152922-73-1

Basic information

• Product Name: Methyl 1-(Mercaptomethyl)cyclopropaneacetate
• Synonyms: METHYL 1-(MERCAPTOMETHYL)CYCLOPROPANE ACETATE;Metyl 1-(Mercaptomethyl)Cyclopropane Acetate;Methy 1-(Mercaptomethyl)cyclopropane acetate;ETHYL [1-(MECAPTOMETHYL)CYCLOPROPYL]ACETATE[FOR MONTELUKAST];CYTAM METHYL 2-[1-(MERCAPTOMETHYL) CYCLOPROPYL] ACETATE;Methyl 2-(1-(MercaptoMethyl)cyclopropyl)acetate;Methyl 2-[1-(sulfanylMethyl)cyclopropyl]acetate;Methyl [1-(mercaptomethyl)cyclopropyl]acetate
• CAS NO: 152922-73-1
• Molecular Formula: C₇H₁₂O₂S
• Molecular Weight: 160.23
• EINECS: 1312995-182-4
• Mol File: 152922-73-1.mol

Chemical Properties

• Boiling Point: 208.899 °C at 760 mmHg
• Flash Point: 92.703 °C
• Appearance: /
• Density: 1.11 g/cm³
• Vapor Pressure: 0.209mmHg at 25°C
• Refractive Index: 1.495
• PKA: 10.41±0.10(Predicted)
• CAS DataBase Reference: Methyl 1-(Mercaptomethyl)cyclopropaneacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 1-(Mercaptomethyl)cyclopropaneacetate(152922-73-1)
• EPA Substance Registry System: Methyl 1-(Mercaptomethyl)cyclopropaneacetate(152922-73-1)

Safety Data

• Hazardous Substances Data: 152922-73-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
Methyl 1-(Mercaptomethyl)cyclopropaneacetate is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows it to be a key component in the development of new medicinal compounds, contributing to the advancement of pharmaceutical chemistry.
Used in Agrochemical Production:
In the agrochemical industry, Methyl 1-(Mercaptomethyl)cyclopropaneacetate serves as an intermediate in the production of agrochemicals. Its reactivity and stability make it suitable for the synthesis of compounds used in agriculture to protect crops and enhance yields.
Used in Organic Synthesis:
Methyl 1-(Mercaptomethyl)cyclopropaneacetate is utilized as a versatile building block in organic synthesis across various chemical industries. Its ability to undergo multiple chemical reactions enables the creation of a wide array of organic compounds, making it an essential component in the synthesis of specialty chemicals and materials.

InChI:InChI=1/C7H12O2S/c1-9-6(8)4-7(5-10)2-3-7/h10H,2-5H2,1H3

Upstream product

• 75-11-6 diiodomethane 
• 67-56-1 methanol 
• 162515-68-6 1-(sulfanylmethyl)cyclopropaneacetic acid 
• 152922-72-0 1-(Acetylthiomethyl)cyclopropaneacetonitrile 
• 7732-18-5 water 

Downstream Products

• 158966-92-8 montelukast 
• 855473-51-7 1-(((1(R)-(3-(2(E)-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropane acetic acid methyl ester 
• 1187586-61-3 [R, E]-[[1-[3-[2-(7-chloro-2-quinolinyl)-2-(S)-[(carboxymethyl)cyclopropyl]methyl]thio]ethyl]phenyl]-3-[[[[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]-cyclopropane acetic acid 
• 1187586-58-8 [R, E]-[[1-[3-[2-(7-chloro-2-quinolinyl)-2-(R)-[(carboxymethyl)cyclopropyl]methyl]thio]ethyl]phenyl]-3-[[[[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]-cyclopropane acetic acid 
• 162515-68-6 1-(sulfanylmethyl)cyclopropaneacetic acid 
• 1000788-70-4 1-(((1-(R)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-((1-tetrahydropyranyloxy)-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropyl acetate 

Relevant articles and documents

Synthesis of Cyclopropyl Ester and Amide Substituted Pyrimidinediones as Protoporphyrinogen Oxidase-Inhibiting Herbicides

