475654-43-4

Basic information

• Product Name: 6-chloro-5-methoxy-2,3-dihydro-1H-inden-1-one
• Synonyms: 1H-Inden-1-one, 6-chloro-2,3-dihydro-5-Methoxy-;6-chloro-5-methoxy-2,3-dihydro-1H-inden-1-one;6-Chloro-2,3-dihydro-5-methoxy-1H-inden-1-one;6-Chloro-5-methoxy-indan-1-one;6-chloro-5-Methoxy-2,3-dihydroinden-1-one
• CAS NO: 475654-43-4
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.63
• Mol File: 475654-43-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 340.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.302
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-chloro-5-methoxy-2,3-dihydro-1H-inden-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-5-methoxy-2,3-dihydro-1H-inden-1-one(475654-43-4)
• EPA Substance Registry System: 6-chloro-5-methoxy-2,3-dihydro-1H-inden-1-one(475654-43-4)

Safety Data

• Hazardous Substances Data: 475654-43-4(Hazardous Substances Data)

Usage

General Description

6-chloro-5-methoxy-2,3-dihydro-1H-inden-1-one is a chemical compound with the molecular formula C10H9ClO2. It is a yellow crystalline solid with a melting point of 118-120°C. 6-chloro-5-methoxy-2,3-dihydro-1H-inden-1-one is used in the synthesis of pharmaceuticals and agrochemicals. It also acts as a building block for the preparation of other organic compounds. Additionally, it exhibits potential biological activities, making it of interest for medicinal chemistry research. However, it is important to handle this chemical with care and follow proper safety procedures due to its potential hazards.

Upstream product

• 766-51-8 2-Chloroanisole 
• 625-36-5 2-chloropropionyl chloride 
• 5111-70-6 5-methoxy-1-indanone 
• 475654-42-3 3-(4-chloro-3-methoxy)phenyl-propanoic acid 
• 13726-16-4 4-chloro-3-methoxybenzaldehyde 
• 475654-41-2 trans-4-chloro-3-methoxycinnamic acid 

Downstream Products

• 475654-44-5 6-chloro-5-methoxy-1-phenyl-1H-indene 

Relevant articles and documents

Development of a phase transfer catalyzed asymmetric synthesis for an estrogen receptor beta selective agonist

A practical asymmetric synthesis of the estrogen receptor beta selective agonist (7β-9aβ)-1,4-dichloro-2-hydroxjgibba-1(10a)2,4,4b-tetraen-6- one (1), proceeding by way of six isolated intermediates and without recourse to chromatography, is described. Highlights of the process route developed are two chemoselective chlorinations, a lithiated hydrazone alkylation and an asymmetric Michael addition of indanone 11 to methyl vinyl ketone (using 15 mol % of cinchonine-derived catalyst 20g) to set the all-carbon quaternary asymmetric stereocenter. The challenges addressed in scaling the latter heterogeneous biphasic phase transfer reaction to 44 mol (14 kg) scale are discussed in detail. Overall, the chemistry developed has been used to prepare > 6 kg of drug candidate 1 in 18% overall yield and with >99% ee.

ESTROGEN RECEPTOR MODULATORS

The present invention relates to compounds and derivatives thereof, their synthesis, and their use as estrogen receptor modulators. The compounds of the instant invention are ligands for estrogen receptors and as such may be useful for treatment or prevention of a variety of conditions related to estrogen functioning including: bone loss, bone fractures, osteoporosis, metastatic bone disease, Paget's disease, periodontal disease, cartilage degeneration, endometriosis, uterine fibroid disease, hot flashes, increased levels of LDL cholesterol, cardiovascular disease, impairment of cognitive functioning, cerebral degenerative disorders, restenosis, gynecomastia, vascular smooth muscle cell proliferation, obesity, incontinence, inflammation, inflammatory bowel disease, sexual dysfunction, hypertension, retinal degeneration and cancer, in particular of the breast, uterus and prostate.

Synthesis and preliminary pharmacological evaluation of trans-2-amino-5(6)-chloro-6(5)-hydroxy-1-phenyl-2,3-dihydro-1H-indenes as dopamine receptor ligands

A series of trans-2-amino-5(6)-chloro-6(5)-hydroxy-1-phenyl-2,3-dihydro-1H-indenes were synthesized and evaluated for their binding affinity toward D1-like and D2-like dopamine (DA) receptors. The affinity and selectivity of these compounds were measured in a test involving displacement of [3H]SCH 23390 or [3H]YM-09-151-2, respectively, from homogenates of porcine striatal membranes. All tested compounds were poorly effective at DA receptors (Ki nM>1000). The results suggest that introduction of chlorine substituent in five or six position of previously synthesized trans-2-amino-6(5)-hydroxy-1-phenyl-2,3-dihydro-1H-indenes decreases both D1-like and D2-like receptor affinity. Copyright