105277-69-8

Basic information

• Product Name: 7-(3-chloropropoxy)-4H-chroMen-4-one
• Synonyms: 7-(3-chloropropoxy)-4H-chroMen-4-one
• CAS NO: 105277-69-8
• Molecular Formula: C₁₂H₁₁ClO₃
• Molecular Weight: 238.66694
• Mol File: 105277-69-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-(3-chloropropoxy)-4H-chroMen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(3-chloropropoxy)-4H-chroMen-4-one(105277-69-8)
• EPA Substance Registry System: 7-(3-chloropropoxy)-4H-chroMen-4-one(105277-69-8)

Safety Data

• Hazardous Substances Data: 105277-69-8(Hazardous Substances Data)

Upstream product

• 59887-89-7 7-hydroxy-4H-chromen-4-one 
• 109-70-6 1.3-chlorobromopropane 
• 172739-45-6 1-<4-(3-chloropropoxy)-2-hydroxyphenyl>-1-ethanone 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 172739-46-7 (E)-1-[4-(3-Chloro-propoxy)-2-hydroxy-phenyl]-3-dimethylamino-propenone 

Downstream Products

• 131323-55-2 7-[3-(4-Benzyl-piperazin-1-yl)-propoxy]-chromen-4-one 
• 105277-52-9 7-[3-(4-Pyrimidin-2-yl-piperazin-1-yl)-propoxy]-chromen-4-one 
• 105277-57-4 7-[3-(4-(2-methylphenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one 
• 105277-62-1 7-[3-(4-(2-chlorophenyl)-1-piperazinyl)propoxy]-4H-1-benzopyran-4-one 
• 105277-53-0 7-{3-[4-(2,3-Dimethyl-phenyl)-piperazin-1-yl]-propoxy}-chromen-4-one 
• 105277-54-1 7-{3-[4-(3-Chloro-phenyl)-piperazin-1-yl]-propoxy}-chromen-4-one 
• 213891-14-6 7-{3-[(3-Hydroxy-benzyl)-methyl-amino]-propoxy}-chromen-4-one 
• 131323-58-5 7-[3-(2,3,5,6-Tetrahydro-[1,2']bipyrazinyl-4-yl)-propoxy]-chromen-4-one 
• 131323-68-7 4-[3-(4-Oxo-4H-chromen-7-yloxy)-propyl]-1-phenyl-piperazine-2,6-dione 
• 105277-60-9 7-[3-(4-(4-fluorophenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one 
• 105277-66-5 7-[3-(4-(3,4-dimethylphenyl)piperazinyl)-propoxy]-4H-1-benzopyran-4-one 
• 105277-63-2 7-[3-(4-(3,4-dichlorophenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one 
• 131323-76-7 7-{3-[Ethyl-(3-phenyl-propyl)-amino]-propoxy}-chromen-4-one 
• 105277-65-4 7-[3-(4-(3-hydroxyphenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one 

Relevant articles and documents

7-[3-(1-piperidinyl)propoxy]chromenones as potential atypical antipsychotics. 2. Pharmacological profile of 7-[3-[4-(6-fluoro-1,2- benzisoxazol-3-yl)piperidin-1-yl] propoxy]-3-(hydroxymethyl)chromen-4-one (abaperidone, FI-8602)

A series of novel 7-[3-(1-piperidinyl)propoxy]chromenones was synthesized and tested as potential antipsychotics in several in vitro and in vive assays. The compounds possessed good affinity for D2 receptors, together with a greater affinity for 5-HT2 receptors, a profile which has been proposed as a model for atypical antipsychotics. Several agents also displayed a high potency in the climbing mice assay on oral administration, suggesting a potent antipsychotic effect as compared to reference standards. Compound 23 was selected for further pharmacological evaluation. Induction of catalepsy and inhibition of stereotypies weaker than standards, along with a lower increase in serum prolactin levels, were indicative of a potential atypical profile for this compound. From these results, 7-[3-[4-(6-fluoro- 1,2-benzisoxazol-3-yl)piperidin1-yl]propoxy]-3-(hydroxymethyl)chromen-4-one (23, abaperidone) has been proposed for clinical evaluation in humans as a potential atypical antipsychotic.

4-p-fluorobenzoyl-1-piperidinyl-propoxy-chromen-4-one derivatives, their preparation and their use in the treatment of psychosis and schizophrenia

The present invention relates to new chromene compounds of the general formula (I): STR1 wherein R1 and R2 are hydrogen, alkyl having from 1 to 4 carbon atoms, halogen, trifluoromethyl, optionally substituted phenyl, or hydroxymethyl

Dopamine autoreceptor agonists as potential antipsychotics. 2. (Aminoalkoxy)-4H-1-benzopyran-4-ones

The synthesis and pharmacological properties of a novel type of [(arylpiperazinyl)alkoxy]-4H-1-benzopyran-4-ones with dopaminergic activity are described. The nature of the arylpiperazine (AP) moiety determines the dopamine (DA) agonist/antagonist character of this series of compounds; when the aryl portion of the AP is unsubstituted the compounds appear to be DA autoreceptor agonists while substituted aryl groups seem to impart DA antagonist activity. A heterocyclic piperazine, 7-[3-[4-(2-pyridinyl)-1-piperazinyl]propoxy]-4H-1-benzopyran-4-one (31, PD 119819) has been identified as an extremely selective DA autoreceptor agonist in tests that include [3H]haloperiodol binding, inhibition of spontaneous locomotor activity, inhibition of brain DA synthesis, inhibition of brain DA neuronal firing, stereotypy assessment, and reversal of 6-hydroxydopamine (6-OHDA) induced akinesia in rats. In addition, 31 possesses good oral activity in the Sidman avoidance test in squirrel monkeys, a predictor of clinical antipsychotic efficacy. In another primate model, 31 has been found to lack the liability for extrapyramidal side effects observed with currently available antipsychotic drugs.