53937-19-2

Basic information

• Product Name: 3-(4-hydroxy-3-iodophenyl)propionic acid
• Synonyms: 3-(4-hydroxy-3-iodophenyl)propionic acid
• CAS NO: 53937-19-2
• Molecular Formula: C₉H₉IO₃
• Molecular Weight: 292.07
• Mol File: 53937-19-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 112-113 °C
• Boiling Point: 360.3°Cat760mmHg
• Flash Point: 171.7°C
• Appearance: /
• Density: 1.897g/cm³
• Vapor Pressure: 8.04E-06mmHg at 25°C
• Refractive Index: 1.659
• PKA: 4.67±0.10(Predicted)
• CAS DataBase Reference: 3-(4-hydroxy-3-iodophenyl)propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-hydroxy-3-iodophenyl)propionic acid(53937-19-2)
• EPA Substance Registry System: 3-(4-hydroxy-3-iodophenyl)propionic acid(53937-19-2)

Safety Data

• Hazardous Substances Data: 53937-19-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9IO3/c10-7-5-6(1-3-8(7)11)2-4-9(12)13/h1,3,5,11H,2,4H2,(H,12,13)

Upstream product

• 501-97-3 4-hydroxyphenylpropionic acid 
• 76663-61-1 3-(3-iodo-4-hydroxyphenyl)-propanoic acid N-hydroxysuccinimide ester 
• 13811-11-5 3-(3,5-diiodo-4-hydroxyphenyl)-propionic acid 
• 7732-18-5 water 

Downstream Products

• 53937-17-0 methyl 3-(3-iodo-4-methoxyphenyl)propanoate 
• 143674-02-6 IBH-Phe-Phe-OMe 
• 196597-78-1 1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one 
• 143674-05-9 IBH-Phe-Phe-Gly-ONSu 
• 97207-36-8 IBH-Phe-Phe-Gly-NHOH 
• 143674-04-8 IBH-Phe-Phe-Gly-OH 
• 143674-03-7 IBH-Phe-Phe-OH 
• 53937-20-5 3-(4-hydroxy-3-iodophenyl)propanoate 

Relevant articles and documents

Preparation of the iodine-124 derivative of the Bolton-Hunter reagent ([124I]I-SHPP) and its use for labelling a VEGF antibody as a PET tracer

This study describes the radioiodination of an antibody specific to the vascular endothelial growth factor (VEGF), VG76e, with [124I]iodine to obtain a novel PET tracer for measurement of angiogenesis. In vitro binding assays showed a significantly higher immunoreactive fraction with the protein labelling reagent N-succinimidyl 3-(4-hydroxy-5-[125I]iodophenyl) propionate ([125I]Bolton-Hunter reagent, [125I]I-SHPP) (34.0 ± 4.0%) as compared with N-succinimidyl 3-[125I]iodobenzoate (10.9 ± 6.4%) or direct radioiodination using [125I]iodide and IodoGen (3.1 ± 3.0%). Consequently, the cyclotron-produced positron-emitting [124I]iodine (T1/2 = 4.2 days) was employed to prepare [124I]I-SHPP. Using an improved radioiodination methodology, [124I]I-SHPP was prepared from sodium [124I] iodide with IodoGen at pH 6.5. The [124I]Bolton-Hunter reagent was isolated with 25-58% (n = 3) radiochemical yield and 88-95% (n = 3) radiochemical purity by the conventional extraction procedure. The conjugate of VG76e with [124I]I-SHPP was prepared with 17-18% (n=3) labelling efficiency and 98% radiochemical purity. The immunoreactive fraction was determined to be 33.5% (n = 2). Copyright

Preparation method 1, 2, 6, 7 - tetrahydro - 8H - indeno [5, 4 - b] furan -8 - ketone

The invention provides a preparation method of 1, 2, 6, 7 - tetrahydro - 8H - indeno [5, 4 - b] furan -8 - ketone, which comprises the following steps of (1) taking compound II as a raw material, adding a halogenating agent and hydrogen peroxide to halogenate to obtain compound III: 3 - X - 4 - hydroxybenzoic acid. (2) The compound III was mixed with 1 - bromo -2 - chloroethane and an alkali metal hydroxide to give compound IV: 3 - X - 4 - (2 - chloroethoxy) phenylpropionic acid. (3) Compound IV was added to nitrobenzene, and an acylation reagent was added to react to give compound V: 3 - X - 4 - (2 - chloroethoxy) phenylpropionyl chloride. (4) To the reaction system, aluminum trichloride was added to react to give compound VI: 4 - X - 1, 2, 6, 7 - tetrahydro - 8H - indeno [5, 4 - b] furan -8 - ketone. (5) Compound VI was added to toluene, and a palladium carbon and sodium acetate aqueous solution were added to catalyze hydrogenation to give compound I: 1, 2, 6, 7 - tetrahydro - 8H - indeno [5, 4 - b] furan -8 - ketone.