Dextilidine

Base Information

• Chemical Name: Dextilidine
• CAS No.: 20380-58-9
• Deprecated CAS: 20380-58-9,23726-88-7,30735-49-0
• Molecular Formula: C₁₇H₂₃NO₂
• Molecular Weight: 273.375
• European Community (EC) Number: 257-522-9,243-774-7,251-048-6
• UNII: 2728MV084C,GY33N31E9Y
• DSSTox Substance ID: DTXSID9023671
• Nikkaji Number: J238.421C
• Wikipedia: Tilidine
• Wikidata: Q421108
• NCI Thesaurus Code: C152628,C77376
• Metabolomics Workbench ID: 154567
• ChEMBL ID: CHEMBL2104560
• Mol file: 20380-58-9.mol

Synonyms:Go 1261;Go-1261;Go1261;Godecke, Tilidin;Hydrochloride, Tilidine;Tilidate;Tilidin Godecke;Tilidine;Tilidine Hydrochloride;Tilidine Hydrochloride, (+)-Trans;Tilidine Hydrochloride, (+-)-211Trans;Valerone;Valoron

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Dextilidine

Chemical Property:

• Vapor Pressure: 3.4E-05mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 354.2°C at 760 mmHg
• Flash Point: 114°C
• PSA: 29.54000
• Density: 1.06g/cm³
• LogP: 2.76770
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 273.172878976
• Heavy Atom Count: 20
• Complexity: 358

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCC=CC1N(C)C)C2=CC=CC=C2
• Isomeric SMILES: CCOC(=O)[C@@]1(CCC=C[C@H]1N(C)C)C2=CC=CC=C2
• Recent EU Clinical Trials: Multicentre, randomized, open-label study to prove an additional
• Uses: Tilidine is an opioid used primarily as a painkiller it inhibits the enzyme adenylyl cyclase.
• Therapeutic Function: Analgesic

Technology Process of Dextilidine

There total 8 articles about Dextilidine 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + bisnortilidine (53948-51-9,67008-96-2,67010-15-5,71656-78-5) → Tilidine (17243-69-5,20380-56-7,20380-58-9,32447-90-8,38690-93-6,51931-66-9,112244-09-4)

Guidance literature:

With sodium cyanoborohydride; In acetonitrile;

DOI:10.1021/jo01337a036

Reference yield:

ethyl iodide (75-03-6) + 2t-Dimethylamino-1-phenyl-cyclohex-3-en-1r-carbonsaeure → Tilidine (17243-69-5,20380-56-7,20380-58-9,32447-90-8,38690-93-6,51931-66-9,112244-09-4)

Guidance literature:

With potassium carbonate;

Reference yield:

ethyl iodide (75-03-6) + Potassium; (1R,2S)-2-dimethylamino-1-phenyl-cyclohex-3-enecarboxylate → Tilidine (17243-69-5,20380-56-7,20380-58-9,32447-90-8,38690-93-6,51931-66-9,112244-09-4)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1002/jlac.19697280111

upstream raw materials:

formaldehyd

bisnortilidine

ethyl iodide

N,N-dimethyl-1,3-butadien-1-amine

Downstream raw materials:

2-phenyl-acrylic acid ethyl ester

2-phenylacrylic acid

1-phenyl-cyclohexa-1,3-diene

Nortilidine

Refernces

• 1、 Satzinger. "Studies on cyclohexenes. I. Synthesis and reactions of 3-amino-4-phenyl-cyclohexenes-(1), a new class of analgesics". . p. 64 - 97. Retrieved 2007/10/06.