342386-78-1

Basic information

• Product Name: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID
• Synonyms: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID;UKRORGSYN-BB BBV-5128507
• CAS NO: 342386-78-1
• Molecular Formula: C₁₀H₈Cl₂O₂
• Molecular Weight: 231.07532
• Product Categories: pharmacetical
• Mol File: 342386-78-1.mol

Chemical Properties

• Boiling Point: 376.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.520±0.06 g/cm3(Predicted)
• PKA: 3.84±0.20(Predicted)
• CAS DataBase Reference: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID(342386-78-1)
• EPA Substance Registry System: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID(342386-78-1)

Safety Data

• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 342386-78-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID is used as an anti-inflammatory and analgesic agent for its ability to inhibit certain enzymes involved in inflammatory pathways, offering potential relief from inflammation and pain.
Used in Neuroinflammatory and Neurodegenerative Disease Research:
While still under investigation, 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID is being explored for its potential role in treating neuroinflammatory and neurodegenerative diseases, suggesting it may have therapeutic benefits in these areas pending further research.
Used in Organic Synthesis:
1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBOXYLIC ACID serves as a valuable building block in organic synthesis, enabling the creation of various derivatives that may possess their own pharmaceutical applications, thus contributing to the development of new drugs and therapeutic agents.

Upstream product

• 82144-38-5 ethyl cyano(3,4-dichlorophenyl)acetate 
• 3218-49-3 3,4-dichloro-benzeneacetonitrile 
• 124276-57-9 1-(3,4-dichlorophenyl)cyclopropanecarbonitrile 

Downstream Products

• 135522-12-2 (+/-)-N-methyl-N--1-(3',4'-dichlorophenyl)-cyclopropanecarboxylic amide 
• 1252637-37-8 (4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-1-{[1-(3,4-dichlorophenyl)cyclopropyl]carbonyl}-L-prolinamide 
• 1252638-13-3 (4R)-4-[(2-chlorophenyl)sulfonyl]-N-(1-cyanocyclopropyl)-1-{[1-(3,4-dichlorophenyl)cyclopropyl]carbonyl}-L-prolinamide 
• 437650-07-2 1-(3,4-Dichloro-phenyl)-cyclopropanecarbonyl chloride 

Relevant articles and documents

Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes

We herein report an Ir-catalyzed enantioselective C(sp3)-H borylation of cyclopropanecarboxamides using a chiral bidentate boryl ligand for the first time. A variety of substrates with α-quaternary carbon centers could be compatible in this reaction to provide β-borylated products with good to excellent enantioselectivities. We have also demonstrated that the borylated products can be used as versatile precursors engaging in stereospecific transformations of C-B bonds, including the synthesis of a bioactive compound Levomilnacipran.

Electrophilic Bromolactonization of Cyclopropyl Diesters Using Lewis Basic Chalcogenide Catalysts

An efficient and regioselective electrophilic bromolactonization of cyclopropylmethyl diesters using triphenylphosphine sulfide (Ph3PS) or diphenyl selenide (Ph2Se) as the Lewis basic chalcogenide catalyst has been developed. It was observed that Ph3PS favored the formation of anti-diastereomer and yielded the multi-functional γ-lactones. Interestingly, the diastereoselectivity was reversed when using Ph2Se as a catalyst where the syn-product instead of the anti-product was favored. (Figure presented.).

N-Methyl-N--1-phenylcyclopropanecarboxylic amides - analogs of U50488 with much reduced opiate affinity and loss of κ-selectivity

(+/-)-N-methyl-N--1-phenylcyclopropanecarboxylic amide (1) and its dichloro analog (2) were synthesized.Compounds 1 and 2 are related to the κ-selective opiate U-50488 in that the benzylic methylene moiety in U-50488 has been replaced by a cyclopropane ring.As compared to U-50488, a 600-fold reduction in kappa-affinity was observed with these 2 compounds; while the reduction in μ-affinity was less than 2-fold.Unlike U-50488, 1 and 2 also show measurable δ-binding.To explain the observed anomaly, the steric interaction between the N-methyl group and the cyclopropane ring and the tendency of the cyclopropane ring to conjugate with the neighboring phenyl group, both affecting the accessible conformations of the amide side chains of 1 and 2, are cosidered important factors.