6-Iodouracil

Name: 6-Iodouracil
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 4269-94-7
Cat. No. CS-0041664
Purity≥96%
MDL No.MFCD01346695

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 4269-94-7
Cat. No. CS-0041664
Purity ≥96%
MDL No. MFCD01346695
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₃IN₂O₂
Molecular Weight 237.98
Synonym(s) N-(3-chlorophenyl)-1-(2-methylprop-1-enyl)-2-pyrrolidinimine
SMILES O=C(N1)NC(I)=CC1=O

Description

6-Iodouracil serves as a key electrophilic probe in nucleoside synthesis, enabling site-specific functionalization at the C6 position. This iodinated pyrimidine derivative features high reactivity in palladium-catalyzed cross-coupling reactions and exhibits excellent stability under standard bench conditions. Its incorporation facilitates the construction of radiolabeled and bioactive analogs for medicinal chemistry applications.

Application

6-Iodouracil serves as a versatile building block for the synthesis of iodinated nucleosides and heterocyclic scaffolds. Its well-established reactivity enables direct palladium-catalyzed cross-coupling reactions, facilitating efficient access to functionalized pyrimidine derivatives. The iodide group offers high stability under standard bench conditions and tolerates a range of reaction environments, making it ideal for sequential transformations in medicinal chemistry and materials science applications.

Synthesis

Route1
- 4270-27-3
- ~%
- In-stock
  
  4269-94-7
References
- JANSSEN PHARMACEUTICA N.V. Patent: WO2007/79214 A2, 2007 ; Location in patent: Page/Page column 115-116 ; WO 2007/079214 A2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 65.72
LogP -0.3322
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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6-Iodouracil

CAS No. 4269-94-7

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