Desmethylcyproheptadine

Base Information

• Chemical Name: Desmethylcyproheptadine
• CAS No.: 14051-46-8
• Molecular Formula: C20H19 N
• Molecular Weight: 273.378
• Hs Code.: 2933399090
• UNII: 6DR55R4RJP
• DSSTox Substance ID: DTXSID50161418
• Mol file: 14051-46-8.mol

Synonyms:desmethylcyproheptadine;desmethylcyproheptadine hydrochloride

Chemical Property of Desmethylcyproheptadine

Chemical Property:

• Vapor Pressure: 1.09E-07mmHg at 25°C
• Boiling Point: 432.6°C at 760 mmHg
• Flash Point: 230.6°C
• PSA: 12.03000
• Density: 1.127g/cm³
• LogP: 4.68450
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 273.151749610
• Heavy Atom Count: 21
• Complexity: 397

Purity/Quality:

97% ^*data from raw suppliers

N-Desmethyl Cyproheptadine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A reproductive hazard.
• Hazard Codes: A reproductive hazard.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1=C2C3=CC=CC=C3C=CC4=CC=CC=C42
• Uses: N-Desmethyl Cyproheptadine is a metabolite of Cyproheptadine (C989200, HCl,H2O); a first-generation antihistamine with additional anticholinergic, antiserotonergic, and local anesthetic properties. Also a 5-HT2/5-HT1C serotonin receptor antagonist, H1 histamine receptor antagonist, and antipruritic.

Technology Process of Desmethylcyproheptadine

There total 10 articles about Desmethylcyproheptadine 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: 92.0%

ethyl 4-(5H-dibenzocyclohepten-5-ylidene)-1-piperidinecarboxylate (121138-82-7) → 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine (14051-46-8)

Guidance literature:

With potassium hydroxide; In butan-1-ol; for 2h; Heating;

DOI:10.1248/cpb.42.2285

Reference yield: 55.0%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + dibenzosuberenon (2222-33-5) → 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine (14051-46-8)

Guidance literature:

With titanium tetrachloride; zinc; In 1,4-dioxane; toluene; Reflux;

DOI:10.1016/j.bmc.2017.12.047

Reference yield:

ethyl 4-(5H-dibenzocyclohepten-5-ylidene)-1-piperidinecarboxylate (121138-82-7) + butan-1-ol (71-36-3) → 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine (14051-46-8)

Guidance literature:

With potassium hydroxide; In water;

upstream raw materials:

ethyl 4-(5H-dibenzocyclohepten-5-ylidene)-1-piperidinecarboxylate

cyproheptadine

5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol

(1-methyl-4-piperidyl)magnesium chloride

Downstream raw materials:

C₂₇H₂₅N

C₂₈H₂₇NO

methyl (S)-2-benzyloxycarbonylamino-3-[4-(5H-dibenzo[a,d]-cyclohepten-5-ylidene)piperidin-1-yl]propionate

cyclohexyl 2-[4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-piperidinyl]-2-oxoethylcarbamate

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