1-(6-nitropyridin-3-yl)piperazine
- Product Name
- 1-(6-nitropyridin-3-yl)piperazine
- CAS No.
- 775288-71-6
- Chemical Name
- 1-(6-nitropyridin-3-yl)piperazine
- Synonyms
- AKOS BBV-002250;OTAVA-BB 1314167;Xylulose Impurity 4;1-(6-Nitro-3-pyridyl)piperazine;1-(6-Nitropyridin-3-yl)piperazin;1-(6-Nitro-3-pyridinyl)piperazine;1-(6-nitropyridin-3-yl)piperazine;Piperazine, 1-(6-nitro-3-pyridinyl)-
- CBNumber
- CB21522600
- Molecular Formula
- C9H12N4O2
- Formula Weight
- 208.22
- MOL File
- 775288-71-6.mol
1-(6-nitropyridin-3-yl)piperazine Property
- Boiling point:
- 422.8±40.0 °C(Predicted)
- Density
- 1.278±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- Chloroform; Methanol
- form
- Solid
- pka
- 8.50±0.10(Predicted)
- color
- Yellow
- InChI
- InChI=1S/C9H12N4O2/c14-13(15)9-2-1-8(7-11-9)12-5-3-10-4-6-12/h1-2,7,10H,3-6H2
- InChIKey
- UBCDLQPOKISIDX-UHFFFAOYSA-N
- SMILES
- N1(C2=CC=C([N+]([O-])=O)N=C2)CCNCC1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- N519935
- Product name
- 1-(6-Nitro-3-pyridinyl)piperazine
- Packaging
- 100mg
- Price
- $105
- Updated
- 2021/12/16
- Product number
- 2155AC
- Product name
- 1-(6-Nitropyridin-3-yl)piperazine
- Packaging
- 250mg
- Price
- $107
- Updated
- 2021/12/16
- Product number
- 2155AC
- Product name
- 1-(6-Nitropyridin-3-yl)piperazine
- Packaging
- 1g
- Price
- $181
- Updated
- 2021/12/16
- Product number
- CS-B0330
- Product name
- 1-(6-Nitropyridin-3-yl)piperazine
- Purity
- 99.60%
- Packaging
- 10g
- Price
- $680
- Updated
- 2021/12/16
- Product number
- CHM0102290
- Product name
- 1-(6-NITROPYRIDIN-3-YL)PIPERAZINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $983.52
- Updated
- 2021/12/16
1-(6-nitropyridin-3-yl)piperazine Chemical Properties,Usage,Production
Uses
1-?(6-?Nitro-?3-?pyridinyl)?piperazine is a reagent used in the preparation of highly potent and orally bioavailable 4-Thiazol-N-(pyridin-2-yl)pyrimidin-2-amine cyclin-dependant kinases as anticancer agents. Also is an impurity of Palbociclib (P139900), an experimental drug for the treatment of breast cancer being developed by Pfizer. It is a selective inhibitor of the cyclin-dependent kinases CDK4 and CDK6.
Synthesis
110-85-0
39856-50-3
775288-71-6
GENERAL METHODS: A mixture of 5-bromo-2-nitropyridine (24.7 mmol), piperazine (29.2 mmol) and N,N-diisopropylethylamine (DIPEA, 37.1 mmol) in acetonitrile (100 mL) was refluxed for 8 hours. The reaction progress was monitored by thin layer chromatography (TLC), and after complete conversion of the feedstock, the reaction mixture was cooled to room temperature. The solvent was removed by evaporation and the residue was purified by column chromatography to afford 1-(6-nitropyridin-3-yl)piperazine (8c). The product was a yellow solid in 82% yield.1H NMR (DMSO-d6, 400 MHz) δ: 7.96 (d, J = 9.3 Hz, 1H, Pyr-H), 7.88 (d, J = 2.9 Hz, 1H, Pyr-H), 7.26 (dd, J = 9.3, 3.0 Hz, 1H, Pyr-H), 3.64 (t, 4H, Pyr -NCH2CH2N), 3.32 (t, 4H, Pyr-NCH2CH2N).13C NMR (DMSO-d6, 100 MHz): δ 151.7, 146.2, 136.6, 125.9, 118.4, 51.3, 45.8. High-resolution mass spectrometry (HRMS, ESI): the calculated value for C9H12N4O2 [M + H]+is 209.1039 and the measured value is 209.1030.
References
[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 10, p. 4528 - 4560
[2] European Journal of Medicinal Chemistry, 2018, vol. 157, p. 935 - 945
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 6, p. 1857 - 1872
[4] Journal of Medicinal Chemistry, 2005, vol. 48, # 7, p. 2388 - 2406
[5] Patent: WO2006/95159, 2006, A1. Location in patent: Page/Page column 77
1-(6-nitropyridin-3-yl)piperazine Preparation Products And Raw materials
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View Lastest Price from 1-(6-nitropyridin-3-yl)piperazine manufacturers
- Product
- 1-(6-nitropyridin-3-yl)piperazine 775288-71-6
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000 tons
- Release date
- 2020-04-27
- Product
- 1-(6-Nitropyridin-3-yl)piperazine 775288-71-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 100g
- Purity
- 99%+
- Supply Ability
- 10 tons
- Release date
- 2019-12-27
- Product
- 1-(6-nitropyridin-3-yl)piperazine 775288-71-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1lg; 2kg; 5kg; 10kg; 100kg
- Release date
- 2019-08-31