23138-56-9

Basic information

• Product Name: 3-IODOPHENYL ISOCYANATE
• Synonyms: 3-IODOPHENYL ISOCYANATE
• CAS NO: 23138-56-9
• Molecular Formula: C₇H₄INO
• Molecular Weight: 245.02
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 23138-56-9.mol

Chemical Properties

• Boiling Point: 55 °C0.2 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.86 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: n20/D 1.632(lit.)
• Sensitive: Moisture & Light Sensitive
• CAS DataBase Reference: 3-IODOPHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IODOPHENYL ISOCYANATE(23138-56-9)
• EPA Substance Registry System: 3-IODOPHENYL ISOCYANATE(23138-56-9)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36
• RIDADR: UN 2206 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• Hazardous Substances Data: 23138-56-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-IODOPHENYL ISOCYANATE is used as a reagent for the preparation of various organic compounds, including pharmaceuticals, agricultural chemicals, and specialty chemicals. Its unique properties make it a versatile building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-IODOPHENYL ISOCYANATE is used as a key intermediate in the synthesis of drug molecules. Its presence in the molecular structure can influence the biological activity and pharmacokinetic properties of the resulting compounds, contributing to the development of new medications.
Used in Agricultural Chemicals:
3-IODOPHENYL ISOCYANATE is utilized as a precursor in the production of agricultural chemicals, such as pesticides and herbicides. Its chemical properties allow for the creation of effective compounds that can protect crops from pests and enhance agricultural productivity.
Used in Specialty Chemicals:
In the specialty chemicals sector, 3-IODOPHENYL ISOCYANATE is employed in the synthesis of compounds with specific applications, such as dyes, coatings, and polymers. Its unique structure contributes to the development of innovative products with tailored properties for various industries.

InChI:InChI=1/C7H4INO/c8-6-2-1-3-7(4-6)9-5-10/h1-4H

Upstream product

• 626-01-7 3-Iodoaniline 
• 503-38-8 trichloromethyl chloroformate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 99-09-2 3-nitro-aniline 

Downstream Products

• 639009-97-5 4-chloro-2-[3-(3-iodo-phenyl)-ureido]-benzoic acid 
• 594861-34-4 N-(3-iodophenyl)-N'-pyridin-3-ylurea hydrochloride 
• 1040236-84-7 C₂₂H₁₅IN₆O₂ 
• 1137837-74-1 (S)-1-(3-iodophenyl)-3-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)urea 
• 594861-40-2 N-(3-iodophenyl)-N'-pyrimidin-4-ylurea 
• 1353754-88-7 1-(3-iodophenyl)-3-[(6S)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl]urea 

Relevant articles and documents

Multispin Systems with a Rigid Ferrocene-1,1′-diyl-Substituted 1,3-Diazetidine-2,4-diimine Coupler: A General Approach

This paper describes the stepwise aza-Wittig reaction of 1,1′-bis(triphenylphosphoranylidenamino)-ferrocene with a paramagnetic isocyanate, namely, 3-isocyanato-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-1-oxyl, and then with substituted arylisocyanates. The intermediate product (a paramagnetic betaine), which is the product of an intramolecular nucleophilic attack of the nitrogen atom of the iminophosphorane moiety on the carbon atom of the carbodiimide functional group, was isolated and structurally characterized. Subsequent interaction of the betaine with arylisocyanates under mild conditions gave spin-labeled ferrocenophanes with the 1,3-diazetidine-2,4-diimine coupler. It was found that the mutual arrangement of the substituents in the latter depends on the nature of the substituents in the arylisocyanate. Iodophenyl derivatives of 1,3-diazetidine-2,4-diimines were cross-coupled with the gold(I) nitronyl nitroxide-2-ide complex, thus yielding diradicals: metallocenophanes functionalized with various types of nitroxide substituents. Molecular and crystal structures of all mono- and diradicals were solved by X-ray diffraction analysis.

[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.