83321-23-7

Basic information

• Product Name: 1,1-bis(iodomethyl)cyclopropane
• Synonyms: 1,1-Bis(iodomethyl)cyclopropane; Cyclopropane, 1,1-bis(iodomethyl)-
• CAS NO: 83321-23-7
• Molecular Formula: C₅H₈I₂
• Molecular Weight: 321.926
• Mol File: 83321-23-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 255.476°C at 760 mmHg
• Flash Point: 122.297°C
• Density: 2.449g/cm³
• Vapor Pressure: 0.026mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 1,1-bis(iodomethyl)cyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-bis(iodomethyl)cyclopropane(83321-23-7)
• EPA Substance Registry System: 1,1-bis(iodomethyl)cyclopropane(83321-23-7)

Safety Data

• Hazardous Substances Data: 83321-23-7(Hazardous Substances Data)

Usage

General Description

1,1-Bis(iodomethyl)cyclopropane, also known as dibromomethane, is a chemical compound with the molecular formula C5H8I2. It is a colorless liquid with a strong and pungent odor, and it is flammable. It is primarily used as a starting material for organic synthesis and as a reagent in chemical reactions, particularly in the production of pharmaceuticals and fine chemicals. It is also used as a solvent and as an intermediate in the production of other organic compounds. However, it should be handled with caution due to its flammability and toxic properties. It is considered a hazardous substance and proper safety measures should be taken when handling it.

Upstream product

• 598-10-7 cyclopropane-1,1-dicarboxylic acid 
• 136476-38-5 cyclopropane-1,1-diylbis(methylene) dimethanesulfonate 
• 1559-02-0 diethyl cyclopropane-1,1-dicarboxylate 
• 157-40-4 spiropentane 
• 39590-81-3 [1-(hydroxymethyl)cyclopropyl]methanol 
• 101595-74-8 1,1-bis-benzenesulfonyloxymethyl-cyclopropane 

Downstream Products

• 1129634-44-1 (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid 
• 1454843-77-6 (±)-5-(tert-butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid 
• 1499193-61-1 (S)-6-(2-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-2-oxoethyl) 5-tert-butyl 5-azaspiro[2.4]heptane-5,6-dicarboxylate 
• 1441670-89-8 (6S)-6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid 1,1-dimethylethyl ester 
• 20778-47-6 (1-cyanomethyl-cyclopropyl)-acetonitrile 
• 70197-77-2 (1-carboxymethylcyclopropyl)acetic acid 
• 1441673-92-2 (S)-5-(tert-butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylate 

Relevant articles and documents

Structure-activity relationship study of β-oxidation resistant indole-based 5-oxo-6,8,11,14-eicosatetraenoic acid (5-oxo-ETE) receptor antagonists

5-Oxo-6,8,11,14-eicosatetraenoic acid (5-oxo-ETE) is formed from 5S-hydroxy-6,8,11,14-eicosatetraenoic acid (5-HETE) by the 5-lipoxygenase (5-LO) pathway under conditions associated with oxidative stress. 5-Oxo-ETE is an important pro-inflammatory mediator, which stimulates the migration of eosinophils via a selective G-protein coupled receptor, known as the OXE receptor (OXE-R). Previously, we designed and synthesized structural mimics of 5-oxo-ETE such as 1 using an indole scaffold. In the present work, we added various substituents at C-3 of this moiety to block potential β-oxidation of the 5-oxo-valerate side chain, and investigated the structure-activity relationships of the resulting novel β-oxidation-resistant antagonists. Cyclopropyl and cyclobutyl substituents were well tolerated in this position, but were less potent as the highly active 3S-methyl compound. It seems likely that 3-alkyl substituents can affect the conformation of the 5-oxovalerate side chain containing the critical keto and carboxyl groups, thereby affecting interaction with the OXE-receptor.

Inhibition of 5-oxo-6,8,11,14-eicosatetraenoic acid-induced activation of neutrophils and eosinophils by novel indole oxe receptor antagonists

5-Oxo-6,8,11,14-eicosatetraenoic acid (5-oxo-ETE) is a 5-lipoxygenase product that is a potent granulocyte chemoattractant, which induces the infiltration of eosinophils into human skin when injected intradermally. It could therefore be an important proinflammatory mediator in eosinophilic diseases such as asthma and allergic rhinitis, and the OXE receptor, which mediates its actions, is therefore an attractive drug target. Using a structure-based approach in which substituents mimicking the essential polar (C1-C5) and hydrophobic (C15-C20) regions of 5-oxo-ETE were incorporated on an indole scaffold, we identified two potent selective OXE antagonists with IC50 values of about 30 nM. Neither compound displayed agonist activity and both inhibited 5-oxo-ETE-induced chemotaxis and actin polymerization and were relatively resistant to metabolism by rat liver homogenates. The active enantiomers of these racemic antagonists were even more potent, with IC50 values of 10 nM. These selective OXE antagonists could potentially be useful therapeutic agents in allergic diseases such as asthma.

SOLID FORMS OF AN ANTIVIRAL COMPOUND

Amorphous and crystalline solid forms of the anti-HCV compound (1-{3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (Compound I) were prepared and characterized in the solid state: Also provided are processes of manufacture and methods of using the amorphous and crystalline forms.