(E)-3-(Dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

Name: (E)-3-(Dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one
Brand: ChemScene
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CAS No. 123367-26-0
Cat. No. CS-0077020
Purity≥97%
MDL No.MFCD00115180

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(E)-3-(Dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one|CS-0077020

Structure of 123367-26-0

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General Information

CAS No. 123367-26-0
Cat. No. CS-0077020
Purity ≥97%
MDL No. MFCD00115180
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂N₂O
Molecular Weight 176.22
Synonym(s) (2E)-3-(Dimethylamino)-1-(3-pyridyl)prop-2-en-1-one
SMILES O=C(C1=CC=CN=C1)/C=C/N(C)C

Description

Selectively protected building block for library synthesis or the preparation of -glutamyl peptides by Fmoc SPPS. After condensation of the side-chain carboxy with an appropriate amine or alcohol, the -amino and carboxy functions can be selectively unmasked with 20% piperidine in DMF and 50% TFA in DCM respectively, facilitating the synthesis of branched esters, amides, lactams and lactones containing the glutamyl unit. Associated Protocols and Technical ArticlesCleavage and Deprotection Protocols for Fmoc SPPS

Application

(E)-3-(Dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one serves as a versatile enaminone building block in synthetic organic chemistry, enabling efficient access to nitrogen-containing heterocycles and conjugated systems. Its extended π-conjugation and electron-rich dimethylamino group facilitate electrophilic substitution and Michael addition reactions under mild conditions. The compound exhibits bench stability, ease of purification, and compatibility with diverse functional groups, making it valuable for medicinal chemistry lead optimization and macrocyclic scaffold construction.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 33.2
LogP 1.3396
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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(E)-3-(Dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

CAS No. 123367-26-0

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