Cas no 354814-19-0 (5-amino-2-(trifluoromethyl)benzonitrile)
5-amino-2-(trifluoromethyl)benzonitrile Chemical and Physical Properties
Names and Identifiers
-
- Benzonitrile, 5-amino-2-(trifluoromethyl)-
- 5-amino-2-(trifluoromethyl)benzonitrile
- AS-46419
- EN300-177624
- Z1262629299
- MFCD20694851
- AKOS017529650
- CL9603
- SCHEMBL324114
- CS-0162563
- SY160136
- DTXSID90477666
- 354814-19-0
- 4-Phenoxy-pyridin-2-ylamine
-
- MDL: MFCD20694851
- Inchi: 1S/C8H5F3N2/c9-8(10,11)7-2-1-6(13)3-5(7)4-12/h1-3H,13H2
- InChI Key: OAIXMLOQLVHQER-UHFFFAOYSA-N
- SMILES: FC(C1C=CC(=CC=1C#N)N)(F)F
Computed Properties
- Exact Mass: 186.04055
- Monoisotopic Mass: 186.04048265g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 13
- Rotatable Bond Count: 0
- Complexity: 227
- 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: 1.8
- Topological Polar Surface Area: 49.8?2
Experimental Properties
- PSA: 49.81
5-amino-2-(trifluoromethyl)benzonitrile Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-YI418-50mg |
5-amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 97% | 50mg |
142.0CNY | 2021-07-17 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-YI418-1g |
5-amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 97% | 1g |
1148.0CNY | 2021-07-17 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-YI418-250mg |
5-amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 97% | 250mg |
538CNY | 2021-05-07 | |
| Alichem | A019093478-5g |
5-Amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 97% | 5g |
$442.20 | 2023-09-02 | |
| Alichem | A019093478-10g |
5-Amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 97% | 10g |
$671.00 | 2023-09-02 | |
| Alichem | A019093478-25g |
5-Amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 97% | 25g |
$1278.36 | 2023-09-02 | |
| ChemScence | CS-0162563-250mg |
5-Amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 98.52% | 250mg |
$81.0 | 2022-04-27 | |
| ChemScence | CS-0162563-1g |
5-Amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 98.52% | 1g |
$108.0 | 2022-04-27 | |
| ChemScence | CS-0162563-5g |
5-Amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 98.52% | 5g |
$463.0 | 2022-04-27 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X17555-250mg |
5-Amino-2-(trifluoromethyl)benzonitrile |
354814-19-0 | 97% | 250mg |
¥93.0 | 2024-07-18 |
5-amino-2-(trifluoromethyl)benzonitrile Related Literature
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Eléonore Resongles,Corinne Casiot,Fran?oise Elbaz-Poulichet,Rémi Freydier,Odile Bruneel,Christine Piot,Sophie Delpoux,Aurélie Volant,Angélique Desoeuvre Environ. Sci.: Processes Impacts, 2013,15, 1536-1544
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Dan Yang,Yanping Zhou,Xianhong Rui,Jixin Zhu,Ziyang Lu,Eileen Fong,Qingyu Yan RSC Adv., 2013,3, 14960-14962
-
Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
Additional information on 5-amino-2-(trifluoromethyl)benzonitrile
Comprehensive Overview of 5-amino-2-(trifluoromethyl)benzonitrile (CAS No. 354814-19-0): Properties, Applications, and Industry Insights
5-amino-2-(trifluoromethyl)benzonitrile (CAS No. 354814-19-0) is a specialized organic compound gaining significant attention in pharmaceutical and agrochemical research. This trifluoromethyl-substituted benzonitrile derivative exhibits unique physicochemical properties due to the synergistic effects of its amino and cyano functional groups, combined with the electron-withdrawing trifluoromethyl moiety. The compound's molecular structure (C8H5F3N2) makes it particularly valuable for designing bioactive molecules with enhanced metabolic stability and membrane permeability.
Recent studies highlight the growing demand for fluorinated aromatic compounds like 5-amino-2-(trifluoromethyl)benzonitrile in drug discovery. The trifluoromethyl group significantly influences lipophilicity and bioavailability, addressing key challenges in modern medicinal chemistry. Researchers are actively exploring its potential as a building block for kinase inhibitors and GPCR-targeted therapeutics, particularly in oncology and CNS disorders. The compound's nitrile functionality also enables diverse chemical transformations, facilitating structure-activity relationship (SAR) studies.
In material science applications, 354814-19-0 serves as a precursor for advanced polymeric materials with tailored electronic properties. Its incorporation into conjugated systems enhances thermal stability while maintaining processability—a critical balance for organic electronics. Industry reports indicate rising interest in such high-performance intermediates for OLED and photovoltaic applications, where controlled electron-withdrawing character is essential for charge transport optimization.
The synthesis of 5-amino-2-(trifluoromethyl)benzonitrile typically involves multi-step protocols starting from commercially available halogenated benzotrifluorides. Recent methodological advancements employ palladium-catalyzed cyanation or Sandmeyer-type reactions to improve yield and purity. Analytical characterization via HPLC-MS and NMR spectroscopy confirms the compound's structural integrity, with typical purity grades exceeding 98% for research applications. Proper storage under inert atmosphere ensures long-term stability of this light-sensitive compound.
Environmental and regulatory considerations for CAS 354814-19-0 align with standard practices for nitrile-containing compounds. While not classified as hazardous under current GHS criteria, appropriate handling with PPE is recommended during laboratory use. The compound's low ecotoxicity profile and minimal bioaccumulation potential make it favorable compared to traditional halogenated aromatics, reflecting the pharmaceutical industry's shift toward greener fluorochemicals.
Market analysts project steady growth for trifluoromethylated benzonitrile derivatives, driven by expanding applications in crop protection chemicals and PET radiopharmaceuticals. The unique hydrogen-bonding capacity of the amino group, combined with the steric effects of the CF3 moiety, enables precise molecular recognition in biological systems. Patent landscapes reveal increasing utilization of 354814-19-0 in PROTAC degraders and covalent inhibitor designs, particularly for challenging targets like KRAS mutants.
Quality control protocols for 5-amino-2-(trifluoromethyl)benzonitrile emphasize rigorous residual solvent analysis and heavy metal screening to meet pharmaceutical-grade specifications. Advanced purification techniques such as preparative HPLC or recrystallization from aprotic solvents yield material suitable for GMP applications. The compound's melting point (typically 98-102°C) and solubility profile (soluble in DMSO, DMF; sparingly soluble in alcohols) guide formulation strategies in preclinical development.
Emerging research explores the compound's utility in click chemistry applications, where its amino-cyano duality enables orthogonal functionalization. This versatility supports fragment-based drug discovery approaches, particularly for allosteric modulator development. Computational studies of 354814-19-0 demonstrate favorable ligand efficiency metrics, explaining its popularity in hit-to-lead optimization campaigns across major biopharma R&D programs.
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