1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one
- Product Name
- 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one
- CAS No.
- 55314-16-4
- Chemical Name
- 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one
- Synonyms
- 4G-951;Imatinib Impurity 19;Imatinib Impurity 74;Imatinib EP Impurity A;Imatinib USP Impurity A;Nilotinib??Intermediates?B;Imatinib Related Compound A;Imatinib Dimethylamino Impurity;3-Dimethylamino-1-pyridin-3-yl-pr;3-[3-(Dimethylamino)acryloyl]pyridine
- CBNumber
- CB1406106
- Molecular Formula
- C10H12N2O
- Formula Weight
- 176.22
- MOL File
- 55314-16-4.mol
1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one Property
- Melting point:
- 86-88
- Boiling point:
- 281.4±36.0 °C(Predicted)
- Density
- 1.070±0.06 g/cm3(Predicted)
- vapor pressure
- 0.049Pa at 20℃
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Soluble in chloroform and dichloromethane.
- form
- powder to crystal
- pka
- 6.19±0.70(Predicted)
- color
- Light yellow to Brown
- InChI
- InChI=1S/C10H12N2O/c1-12(2)7-5-10(13)9-4-3-6-11-8-9/h3-8H,1-2H3
- InChIKey
- MZLRFUCMBQWLNV-FNORWQNLSA-N
- SMILES
- C(C1=CC=CN=C1)(=O)C=CN(C)C
- LogP
- 0.26 at 20℃ and pH7.2
- Surface tension
- 71.8mN/m at 1.008g/L and 20℃
- CAS DataBase Reference
- 55314-16-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-36/37/39
- HazardClass
- IRRITANT
- HS Code
- 29333990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- D3949
- Product name
- 2-(Dimethylamino)vinyl 3-Pyridyl Ketone
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $68
- Updated
- 2023/06/20
- Product number
- D3949
- Product name
- 2-(Dimethylamino)vinyl 3-Pyridyl Ketone
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $204
- Updated
- 2023/06/20
- Product number
- D462145
- Product name
- 3-Dimethylamino-1-(3-pyridyl)-2-propen-1-one
- Packaging
- 2g
- Price
- $195
- Updated
- 2021/12/16
- Product number
- FD22332
- Product name
- 3-Dimethylamino-1-(3-pyridyl)-2-propen-1-one
- Packaging
- 5G
- Price
- $50
- Updated
- 2021/12/16
- Product number
- B886
- Product name
- 3-(Dimethylamino)-1-(3-pyridinyl)-2-propene-1-one
- Packaging
- 500g
- Price
- $235
- Updated
- 2021/12/16
1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one Chemical Properties,Usage,Production
Description
1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one can be used in the synthesis of imatinib and nilotinib (AMN107), a compound currently in multiple Phase II/III clinical trials for chronic granulocytic leukaemia. Imatinib, on the other hand, is a cancer growth blocker known as a tyrosine kinase inhibitor (TKI), which is used to treat a wide range of leukaemias, myelodysplastic/myeloproliferative disorders, systemic mastocytosis, eosinophilia syndromes, raised dermal fibrosarcoma and gastrointestinal mesenchymal tumours.
Chemical Properties
Off-White Solid
Uses
Rasagiline intermediate
Uses
3-Dimethylamino-1-(3-pyridyl)-2-propen-1-one is used ads pharmaceutical intermediate, an imatinib intermediate.
Synthesis
350-03-8
4637-24-5
55314-16-4
Example-2: Preparation of 3-dimethylamino-1-pyridin-3-ylacrylone A: 3-acetylpyridine (25 g, 0.20 mol), N,N-dimethylformamide dimethyl acetal (37 g, 0.31 mol) and acetic acid (2.5 mL) were mixed and heated to react for 2 hrs at 90-95°C while successive removal of methanol generated. Upon completion of the reaction, the excess methanol in the reaction was removed by distillation under reduced pressure. The reaction mixture was diluted with water and extracted with dichloromethane (125 mL). The organic layer was washed with water and subsequently concentrated to dryness under reduced pressure to afford 34 g (92% yield) of 1-(3-pyridinyl)-3-(dimethylamino)-2-propen-1-one with a purity of 99.1% by HPLC analysis.
Solubility in organics
1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one is soluble in Chloroform and Dichloromethane.
References
[1] Synlett, 2016, vol. 27, # 15, p. 2233 - 2236
[2] RSC Advances, 2018, vol. 8, # 47, p. 26828 - 26836
[3] Molecules, 2009, vol. 14, # 10, p. 4166 - 4179
[4] Patent: WO2011/39782, 2011, A1. Location in patent: Page/Page column 14
[5] Organic Process Research and Development, 2008, vol. 12, # 3, p. 490 - 495
1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one Preparation Products And Raw materials
Raw materials
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View Lastest Price from 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one manufacturers
- Product
- 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one 55314-16-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- Purity: 99%
- Supply Ability
- 500tons
- Release date
- 2025-07-21
- Product
- 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one 55314-16-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-17
- Product
- 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one 55314-16-4
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-25