473924-31-1

Basic information

• Product Name: 2-chloro-1-cyclopropylbutane-1,3-dione
• Synonyms: 2-chloro-1-cyclopropylbutane-1,3-dione;2-Chloro-1-cyclopropyl-1,3-butanedione;1,3-Butanedione, 2-chloro-1-cyclopropyl-
• CAS NO: 473924-31-1
• Molecular Formula: C₇H₉ClO₂
• Molecular Weight: 160.59816
• Mol File: 473924-31-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 220℃
• Flash Point: 88℃
• Appearance: /
• Density: 1.270
• Vapor Pressure: 0.114mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: 2-chloro-1-cyclopropylbutane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-1-cyclopropylbutane-1,3-dione(473924-31-1)
• EPA Substance Registry System: 2-chloro-1-cyclopropylbutane-1,3-dione(473924-31-1)

Safety Data

• Hazardous Substances Data: 473924-31-1(Hazardous Substances Data)

Usage

Description

2-chloro-1-cyclopropylbutane-1,3-dione is a cyclopropylketone derivative that serves as a highly reactive chemical compound in the field of organic synthesis. Characterized by the presence of chlorine and cyclopropyl groups, this versatile intermediate is utilized for the preparation of a range of pharmaceuticals and agrochemicals, underpinning its significance in organic chemistry.

Uses

Used in Pharmaceutical Industry:
2-chloro-1-cyclopropylbutane-1,3-dione is used as a key building block for the synthesis of various pharmaceuticals, leveraging its reactivity to form complex organic compounds that contribute to the development of new medications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-chloro-1-cyclopropylbutane-1,3-dione is employed as an intermediate in the creation of compounds that have applications in crop protection and pest control, enhancing agricultural productivity.
Used in Organic Synthesis:
2-chloro-1-cyclopropylbutane-1,3-dione is used as a reagent in organic synthesis, where it can participate in nucleophilic addition and substitution reactions, facilitating the construction of intricate organic molecules for a variety of applications.
Used in Research and Development:
2-chloro-1-cyclopropylbutane-1,3-dione is also utilized in research and development settings, where its unique structure and reactivity are explored to advance the understanding of organic chemical reactions and to innovate new synthetic pathways.

InChI:InChI=1/C7H9ClO2/c1-4(9)6(8)7(10)5-2-3-5/h5-6H,2-3H2,1H3

Upstream product

• 21573-10-4 1-cyclopropyl-butane-1,3-dione 

Downstream Products

• 1278472-70-0 1-(cyclopropyl)-2-(4-cyano-[⁽²⁾H₆]3,5-dimethyl-[2,6-⁽²⁾H₂]phenoxy)-1,3-butanedione 
• 913346-12-0 4-[1-(cyclopropylcarbonyl)-2-oxopropoxy]-2,6-dimethylbenzonitrile 
• 675198-31-9 5-[1-(cyclopropylcarbonyl)-2-oxopropoxy]isophtalonitrile 

Relevant articles and documents

Development of a Practical Synthesis of the Progesterone Receptor Antagonist 4-{[3-Cyclopropyl-1-(mesylmethyl)-5-methyl-1H-pyrazol-4-yl]oxy}-2,6- dimethylbenzo-nitrile

The development and implementation of a scaleable process for the manufacture of the nonsteroidal progesterone receptor antagonist 8 is described. Key aspects of the synthesis include (i) a telescoped chlorination- etherification sequence to prepare diket

Compounds Useful In Therapy

Compounds of Formula (I): and pharmaceutically acceptable salts, solvates (including hydrates) of said compounds and salts, or prodrugs of said compound, or pharmaceutically acceptable salts or solvates of said prodrugs, wherein the substituents are as herein defined, are useful in therapy, for example they may be useful for treating progesterone-mediated conditions such as endometriosis, uterine fibroids (leiomyomata), menorrhagia, adenomyosis, primary and secondary dysmenorrhoea (including symptoms of dyspareunia, dyschexia and chronic pelvic pain), or chronic pelvic pain syndrome.

Compounds useful in therapy

Compounds of formula (I), [image] or pharmaceutically acceptable derivatives thereof, wherein: R1 represents H, C1-6-alkyl, C1-6alkyloxy, C3-8cycloalkyl, or halo; R2 represents H, C1-6alkyl (optionally substituted by R3), phenyl (optionally substituted by CN), or Het; R3 represents OH, CN, Het, —R4—C1-6alkyl, or CONR5R6; R4 represents —CO2—, or —O—; R5 and R6 independently represent H, C1-6alkyl (optionally substituted by OR7) or C3-8cycloalkyl; R7 represents H or C1-6alkyl; Het represents a five or six membered aromatic heterocyclic group containing (i) from one to four nitrogen heteroatom(s) or (ii) one or two nitrogen heteroatom(s) and one oxygen or one sulphur heteroatom or (iii) one or two oxygen or sulphur heteroatom(s), said heterocyclic group being optionally substituted by one or more groups selected from CN and C1-6 alkyl; R8 represents C1-6alkyl, C1-6alkyloxy, C3-8cycloalkyl, or halo; R9 and R10 independently represent H, C1-6alkyl, C1-6alkyloxy, CN, CF3 or halo; may be useful for treating endometriosis, uterine fibroids (leiomyomata), menorrhagia, adenomyosis, primary and secondary dysmenorrhoea (including symptoms of dyspareunia, dyschexia and chronic pelvic pain), or chronic pelvic pain syndrome.