5-(1-methylpiperidin-4-yl)-5H-dibenzo[a,d][7]annulen-5-ol

Base Information

• Chemical Name: 5-(1-methylpiperidin-4-yl)-5H-dibenzo[a,d][7]annulen-5-ol
• CAS No.: 3967-32-6
• Molecular Formula: C21H23 N O
• Molecular Weight: 305.42
• Hs Code.: 2914299000
• European Community (EC) Number: 609-737-8
• UNII: FW58SL2OZQ
• DSSTox Substance ID: DTXSID20863311
• Nikkaji Number: J215.738A
• Mol file: 3967-32-6.mol

Synonyms:3967-32-6;5-(1-methylpiperidin-4-yl)-5H-dibenzo[a,d][7]annulen-5-ol;FW58SL2OZQ;5-(1-Methyl-4-Piperidyl)5H-Dibenzo;5-(1-Methyl-4-piperidinyl)-5H-dibenzo[a,d]cyclohepten-5-ol;2-(1-Methylpiperidin-4-yl)tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ol;5-(1-Methyl-piperidin-4-yl)-5H-dibenzo(a,d)cyclohepten-5-ol;5H-Dibenzo[a,d]cyclohepten-5-ol, 5-(1-methyl-4-piperidinyl)-;5-(1-Methylpiperidin-4-yl)-5H-dibenzo(a,d)(7)annulen-5-ol;5H-DIBENZO(A,D)CYCLOHEPTEN-5-OL, 5-(1-METHYL-4-PIPERIDINYL)-;UNII-FW58SL2OZQ;DTXSID20863311;NPSCPXDYXVEYQW-UHFFFAOYSA-N;FT-0778032;EC 609-737-8

Chemical Property of 5-(1-methylpiperidin-4-yl)-5H-dibenzo[a,d][7]annulen-5-ol

Chemical Property:

• Vapor Pressure: 1.5E-09mmHg at 25°C
• Melting Point: 166.7-167.7 °C(Solv: benzene (71-43-2); hexane (110-54-3))
• Refractive Index: 1.627
• Boiling Point: 467.7°C at 760 mmHg
• PKA: 13.15±0.20(Predicted)
• Flash Point: 132.2°C
• PSA: 23.47000
• Density: 1.158g/cm³
• LogP: 3.68600
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 305.177964357
• Heavy Atom Count: 23
• Complexity: 411

Purity/Quality:

99.9% ^*data from raw suppliers

5-(1-Methyl-4-piperidinyl)-5H-dibenzo[a,d]cyclohepten-5-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1)C2(C3=CC=CC=C3C=CC4=CC=CC=C42)O
• Uses: 5-(1-Methyl-4-piperidinyl)-5H-dibenzo[a,d]cyclohepten-5-ol is a derivative of Cyproheptadine (C989200) which is a first-generation antihistamine with additional anticholinergic, antiserotonergic, and local anesthetic properties. Cyproheptadine is a 5-HT2/5-HT1C serotonin receptor antagonist; H1 histamine receptor antagonist; antipruritic.

Technology Process of 5-(1-methylpiperidin-4-yl)-5H-dibenzo[a,d][7]annulen-5-ol

There total 3 articles about 5-(1-methylpiperidin-4-yl)-5H-dibenzo[a,d][7]annulen-5-ol 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: 99.0%

4-chloro-1-methylpiperidine (5570-77-4) + dibenzosuberenon (2222-33-5) → 5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol (3967-32-6)

Guidance literature:

4-chloro-1-methylpiperidine; With iodine; magnesium; In tetrahydrofuran; for 5h; Reflux; Inert atmosphere;

With (trimethylsilyl)methylmagnesium chloride; lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.75h; Inert atmosphere;

dibenzosuberenon; In tetrahydrofuran; diethyl ether; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo100563p

Reference yield: 76.0%

(1-methyl-4-piperidyl)magnesium chloride (63463-36-5) + dibenzosuberenon (2222-33-5) → 5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol (3967-32-6)

Guidance literature:

In tetrahydrofuran; at 70 ℃;

DOI:10.1002/ardp.19963290206

Reference yield:

→ 5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol (3967-32-6)

Guidance literature:

1-Methyl-piperidyl-(4)-magnesiumchlorid, 1) 5-Oxo-5H-dibenzocyclohepten, abs. THF, Siedetemp., 5 Std., 2) Hydrolyse;

upstream raw materials:

(1-methyl-4-piperidyl)magnesium chloride

dibenzosuberenon

4-chloro-1-methylpiperidine

Downstream raw materials:

cyproheptadine hydrochloride

4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine

cyproheptadine

Refernces

• 1、 Hatano, Manabu,Ito, Orie,Suzuki, Shinji,Ishihara, Kazuaki. "Zinc(II)-catalyzed addition of grignard reagents to ketones". supporting information; experimental part. p. 5008 - 5016. Retrieved 2010/10/04.
• 2、 Engelhardt,Zell,Saari,Christy,Colton,Stone,Stavorski,Wenger,Ludden. "Structure-activity relationships in the cyproheptadine series.". . p. 829 - 835. Retrieved 2007/10/05.