ChemicalBook > CAS DataBase List > 1-(6-nitropyridin-3-yl)piperazine

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
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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
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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.

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N-Bromosuccinimide Price

TRC
Product number
N519935
Product name
1-​(6-​Nitro-​3-​pyridinyl)​piperazine
Packaging
100mg
Price
$105
Updated
2021/12/16
ChemScene
Product number
CS-B0330
Product name
1-(6-Nitropyridin-3-yl)piperazine
Purity
99.60%
Packaging
1g
Price
$92
Updated
2021/12/16
AK Scientific
Product number
2155AC
Product name
1-(6-Nitropyridin-3-yl)piperazine
Packaging
250mg
Price
$107
Updated
2021/12/16
AK Scientific
Product number
2155AC
Product name
1-(6-Nitropyridin-3-yl)piperazine
Packaging
1g
Price
$181
Updated
2021/12/16
ChemScene
Product number
CS-B0330
Product name
1-(6-Nitropyridin-3-yl)piperazine
Purity
99.60%
Packaging
10g
Price
$680
Updated
2021/12/16
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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

Raw materials

Preparation Products

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View Lastest Price from 1-(6-nitropyridin-3-yl)piperazine manufacturers

Shaanxi Dideu Medichem Co. Ltd
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
Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

775288-71-6, 1-(6-nitropyridin-3-yl)piperazineRelated Search:

tert-butyl 4-(4-aminopyridin-2-yl)piperazine-1-carboxylate 4-(5-AMINOPYRIDIN-2-YL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 3-Amino-2-[4-butoxycarbonyl(piperazino)]pyridine 4-(3-NITRO-PYRIDIN-2-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Palbociclib Impurity 61 1-Piperazinecarboxylic acid, 4-(4-aMino-3-pyridinyl)-, 1,1-diMethylethyl ester INDEX NAME NOT YET ASSIGNED 1-BOC-4-(5-NITRO-2-PYRIDYL)PIPERAZINE 2324831-15-2 1-Piperazinecarboxylic acid, 4-(2-aMino-3-pyridinyl)-, 1,1-diMethylethyl ester 5-(piperazin-1-yl)pyridin-2-aMine Palbociclib Impurity V tert-butyl 4-(3-nitropyridin-4-yl)piperazine-1-carboxylate 4-(6-Amino-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester 1-BOC-4-(3-AMINO-4-PYRIDINYL)-PIPERAZINE 1-(6-AMino-2,3-diMethoxy-phenyl)-ethanone Palbociclib Impurity 59 1-(3-Pyridinyl)piperazine

  • 1-(6-nitropyridin-3-yl)piperazine
  • AKOS BBV-002250
  • OTAVA-BB 1314167
  • Piperazine, 1-(6-nitro-3-pyridinyl)-
  • 1-(6-Nitro-3-pyridyl)piperazine
  • 1-(6-Nitro-3-pyridinyl)piperazine
  • Xylulose Impurity 4
  • 1-(6-Nitropyridin-3-yl)piperazin
  • 775288-71-6
  • palbo