49618-02-2

Basic information

• Product Name: 3-(4-Iodo-phenyl)-propionyl chloride
• Synonyms: 3-(4-Iodo-phenyl)-propionyl chloride
• CAS NO: 49618-02-2
• Molecular Weight: 294.519
• Mol File: 49618-02-2.mol

Chemical Properties

• CAS DataBase Reference: 3-(4-Iodo-phenyl)-propionyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Iodo-phenyl)-propionyl chloride(49618-02-2)
• EPA Substance Registry System: 3-(4-Iodo-phenyl)-propionyl chloride(49618-02-2)

Safety Data

• Hazardous Substances Data: 49618-02-2(Hazardous Substances Data)

Upstream product

• 1643-29-4 3-(4-iodophenyl)propionic acid 

Relevant articles and documents

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[125I]iodoproxyfan and related compounds: a reversible radioligand and novel classes of antagonists with high affinity and selectivity for the histamine H3 receptor.

The synthesis and biological evaluation of new histamine H3 receptor antagonists with an iodinated aryl partial structure are described as part of an extensive research program to find model compounds for the development of a new radioligand with high H3 receptor affinity and specific activity. All compounds were tested for their H3 receptor antagonist activity in a [3H]-histamine-release assay with synaptosomes from rat cerebral cortex. The new leads with potent H3 receptor antagonist activity belong to a series of derivatives of 3-(1H-imidazol-4-yl)propanol with carbamate (4-7), ester (8-16), and ether (17-22) as functional groups. Structure-activity relationships are discussed. The most active compound in the functional test (-log Ki = 8.3) and in binding studies with [3H]-(R)-alpha-methylhistamine on rat cerebral cortex (-log Ki = 9.0) in vitro was 3-(1H-imidazol-4-yl)propyl (4-iodophenyl)methyl ether (iodoproxyfan, 19) exhibiting no central H3 receptor antagonist activity in vivo. The potency of iodoproxyfan is more than 300 times lower at H1, H2, alpha1, alpha2, beta1, 5-HT2A, 5-HT3, and M3 receptors than at histamine H3 receptors. Because of the high potency and selectivity of 19, this compound has also been prepared in the [125I]-iodinated form by a nucleophilic halogen exchange reaction using the corresponding bromo derivative 22 as a precursor. The newly prepared [125I]iodoproxyfan (23) possesses advantageous pharmacological properties and fulfills all criteria of a useful radioligand.