63201-02-5

Basic information

• Product Name: 1-PHENYL-CYCLOPROPANECARBONYL CHLORIDE
• Synonyms: Cyclopropanecarbonyl chloride, 1-phenyl- (6CI, 9CI);CYCLOPROPANECARBONYL CHLORIDE,1-PHENYL-;1-phenylcyclopropane-1-carbonyl chloride
• CAS NO: 63201-02-5
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.64
• Product Categories: ACIDHALIDE
• Mol File: 63201-02-5.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-PHENYL-CYCLOPROPANECARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-CYCLOPROPANECARBONYL CHLORIDE(63201-02-5)
• EPA Substance Registry System: 1-PHENYL-CYCLOPROPANECARBONYL CHLORIDE(63201-02-5)

Safety Data

• Hazardous Substances Data: 63201-02-5(Hazardous Substances Data)

Usage

General Description

1-Phenyl-cyclopropanecarbonyl chloride is a chemical compound with the molecular formula C10H9ClO. It is a highly reactive compound with a carbonyl chloride functional group (COCl) that is attached to a phenyl-cyclopropane ring. 1-PHENYL-CYCLOPROPANECARBONYL CHLORIDE is often used as an intermediate in the synthesis of various organic chemicals and pharmaceuticals. It is also utilized in the manufacturing of agrochemicals, dyes, and other specialty chemicals. 1-Phenyl-cyclopropanecarbonyl chloride is known for its ability to undergo various chemical reactions, including nucleophilic substitution and addition reactions, making it a versatile and valuable compound in organic chemistry. Due to its reactivity and potential for hazardous reactions, it should be handled and stored with care in a controlled laboratory environment.

Upstream product

• 52370-86-2 ethyl 4-chloro-2-cyano-2-phenylbutanoate 
• 6121-42-2 1-Phenyl-cyclopropanecarboxylic acid methyl ester 
• 101-41-7 benzeneacetic acid methyl ester 
• 935-42-2 (1-phenylcyclopropyl)methylamine 
• 140-29-4 phenylacetonitrile 
• 4553-07-5 ethyl phenylcyanoacetate 
• 935-44-4 1-cyano-1-phenylcyclopropane 
• 6120-95-2 1-phenyl-1-cyclopropane carboxylic acid 

Downstream Products

• 31729-66-5 1-phenyl-1-cyclopropanemethanol 
• 874895-83-7 4,4-dimethyl-2-(1-phenylcyclopropyl)oxazoline 
• 1154314-07-4 C₁₄H₁₉NO₂ 
• 1072809-90-5 N-methoxy-1-phenylcyclopropanecarboxamide 
• 1191067-77-2 1-phenylcyclopropanecarboxylic acid (4-{[(4-chlorobenzenesulfonyl)-pyridin-2-ylmethylamino]methyl}phenyl)amide 
• 1245317-58-1 2-amino-4,6-dihydroxy-5-(1-phenylcyclopropanecarboxamido)pyrimidine 
• 1610042-64-2 N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-1-phenylcyclopropanecarboxamide 
• 1610042-69-7 N-(3-((3,5-dimethylphenyl)amino)-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-1-phenylcyclopropanecarboxamide 
• 935-43-3 (1-phenylcyclopropyl)methylamine hydrochloride 
• 870862-28-5 1-phenylcyclopropanecarbothioamide 
• 868847-45-4 N-(3,5-dimethoxyphenyl)-1-phenylcyclopropanecarboxamide 
• 667871-17-2 3-[1-methyl-4-(1-phenyl-cyclopropanecarbonyl)-1H-pyrrol-2-yl]-acrylic acid ethyl ester 
• 21744-88-7 1-phenylcyclopropanecarbaldehyde 

Relevant articles and documents

Achiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class i HDAC Enzymes and Cancer Cell Proliferation

AR-42 is an orally active inhibitor of histone deacetylases (HDACs) in clinical trials for multiple myeloma, leukemia, and lymphoma. It has few hydrogen bond donors and acceptors but is a chiral 2-arylbutyrate and potentially prone to racemization. We report achiral AR-42 analogues incorporating a cycloalkyl group linked via a quaternary carbon atom, with up to 40-fold increased potency against human class I HDACs (e.g., JT86, IC50 0.7 nM, HDAC1), 25-fold increased cytotoxicity against five human cancer cell lines, and up to 70-fold less toxicity in normal human cells. JT86 was ninefold more potent than racAR-42 in promoting accumulation of acetylated histone H4 in MM96L melanoma cells. Molecular modeling and structure-activity relationships support binding to HDAC1 with tetrahydropyran acting as a hydrophobic shield from water at the enzyme surface. Such potent inhibitors of class I HDACs may show benefits in diseases (cancers, parasitic infections, inflammatory conditions) where AR-42 is active.

1,3-SUBSTITUED PYRAZOLE COMPOUNDS USEFUL FOR REDUCTION OF VERY LONG CHAIN FATTY ACIC LEVELS

Disclosed are chemical entities which are compounds of Formula (I) and pharmaceutically acceptable salts thereof, wherein Formula (I) has the structure: R1a, R1b, R2, R3, R4a, R4b and Y are as defined herein. These chemical entities are useful for reduction of very long chain fatty acid levels. These chemical entities and pharmaceutically acceptable compositions comprising such chemical entities can be useful for treating various diseases, disorders and conditions, such as adrenoleukodystrophy (ALD).

Design, synthesis, and analysis of antagonists of GPR55: Piperidine-substituted 1,3,4-oxadiazol-2-ones

A series of 1,3,4-oxadiazol-2-ones was synthesized and tested for activity as antagonists at GPR55 in cellular beta-arrestin redistribution assays. The synthesis was designed to be modular in nature so that a sufficient number of analogues could be rapidly accessed to explore initial structure–activity relationships. The design of analogues was guided by the docking of potential compounds into a model of the inactive form of GPR55. The results of the assays were used to learn more about the binding pocket of GPR55. With this oxadiazolone scaffold, it was determined that modification of the aryl group adjacent to the oxadiazolone ring was often detrimental and that the distal cyclopropane was beneficial for activity. These results will guide further exploration of this receptor.