3607-18-9

Basic information

• Product Name: Cidoxepin
• Synonyms: Cidoxepin;Cidoxepine;(Z)-Doxepin;cis-Doxepin;cis-N,N,N-Dimethyldibenz[b,e]oxepin-Δ11(6H),γ-propylamine;N,N-Dimethyl-3-[(Z)-dibenz[b,e]oxepin-11(6H)-ylidene]-1-propanamine;Cidoxepina;Cidoxepinum
• CAS NO: 3607-18-9
• Molecular Formula: C₁₉H₂₁NO
• Molecular Weight: 279.38
• Mol File: 3607-18-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 192-193°
• Boiling Point: 413.3°C at 760 mmHg
• Flash Point: 121.3°C
• Appearance: /
• Density: 1.122g/cm³
• Vapor Pressure: 4.87E-07mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: Cidoxepin(CAS DataBase Reference)
• NIST Chemistry Reference: Cidoxepin(3607-18-9)
• EPA Substance Registry System: Cidoxepin(3607-18-9)

Safety Data

• Hazardous Substances Data: 3607-18-9(Hazardous Substances Data)

Usage

Uses

Antidepressant.

InChI:InChI=1/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3/b17-11-

Upstream product

• 22684-91-9 doxepin N-oxide 
• 724-98-1 2-(phenoxymethyl)benzoic acid 
• 108-95-2 phenol 
• 87-41-2 2-benzofuran-1(3H)-one 
• 4504-87-4 6,11-dihydrodibenz[b,e]oxepin-11-one 
• 109-54-6 3-(Dimethylamino)propyl chloride 
• 25127-31-5 doxepin hydrochloride 
• 83300-00-9 chlorure de N,N-dimethylamino-3 propyltriphenylphosphonium 
• 79333-82-7 diethyl 3-(N,N-dimethylamino)propylphosphonate 
• 4504-88-5 11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin-11-ol 
• 612-20-4 2-(hydroxymethyl)benzoic acid 
• 39244-78-5 11-(3-bromopropylidene)-6,11-dihydrodibenz[b,e] oxepine 
• 124-40-3 dimethyl amine 
• 643-79-8 o-phthalic dicarboxaldehyde 

Downstream Products

• 135718-71-7 ((2R,3R,4S,5S,6S)-6-Carboxy-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-{3-[6H-dibenzo[b,e]oxepin-(11E)-ylidene]-propyl}-dimethyl-ammonium; chloride 
• 145919-96-6 ((2R,3R,4S,5S,6S)-6-Carboxy-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-{3-[6H-dibenzo[b,e]oxepin-(11E)-ylidene]-propyl}-dimethyl-ammonium; chloride 
• 22684-91-9 doxepin N-oxide 
• 58534-46-6 (Z)-Desmethyldoxepin 
• 67035-76-1 (E)-Desmethyldoxepin 
• 4698-39-9 Doxepin hydrochloride 
• 25127-31-5 doxepin hydrochloride 
• 1229-29-4 doxepin hydrochloride 

Relevant articles and documents

Improved synthesis method of doxepin hydrochloride

The invention relates to an improved synthesis method of doxepin hydrochloride. The method comprises the following steps: (1) reacting triphenylphosphine with 3 - chlorine -1 - (N, N - dimethyl) propylamine to prepare (3 - (dimethylamino) propyl) triphenyl phosphine chloride. (2) Reaction of (3 - (dimethylamino) propyl) triphenyl phosphine chloride and 6, 11 -dihydrodibenzo [b, e] oxepin -11 - ketone under a strong base condition to Wittig prepare a doxorubicin. (3) The multi-plug is subjected to salt formation reaction with hydrochloric acid to prepare the doxorubicin hydrochloride. The second Reaction is adopted in Wittig-step reaction, so that the reaction is simpler, the requirements for water and reaction equipment of the solvent and the raw materials are lower, and the repetition rate is higher. Compared with the prior art, the method has the advantages of simple process, low production cost, less process steps and the like.

Refining method of doxepin hydrochloride

The invention belongs to the field of medicine synthesis, and relates to a refining method of doxepin hydrochloride. The refining method of doxepin hydrochloride comprises the following steps: adding a doxepin hydrochloride crude product into water, adjusting the pH value with alkali liquor, extracting with dichloromethane, and spin-drying an organic phase to obtain free doxepin. The method comprises the following steps: dissolving free doxepin in a mixed solvent of diethyl ether and ethanol, adding maleic acid in a controlled temperature range, and stirring to separate out doxepin maleate; adding doxepin maleate into water, adjusting the pH value with alkali liquor, extracting with dichloromethane, and spin-drying an organic phase to obtain free doxepin; dropwise adding isopropyl ether hydrogen chloride into the free doxepin, stirring and crystallizing to obtain doxepin hydrochloride. The Z-configuration doxepin hydrochloride content of the product obtained by the method is 17%-18.5%.

Iron(II) promoted direct synthesis of dibenzo[b,e]oxepin-11(6H)-one derivatives with biological activity. A short synthesis of doxepin

A novel and efficient synthesis of dibenzo[b,e]oxepin-11(6H)-ones by direct intramolecular ortho-acylation from readily available 2-(phenoxymethyl)benzoic acids was developed. The method takes advantage of a newly developed cooperative system consisting of sustainable FeCl2 and Cl2CHOCH3 as the key components. This methodology is compatible with a wide variety of functional groups in good to excellent yields and high regioselectivity. The synthetic application of new protocol was extended to the synthesis of known tricyclic drug doxepin as well as a small library of oxepin based derivatives. For the first time, the obtained dibenzo[b,e]oxepinone derivatives were evaluated for their biological activities on the free-living nematode Caenorhabditis elegans as an effective and cost-efficient model system for anthelmintic discovery.