113111-32-3

Usage

Uses

Used in Pharmaceutical Industry:
1,2-Cyclopropanedicarboxylic acid, 1-(4-methylphenyl)is used as a building block for the synthesis of various pharmaceuticals due to its unique structural properties and potential pharmacological activities. Its cyclopropane ring and substituted phenyl group contribute to the development of new drug molecules with improved therapeutic effects.
Used in Agrochemical Industry:
1,2-Cyclopropanedicarboxylic acid, 1-(4-methylphenyl)is also used as a building block in the synthesis of agrochemicals, such as pesticides and herbicides. Its unique structural properties allow for the development of novel agrochemicals with enhanced efficacy and selectivity.
Used in Organic Chemistry Research:
1,2-Cyclopropanedicarboxylic acid, 1-(4-methylphenyl)serves as a valuable intermediate in organic chemistry research, enabling the synthesis of various complex organic compounds. Its cyclopropane ring and carboxylic acid functional group provide opportunities for further functionalization and modification, leading to the development of new organic molecules with diverse applications.
Used in Anticonvulsant Drug Development:
1,2-Cyclopropanedicarboxylic acid, 1-(4-methylphenyl)has been studied for its potential use as an anticonvulsant agent. Its unique structural properties may contribute to the development of new anticonvulsant drugs with improved efficacy and reduced side effects.
Used in Anti-inflammatory Drug Development:
1,2-Cyclopropanedicarboxylic acid, 1-(4-methylphenyl)has also been investigated for its potential use as an anti-inflammatory agent. Its unique structural properties may offer new opportunities for the development of anti-inflammatory drugs with enhanced therapeutic effects and reduced side effects.

InChI:InChI=1/C12H12O4/c1-7-2-4-8(5-3-7)12(11(15)16)6-9(12)10(13)14/h2-5,9H,6H2,1H3,(H,13,14)(H,15,16)

Upstream product

• 60162-33-6 chloro-p-tolyl-acetic acid methyl ester 
• 292638-85-8 acrylic acid methyl ester 
• 77053-52-2 methyl bromo(4-methylphenyl)acetate 
• 66504-76-5 (1R,2S)-1-p-Tolyl-cyclopropane-1,2-dicarboxylic acid dimethyl ester 

Downstream Products

• 66504-87-8 (+/-)-1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexan-2,4-dione 
• 66504-75-4 1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane hydrochloride 
• 113111-37-8 1-(4-Dibromomethyl-phenyl)-3-methyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione 
• 113111-36-7 1-<4-(bromomethyl)phenyl>-3-azabicyclo<3.1.0>hexane-2,4-dione 
• 113111-38-9 1-<4-(hydroxymethyl)phenyl>-3-azabicyclo<3.1.0>hexane-2,4-dione 
• 113111-39-0 1-(4-formylphenyl)-3-azabicyclo<3.1.0>hexane-2,4-dione 
• 113111-35-6 3-Methyl-1-p-tolyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione 
• 66504-84-5 (1R,5S)-1-p-Tolyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione 
• 66504-77-6 (1S,5R)-1-p-Tolyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione 
• 66504-83-4 (1R,2S)-(+)-1-(4-methylphenyl)-1,2-cyclopropanedicarboxylic acid 
• 66504-85-6 (1S,2R)-(-)-1-(4-methylphenyl)-1,2-cyclopropanedicarboxylic acid 

Relevant academic research and scientific papers

Polymorphs of bicifadine hydrochloride

A new polymorphic crystalline form of bicifadine hydrochloride, designated form B, which is more thermodynamically stable than the previously known polymorphic form of bicifadine hydrochloride, designated as form A, methods for preparing said crystalline

Method of treating depression using azabicyclohexanes

The present invention concerns certain novel substituted 3-azabicyclo[3.1.0]hexanes and a method of treating depression and stress in a warm-blooded animal, comprising the administration of substituted 3-azabicyclo[3.1.0]hexanes.

1-Aryl-3-azabicyclohexanes, a New Series of Nonnarcotic Analgesic Agents

A series of 1-aryl-3-azabicyclohexanes was synthesized by hydride reduction of 1-arylcyclopropanedicarboximides.Hydroxyphenyl analogues 20, 22, and 24 were prepared by EtSNa-DMF ether cleavage of the corresponding methoxyphenyl analogues 2m, 2n, and 23, respectively, with the secondary amines 20 and 22 going through the N-formyl intermediates 19 and 21.The p-ethoxy analogue 26 was obtained by O-ethylation of 19, followed by base hydrolysis of the amide 25.The greatest analgesic potency in mouse writhing and rat paw-pain assays was observed for para-substituted compounds.Bicifadine, 1-(4-methylphenyl)-3-azabicyclohexane (2b), was the most potent member of the series and is presently undergoing clinical trials in man.Analgesic activity of 2b is limited to the (+) enantiomer 2v, which has the 1R,5S absolute configuration as determined by single-crystal X-ray analysis.The N-methyl analogue (27d) of 2b showed significant analgesic potency, whereas the N-allyl (27a), N-(cyclopropylmethyl) (27b), and N-(n-hexyl) (27c) analogues were inactive.Bicifadine (2b) showed a nonnarcotic profile different from analogous azabicycloalkane and 3-phenylpyrrolidine analgesics.

Process for resolving cis-1-substituted phenyl-1,2-cyclopropanedicarboxylic acids

A method for resolving racemic substituted cyclopropanedicarboxylic acids which are useful as intermediates for the preparation of substituted phenyl azabicyclohexanes which possess anxyolitic and analgesic activity.

Azabicyclohexanes

Substituted 3-azabicyclo[3.1.0]hexanes, acid addition salts, method of use and method of preparation are described. The compounds have anxiolytic and analgesic activity.