415936
3,4-Dihydro-2(1H)-quinolinone
98%
Synonyme(s) :
Hydrocarbostyril
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About This Item
Formule empirique (notation de Hill):
C9H9NO
Numéro CAS:
Poids moléculaire :
147.17
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
Produits recommandés
Pureté
98%
Pf
165-167 °C (lit.)
Chaîne SMILES
O=C1CCc2ccccc2N1
InChI
1S/C9H9NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-4H,5-6H2,(H,10,11)
Clé InChI
TZOYXRMEFDYWDQ-UHFFFAOYSA-N
Description générale
Series of 3,4-dihydro-2(1H)-quinolinone derivatives having sigma-1 receptor (σ1R) antagonist activity have been synthesized. 3,4-dihydro-2((1)H)-quinolinones have been synthesized using N-(1′-alkoxy)cyclopropyl-2-haloanilines as starting reagent. Cyclopropane ring expansion in the presence of palladium catalyst is the major step involved in the synthesis. Library of 3,4-dihydro-2(1H)-quinolinones have been synthesized through the rearrangement of β-lactam intermediates on the solid-phase
Application
3,4-Dihydro-2(1H)-quinolinone may be employed as medium supplement in the culture medium of Pseudomonas ayucida during enrichment culture experiments.
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
Classification des risques
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
Organes cibles
Respiratory system
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
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So Youn Park et al.
Behavioural brain research, 365, 133-140 (2019-03-10)
Cerebrovascular dysfunction is associated with cognitive impairment in vascular dementia patients. This study aimed to explore augmented improvement of cognition and memory by aripiprazole add-on for cilostazol treatment in vascular dementia model. Male C57BL/6 mice were subjected to BCAS, and
Synthesis of 4-amino-3, 4-dihydro-2 (1H)-quinolinones via β-lactam intermediates on the solid-phase.
Pei Y, et al.
Tetrahedron Letters, 38(19), 3349-3352 (1997)
Selective removal of nitrogen from quinoline and petroleum by Pseudomonas ayucida IGTN9m.
Kilbane JJ, et al.
Applied and Environmental Microbiology, 66(2), 688-693 (2000)
Fabio Del Bello et al.
Journal of medicinal chemistry, 63(11), 5763-5782 (2020-05-07)
A series of novel 1,4-dioxane analogues of the muscarinic acetylcholine receptor (mAChR) antagonist 2 was synthesized and studied for their affinity at M1-M5 mAChRs. The 6-cyclohexyl-6-phenyl derivative 3b, with a cis configuration between the CH2N+(CH3)3 chain in the 2-position and
Takayuki Tsuritani et al.
Organic letters, 11(5), 1043-1045 (2009-02-06)
N-(1'-Alkoxy)cyclopropyl-2-haloanilines are transformed to 3,4-dihydro-2((1)H)-quinolinones via palladium-catalyzed cyclopropane ring expansion. The reaction tolerates a variety of functional groups such as ester, nitrile, ether, and ketone groups.
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