20778-47-6

Basic information

• Product Name: 1,1-CYCLOPROPANEDIACETONITRILE
• Synonyms: 1,1-CYCLOPROPANEDIACETONITRILE;2,2'-(Cyclopropane-1,1-diyl)diacetonitrile
• CAS NO: 20778-47-6
• Molecular Formula: C7H8N2
• Molecular Weight: 120.15
• Mol File: 20778-47-6.mol

Chemical Properties

• Boiling Point: 298 ºC
• Flash Point: 149 ºC
• Appearance: /
• Density: 1.057
• Vapor Pressure: 0.00132mmHg at 25°C
• Refractive Index: 1.4578
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,1-CYCLOPROPANEDIACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-CYCLOPROPANEDIACETONITRILE(20778-47-6)
• EPA Substance Registry System: 1,1-CYCLOPROPANEDIACETONITRILE(20778-47-6)

Safety Data

• Hazardous Substances Data: 20778-47-6(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

InChI:InChI=1/C7H8N2/c8-5-3-7(1-2-7)4-6-9/h1-4H2

Upstream product

• 6202-96-6 1,1-bis-chloromethyl-cyclopropane 
• 151-50-8 potassium cyanide 
• 29086-41-7 1,1-bis(bromomethyl)cyclopropane 
• 22308-08-3 cyclopropane-1,1-diyldimethanediyl bis(4-methylbenzenesulfonate) 
• 143-33-9 sodium cyanide 
• 39590-81-3 [1-(hydroxymethyl)cyclopropyl]methanol 
• 136476-38-5 cyclopropane-1,1-diylbis(methylene) dimethanesulfonate 
• 83321-23-7 1,1-bis(iodomethyl)cyclopropane 
• 598-10-7 cyclopropane-1,1-dicarboxylic acid 

Downstream Products

• 70197-77-2 (1-carboxymethylcyclopropyl)acetic acid 
• 214479-60-4 5-ethoxy-6-aza-spiro[2.5]oct-5-ene 
• 1194-45-2 6-azaspiro[2.5]octane-5,7-dione 
• 1037834-62-0 6-azaspiro-[2.5]-octane hydrochloride 
• 1377186-70-3 C₇H₁₂N₂*ClH 
• 893411-52-4 spiro[2.5]octane-5,7-dione 

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.

ORTHO-SUBSTITUTED HALOALKYLSULFONANILIDE DERIVATIVE AND HERBICIDE

Novel herbicides are provided. A haloalkylsulfonanilide derivative represented by the formula (1) or an agrochemically acceptable salt thereof: the formula (1): wherein A is -C(R7)(R8)- or -N(R9)-, W is an oxygen atom or a sulfur atom, n is an integer of from 1 to 4, R1 is halo C1 -C6 alkyl, R2 is a hydrogen atom, C1 - C6 alkyl or the like, each of R3 and R4 is independently a hydrogen atom, C1 - C6 alkyl or the like, each of R5, R6, R7 and R8 is independently a hydrogen atom, a halogen, C1 - C6 alkyl or the like, R9 is a hydrogen atom, C1 - C6 alkyl or the like, and X is halogen, C1 - C6 alkyl or the like.