1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one (HCID 567033)

Overview

See also: 3-Dimethylamino-1-(3-pyridyl)-2-propen-1-one (annotation moved to).

Names & identifiers

Preferred name: 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one
IUPAC: 3-(dimethylamino)-1-pyridin-3-ylprop-2-en-1-one
English name: 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one
Molecular formula: C10H12N2O
Molecular weight: 176.22

Names & synonyms

1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one3-(dimethylamino)-1-(3-pyridinyl)-2-propen-1-one3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one3-(Dimethylamino)-1-(3-pyridyl)prop-2-en-1-one2-Propen-1-one, 3-(dimethylamino)-1-(3-pyridinyl)-(Z)-3-(Dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one75415-01-9STK719874(E)-3-(Dimethylamino)-1-(pyridin-3SCHEMBL12182-Propen-1-one,3-(dimethylamino)-1-(3-pyridinyl)-, (2E)-2-Propen-1-one,3-(dimethylamino)-1-(3-pyridinyl)-, (E)-

Show more names

4G-951Imatinib Impurity 19Imatinib Impurity 74Imatinib EP Impurity AImatinib USP Impurity ANilotinib??Intermediates?BImatinib Related Compound AImatinib Dimethylamino Impurity3-Dimethylamino-1-pyridin-3-yl-pr

SCHEMBL29364482AKOS0173822503-[3-(Dimethylamino)acryloyl]pyridineSB18354SB529502-(Dimethylamino)ethenyl 3-Pyridyl KetoneDB-013736D3949

Database identifiers

CAS: 55314-16-4
PubChem CID: 567033
DTXSID: DTXSID501259390

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 33.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 199

Physicochemical properties

Melting point: 86 · 86-88
Boiling point: 281.4 · 281.4±36.0 °C(Predicted)
Density: 1.07 · 1.070±0.06 g/cm3(Predicted)
vapor pressure: 0.049 Pa · 0.049Pa at 20℃
storage temp.: Inert atmosphere,Room Temperature
solubility: Soluble in chloroform and dichloromethane.
form: powder to crystal
pka: 6.19 · 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 · 0.26 at 20℃ and pH7.2
Surface tension: 71.8 mN/m · 71.8mN/m at 1.008g/L and 20℃
CAS DataBase Reference: 55314 · 55314-16-4(CAS DataBase Reference)
FDA UNII: 6 L0C82BN · MD6L0C82BN
UNSPSC Code: 12352200 · 12352200
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes: Xi,Xn
Risk Statements: 22 · 22-36/37/38
Safety Statements: 26 · 26-36/37/39
HazardClass: IRRITANT
HS Code: 29333990 · 29333990
REACH Registrations: Active

Safety & regulation

Safety data

hs_code: 29333990
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
safety_code: 26-36/37/39
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
REACH Registrations: Active
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 3 items

Description1-(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.

UsesRasagiline intermediate

Uses3-Dimethylamino-1-(3-pyridyl)-2-propen-1-one is used ads pharmaceutical intermediate, an imatinib intermediate.