15987-50-5 Usage
Description
4,5-Dihydro-1H-benzo[d]azepin-2(3H)-one is an organic compound belonging to the class of benzoazepinones. It is a heterocyclic compound with a fused benzene and azepine ring system, featuring a ketone group at the 2-position. 4,5-DIHYDRO-1H-BENZO[D]AZEPIN-2(3H)-ONE serves as an important intermediate in the synthesis of various biologically active molecules and pharmaceuticals.
Uses
Used in Pharmaceutical Industry:
4,5-Dihydro-1H-benzo[d]azepin-2(3H)-one is used as a key intermediate in the synthesis of alkylated benzo[d]azepin-2-ones. These alkylated derivatives have potential applications as selective 5-HT2C agonists, which are targets for the treatment of various central nervous system disorders, such as obesity, schizophrenia, and migraine.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4,5-dihydro-1H-benzo[d]azepin-2(3H)-one serves as a versatile building block for the creation of a wide range of complex organic molecules. Its unique structure allows for further functionalization and modification, making it a valuable component in the development of novel compounds with diverse applications, including pharmaceuticals, agrochemicals, and advanced materials.
Used in Drug Discovery:
4,5-Dihydro-1H-benzo[d]azepin-2(3H)-one is utilized in drug discovery research as a starting point for the development of new therapeutic agents. Its structural features make it an attractive candidate for the design of molecules with specific biological activities, such as agonists, antagonists, or modulators of various receptors and enzymes. Through rational design and optimization, this compound can be transformed into potent and selective drugs with improved pharmacological properties.
Check Digit Verification of cas no
The CAS Registry Mumber 15987-50-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,9,8 and 7 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 15987-50:
(7*1)+(6*5)+(5*9)+(4*8)+(3*7)+(2*5)+(1*0)=145
145 % 10 = 5
So 15987-50-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H11NO/c12-10-7-9-4-2-1-3-8(9)5-6-11-10/h1-4H,5-7H2,(H,11,12)
15987-50-5Relevant articles and documents
Design of oxa-spirocyclic PHOX ligands for the asymmetric synthesis of lorcaserin: Via iridium-catalyzed asymmetric hydrogenation
Ye, Xiang-Yu,Liang, Zhi-Qin,Jin, Cong,Lang, Qi-Wei,Chen, Gen-Qiang,Zhang, Xumu
supporting information, p. 195 - 198 (2021/01/14)
Phosphine-oxazoline (PHOX) ligands are a very important class of privileged ligands in asymmetric catalysis. A series of highly rigid oxa-spiro phosphine-oxazoline (O-SIPHOX) ligands based on O-SPINOL was synthesized efficiently, and their iridium complexes were synthesized by coordination of the O-SIPHOX ligands to [Ir(cod)Cl]2 in the presence of sodium tetrakis-3,5-bis(trifluoromethyl)phenylborate (NaBArF). The cationic iridium complexes showed high reactivity and excellent enantioselectivity in the asymmetric hydrogenation of 1-methylene-tetrahydro-benzo[d]azepin-2-ones (up to 99% yield and up to 99% ee). A key intermediate of the anti-obesity drug lorcaserin could be efficiently synthesized using this protocol.
7-Sulfonamido-3-benzazepines as potent and selective 5-HT2C receptor agonists: Hit-to-lead optimization
Fish, Paul V.,Brown, Alan D.,Evrard, Edel,Roberts, Lee R.
scheme or table, p. 1871 - 1875 (2009/12/03)
New 7-sulfonamido-3-benzazepines 3 are disclosed as 5-HT2C receptor agonists. Appropriate substitution of the amino group (R1R2N-) gave compounds that were potent 5-HT2C agonists with minimal activation of the 5-HT2A and 5-HT2B receptors. Furthermore, representative examples had excellent in vitro ADME properties and good selectivity over ion channel activity.
Further studies on a samarium diiodide-promoted reductive carbon-nitrogen bond cleavage rection: Synthesis of (+)-aphanorphine
Katoh, Miho,Inoue, Hiroshi,Honda, Toshio
, p. 497 - 516 (2008/03/12)
Samarium diiodide-promoted carbon-nitrogen bond cleavage reaction was applied to the 1,2,3,4-tetrahydroisoquinoline derivatives bearing an ester group at the 1- or 3-position to give the corresponding benzazepinones. Synthesis of (+)-aphanorphine was esta
