Cas no 1227599-92-9 (4-Bromo-5-(trifluoromethyl)pyridin-2-amine)
4-Bromo-5-(trifluoromethyl)pyridin-2-amine Chemical and Physical Properties
Names and Identifiers
-
- 4-bromo-5-(trifluoromethyl)pyridin-2-amine
- 2-amino-4-bromo-5-(trifluoromethyl)pyridine
- 2-Pyridinamine, 4-bromo-5-(trifluoromethyl)-
- CID 118703949
- DA-39861
- MFCD16606114
- SY167626
- 1227599-92-9
- EN300-198566
- D76673
- CS-0106918
- SCHEMBL20772327
- KBRBWYOANHJCTI-UHFFFAOYSA-N
- 4-Bromo-5-(trifluoromethyl)pyridin-2-amine
-
- MDL: MFCD16606114
- Inchi: 1S/C6H4BrF3N2/c7-4-1-5(11)12-2-3(4)6(8,9)10/h1-2H,(H2,11,12)
- InChI Key: KBRBWYOANHJCTI-UHFFFAOYSA-N
- SMILES: BrC1C=C(N)N=CC=1C(F)(F)F
Computed Properties
- Exact Mass: 239.95100g/mol
- Monoisotopic Mass: 239.95100g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 12
- Rotatable Bond Count: 0
- Complexity: 161
- 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
- Topological Polar Surface Area: 38.9
- XLogP3: 2.1
Experimental Properties
- Density: 1.8±0.1 g/cm3
- Boiling Point: 262.5±40.0 °C at 760 mmHg
- Flash Point: 112.6±27.3 °C
- Vapor Pressure: 0.0±0.5 mmHg at 25°C
- pka: 3.51±0.24(Predicted)
4-Bromo-5-(trifluoromethyl)pyridin-2-amine Security Information
- Signal Word:warning
- Hazard Statement: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Safety Instruction: H303+H313+H333
- Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
4-Bromo-5-(trifluoromethyl)pyridin-2-amine Pricemore >>
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| Alichem | A022005767-250mg |
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| 1PlusChem | 1P009YR9-100mg |
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4-Bromo-5-(trifluoromethyl)pyridin-2-amine Related Literature
-
Jing Yu,Yu-Qi Lyu,Jiapeng Liu,Mohammed B. Effat,Junxiong Wu J. Mater. Chem. A, 2019,7, 17995-18002
-
Gerald J. Meyer,Leif Hammarstr?m Chem. Sci., 2020,11, 3460-3473
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Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
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Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
Additional information on 4-Bromo-5-(trifluoromethyl)pyridin-2-amine
Chemical Profile of 4-Bromo-5-(trifluoromethyl)pyridin-2-amine (CAS No: 1227599-92-9)
4-Bromo-5-(trifluoromethyl)pyridin-2-amine, identified by its Chemical Abstracts Service (CAS) number 1227599-92-9, is a specialized heterocyclic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound belongs to the pyridine family, characterized by a nitrogen-containing aromatic ring, which makes it a versatile scaffold for designing molecules with diverse biological activities. The presence of both bromine and trifluoromethyl substituents enhances its utility as an intermediate in synthetic chemistry, enabling further functionalization to produce more complex structures.
The bromo group at the 4-position and the trifluoromethyl group at the 5-position are strategically positioned to influence the electronic properties and reactivity of the pyridine core. These substituents can modulate the compound's interaction with biological targets, making it a valuable building block for drug discovery efforts. The amine functional group at the 2-position provides a site for further derivatization, allowing chemists to introduce additional pharmacophores or modify existing ones.
In recent years, there has been a surge in interest for halogenated pyridines due to their role in developing novel therapeutic agents. The trifluoromethyl group, in particular, is renowned for its ability to enhance metabolic stability, improve binding affinity, and increase lipophilicity in drug candidates. This makes compounds like 4-Bromo-5-(trifluoromethyl)pyridin-2-amine particularly attractive for medicinal chemists aiming to optimize pharmacokinetic profiles.
Current research in the field of kinase inhibitors has highlighted the importance of pyridine derivatives. Many successful drugs targeting kinases, such as crizotinib and osimertinib, incorporate pyridine moieties into their structure. The compound 4-Bromo-5-(trifluoromethyl)pyridin-2-amine serves as a key intermediate in synthesizing such inhibitors, providing a scaffold that can be modified to achieve high selectivity and potency against specific kinases.
Moreover, the bromo substituent on the pyridine ring facilitates cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are widely used in constructing biaryl structures. These reactions are pivotal in drug synthesis, allowing for the creation of complex molecular architectures with tailored biological properties. The combination of these reactive sites makes 4-Bromo-5-(trifluoromethyl)pyridin-2-amine a versatile tool for synthetic chemists.
Recent advances in computational chemistry have also contributed to the growing interest in this compound. Molecular modeling studies have demonstrated that the electronic distribution influenced by the trifluoromethyl and bromo groups can fine-tune interactions with protein targets, potentially leading to improved drug-like properties. These insights are being leveraged to design next-generation inhibitors with enhanced efficacy and reduced side effects.
The agrochemical sector has also recognized the potential of halogenated pyridines like 4-Bromo-5-(trifluoromethyl)pyridin-2-amine. Pyridine-based compounds are widely used as intermediates in synthesizing herbicides, fungicides, and insecticides. The unique electronic properties conferred by the trifluoromethyl and bromo groups can enhance the bioactivity of these agrochemicals, leading to more effective crop protection solutions.
In conclusion, 4-Bromo-5-(trifluoromethyl)pyridin-2-amine (CAS No: 1227599-92-9) is a multifaceted compound with significant applications in pharmaceutical and agrochemical research. Its structural features make it an ideal candidate for further derivatization through various synthetic methodologies. As research continues to uncover new therapeutic targets and agricultural challenges, compounds like this will remain indispensable in developing innovative solutions.
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