The protoporphyrinogen oxidase (PPO) enzyme is involved in the biosynthesis of chlorophyll and is an important target in research for development of new herbicides. In this study, new pyrimidinedione compounds with thioester tail group containing cyclopropyl moiety are synthesized from the commercially available 2-(1-(mercaptomethyl)cyclopropyl)acetic acid. The herbicidal activity of the synthesized compounds is also evaluated. Most of the synthesized compounds exhibit herbicidal activities against both monocot and dicot weeds. In particular, 10a showed similar activity to the control material, Saflufenacil. And when against the monocot weeds, Echinochloa crusgalli and Digitaria sanguinalis, 10a shows superior activity to Saflufenacil.

Preparation method of 1-mercaptomethylcyclopropylacetic acid

The invention relates to a preparation method of 1-mercaptomethylcyclopropylacetic acid, and belongs to the technical field of raw material preparation. The technical scheme comprises the steps: using 2,5-dimethyl-2,5-dihydroxy-1,4-dithiane described in a formula 1 as a starting material, preparing alpha,beta-unsaturated carboxylic acid ester shown in a formula 2 in an alkaline reagent environment, then adopting 1,2-dimethylimidazole as a basic catalyst, preparing beta,gamma-unsaturated carboxylic acid ester of a formula 3 under irradiation of ultraviolet light, then performing a Simmons-Smith reaction on the beta,gamma-unsaturated carboxylic acid ester of the formula 3 and diethylzinc and diiodomethane so as to obtain a cyclopropanation intermediate shown in a formula 4, and performing hydrolysis on the cyclopropanation intermediate of the formula 4 under an alkaline condition so as to obtain the target compound 1-mercaptomethylcyclopropylacetic acid. The defects of highly toxic products, easy combustion and easy explosion, a large amount of waste liquid and no environmental protection in the prior art are overcome.

A PROCESS FOR PREPARATION OF MONTELUKAST SODIUM SALT

The present invention relates to a process for the preparation of montelukast sodium salt. The process includes (a) reacting 2-(2-(3-(S)-(3-(7-chloro-2- quinolinyl)-ethenyl) phenyl)-3-hydroxypropyl)- phenyl-2-propanol of Formula (II) with diphenyl chloro phosphate to get a compound of Formula III; (b) condensing the compound of Formula III with a compound of Formula IV to get compound of Formula V; (c) and converting the compound of Formula V to montelukast sodium of Formula (I).

IMPROVED PROCESS FOR PURE MONTELUKAST SODIUM THROUGH PURE INTERMEDIATES AS WELL AS NOVEL AMINE SALTS

The present invention provides an improved process for the preparation of highly pure montelukast sodium through highly pure diol intermediate compound of formula (2) and (1)-(mercapto methyl) cyclopropane acetic acid methyl ester compound of formula (4) or mercaptomethyl cyclopropane acetic acid compound of formula (7). The present invention also provides novel organic amine salts of montelukast.

Process for preparation of [1-(mercaptomethyl)cyclopropyl]acetic acid and related derivatives

The present invention provides a novel process for preparing [1-(mercaptomethyl)cyclopropyl]acetic acid with high purity and related derivatives.

NEW TRICYCLIC DERIVATIVES AS LTD4 ANTAGONISTS

Compounds of formula (I) and their pharmaceutically acceptable salts are provided as well as processes for the manufacture of such compounds. The compounds are useful in the treatment or prevention of inflammatory and allergic diseases.

DIARYL 5,6-FUSED HETEROCYCLIC ACIDS AS LEUKOTRIENE ANTAGONISTS

Compounds having the formula I: STR1 are antagonists of the actions of leukotrienes. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection.

HETEROARYL AND HALOARYL QUINOLINE DERIVATIVES OF CYCLOPROPANEACETIC ACID AS LEUKOTRIENE ANTAGONISTS

Compounds having the formula I: STR1 are antagonists of the actions of leukotrienes. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection.