisidylimine
- AKOS006339261
- AS-56943
- DTXSID70953993
- A12416
-
- MDL: MFCD19204275
- Inchi: 1S/C7H10N2O/c1-10-7-5(8)3-2-4-6(7)9/h2-4H,8-9H2,1H3
- InChI Key: PAXOFIORPRCXBV-UHFFFAOYSA-N
- SMILES: O(C)C1C(=CC=CC=1N)N
Computed Properties
- Exact Mass: 138.0794
- Monoisotopic Mass: 138.079312947g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 10
- Rotatable Bond Count: 1
- Complexity: 97.8
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 0.5
- Topological Polar Surface Area: 61.3?2
Experimental Properties
- PSA: 61.27
2-methoxybenzene-1,3-diamine Pricemore >>
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| Alichem | A019088607-5g |
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2-methoxybenzene-1,3-diamine Related Literature
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Nan Fu,Naphaporn Chiewchan,Xiao Dong Chen Food Funct., 2020,11, 211-220
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Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu Chen RSC Adv., 2021,11, 192-197
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Craig A. Kelly,David R. Rosseinsky Phys. Chem. Chem. Phys., 2001,3, 2086-2090
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Sowmyalakshmi Venkataraman RSC Adv., 2015,5, 73807-73813
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5. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198
Additional information on 2-methoxybenzene-1,3-diamine
Professional Introduction to 2-methoxybenzene-1,3-diamine (CAS No. 32114-60-6)
2-methoxybenzene-1,3-diamine, also known by its CAS number 32114-60-6, is a significant intermediate in the field of organic synthesis and pharmaceutical chemistry. This compound, featuring a methoxy group and two amino substituents on a benzene ring, has garnered considerable attention due to its versatile applications in drug development and material science. The unique structural properties of 2-methoxybenzene-1,3-diamine make it a valuable building block for synthesizing more complex molecules, particularly in the design of bioactive compounds.
The molecular structure of 2-methoxybenzene-1,3-diamine consists of a phenyl ring substituted with a methoxy group at the para position and two amino groups at the ortho positions. This arrangement imparts distinct electronic and steric characteristics, influencing its reactivity and utility in synthetic pathways. The presence of both electron-donating methoxy and electron-withdrawing amino groups creates a balance that enhances its role as a precursor in medicinal chemistry.
In recent years, 2-methoxybenzene-1,3-diamine has been extensively studied for its potential in pharmaceutical applications. Researchers have leveraged its structural motif to develop novel therapeutic agents targeting various diseases. One notable area of investigation involves its use in the synthesis of kinase inhibitors, which are critical in treating cancers and inflammatory disorders. The diamine moiety provides a scaffold for designing molecules that can selectively bind to ATP pockets of kinases, disrupting aberrant signaling pathways.
Recent advancements in computational chemistry have further highlighted the significance of 2-methoxybenzene-1,3-diamine. Molecular modeling studies have demonstrated that modifications to its structure can enhance binding affinity and selectivity for biological targets. For instance, computational screening has identified derivatives of 2-methoxybenzene-1,3-diamine that exhibit potent inhibitory effects on Janus kinases (JAKs), which are implicated in autoimmune diseases such as rheumatoid arthritis. These findings underscore the compound's potential as a lead molecule in drug discovery campaigns.
The synthesis of 2-methoxybenzene-1,3-diamine itself is an intriguing challenge due to the need for precise functionalization of the benzene ring. Traditional methods often involve multi-step processes that require careful control of reaction conditions to avoid unwanted side products. However, recent innovations in catalytic techniques have streamlined these synthetic routes, improving yield and purity. For example, transition-metal-catalyzed cross-coupling reactions have enabled more efficient introductions of both methoxy and amino groups onto the aromatic core.
Beyond pharmaceuticals, 2-methoxybenzene-1,3-diamine finds applications in materials science, particularly in the development of conductive polymers and organic semiconductors. Its ability to form stable radicals makes it a useful component in designing materials with enhanced electronic properties. Researchers are exploring its incorporation into organic light-emitting diodes (OLEDs) and photovoltaic cells, where such compounds can contribute to improved charge transport and luminescence efficiency.
The environmental impact of synthesizing and utilizing 2-methoxybenzene-1,3-diamine is also a subject of growing interest. Green chemistry principles have prompted investigations into more sustainable synthetic methodologies. For instance, biocatalytic approaches using engineered enzymes have been investigated as alternatives to traditional chemical synthesis. These methods not only reduce waste but also offer milder reaction conditions, aligning with global efforts to minimize the ecological footprint of chemical production.
In conclusion, 2-methoxybenzene-1,3-diamine (CAS No. 32114-60-6) represents a compound of considerable scientific and industrial importance. Its role as a versatile intermediate in pharmaceutical synthesis and material science continues to be explored through cutting-edge research. As advancements in synthetic chemistry and computational modeling progress, the potential applications of this molecule are expected to expand further, reinforcing its position as a cornerstone in modern chemical innovation.
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