2,3,4,5-Tetrahydro-1H-benzo[c]azepine

Base Information

• Chemical Name: 2,3,4,5-Tetrahydro-1H-benzo[c]azepine
• CAS No.: 7216-22-0
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 2933990090
• European Community (EC) Number: 836-204-9
• UNII: 2P49YZ7P96
• DSSTox Substance ID: DTXSID00440260
• Nikkaji Number: J775.072B
• Wikidata: Q72505312
• ChEMBL ID: CHEMBL118310
• Mol file: 7216-22-0.mol

Synonyms:2,3,4,5-Tetrahydro-1H-benzo[c]azepine;7216-22-0;2,3,4,5-tetrahydro-1H-2-benzazepine;1H-2-Benzazepine, 2,3,4,5-tetrahydro-;CHEMBL118310;2P49YZ7P96;D0QH0X;SCHEMBL233066;UNII-2P49YZ7P96;CHEMBL-118310;DTXSID00440260;SIQBPWRTJNBBER-UHFFFAOYSA-N;AMY21062;BDBM50052883;MFCD09054850;AKOS005264678;AB49623;2,3,4,5-tetrahydro 1H-2-benzazepine;BS-13541;PD180116;FT-0707305;EN300-68684;E78139;2,3,4,5-tetrahydro-1H-benzo[c]azepine, AldrichCPR;Z1079126054

Chemical Property of 2,3,4,5-Tetrahydro-1H-benzo[c]azepine

Chemical Property:

• Vapor Pressure: 0.00216mmHg at 25°C
• Melting Point: 181-184 °C(Solv: ethanol (64-17-5))
• Boiling Point: 248.554 °C at 760 mmHg
• PKA: 9.93±0.20(Predicted)
• Flash Point: 107.108 °C
• PSA: 12.03000
• Density: 0.981 g/cm³
• LogP: 2.05120
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO (Sparingly), Methanol (Sparingly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 122

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3,4,5-Tetrahydro-1H-benzo[c]azepine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2CNC1
• Uses: 2,3,4,5-Tetrahydro-1H-2-benzazepine is used in the Comparative molecular field analysis (CoMFA) of phenylethanolamine N-methyltransferase (PNMT) and the α2-adrenoceptor, as a guide to develop selective inhibitors of phenylethanolamine N-methyltransferase (PNMT) vs. the α2-adrenoceptor.

Technology Process of 2,3,4,5-Tetrahydro-1H-benzo[c]azepine

There total 25 articles about 2,3,4,5-Tetrahydro-1H-benzo[c]azepine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2,3,4,5-tetrahydro-1H-2-benzazepin-1-one (6729-50-6) → 2,3,4,5-tetrahydro-1H-benzo[c]azepine (7216-22-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Reflux; Inert atmosphere;

DOI:10.1021/jacs.8b11891

Reference yield: 73.0%

3-[2-(hydroxymethyl)phenyl]propan-1-ol (136863-23-5) → 2,3,4,5-tetrahydro-1H-benzo[c]azepine (7216-22-0)

Guidance literature:

3-[2-(hydroxymethyl)phenyl]propan-1-ol; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

With ammonia; In methanol; at 20 ℃; for 7h; under 775.743 - 1034.32 Torr;

DOI:10.1080/00397911.2014.928327

Reference yield:

1,2,4,5-tetrahydro-3H-benzo[c]azepin-3-one (17724-38-8) → 2,3,4,5-tetrahydro-1H-benzo[c]azepine (7216-22-0)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 45 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.113013

upstream raw materials:

2-(3-chloro-propyl)-benzylamine

2,3,4,5-tetrahydro-1H-2-benzazepin-1-one

N-(3,4-dichlorobenzylsulfonyl)-2,3,4,5-tetrahydro-1H-2-benzazepine

3,4-dihydronaphthalene-1(2H)-one

Downstream raw materials:

Picric acid; compound with 2,3,4,5-tetrahydro-1H-benzo[c]azepine

8-nitro-2,3,4,5-tetrahydro-1H-2-benzazepine

2-benzyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine

(3S,10bR)-3-Phenyl-2,3,4,5,6,10b-hexahydro-1-oxa-3a-aza-benzo[e]azulene

Refernces

• 1、 Xia, Yuehan,Yu, Mingcheng,Zhao, Yunpeng,Xia, Li,Huang, Yafei,Sun, Nannan,Song, Meiqi,Guo, Huimin,Zhang, Yunyi,Zhu, Di,Xie, Qiong,Wang, Yonghui. "Discovery of tetrahydroquinolines and benzomorpholines as novel potent RORγt agonists". . . Retrieved 2020/12/04.
• 2、 Shonberg, Jeremy,Draper-Joyce, Christopher,Mistry, Shailesh N.,Christopoulos, Arthur,Scammells, Peter J.,Lane, J. Robert,Capuano, Ben. "Structure-Activity Study of N -((trans)-4-(2-(7-Cyano-3,4-dihydroisoquinolin-2(1 H)-yl)ethyl)cyclohexyl)-1 H -indole-2-carboxamide (SB269652), a Bitopic Ligand That Acts as a Negative Allosteric Modulator of the Dopamine D2 Receptor". . p. 5287 - 5307. Retrieved 2015/08/03.