Bromadol

Base Information

• Chemical Name: Bromadol
• CAS No.: 77239-98-6
• Molecular Formula: C22 H28 Br N O
• Molecular Weight: 402.374
• UNII: G8HCJ9R4VZ
• DSSTox Substance ID: DTXSID201018410
• Wikipedia: BDPC
• Wikidata: Q4973576
• ChEMBL ID: CHEMBL422082,CHEMBL3304397,CHEMBL3303774
• Mol file: 77239-98-6.mol

Synonyms:BDPC;bis(2,4-dinitrophenyl)carbonate

Chemical Property of Bromadol

Chemical Property:

• Boiling Point: 488.8±45.0 °C(Predicted)
• PKA: 14.83±0.40(Predicted)
• PSA: 23.47000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 5.14390
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 401.13543
• Heavy Atom Count: 25
• Complexity: 402

Purity/Quality:

99% ^*data from raw suppliers

Bromadol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1(CCC(CC1)(CCC2=CC=CC=C2)O)C3=CC=C(C=C3)Br
• Description: BDPC (systematic name 4-(4-bromophenyl)-4-(dimethylamino)-1-(2-phenylethyl)cyclohexanol; also known as bromadol) is a potent narcotic analgesic with a distinctive arylcyclohexylamine chemical structure. It was developed by Daniel Lednicer at Upjohn in the 1970s. Initial studies estimated that it was around 10,000 times the strength of morphine in animal models. However, later studies using more modern techniques assigned a value of 504 times the potency of morphine for the more active trans-isomer. This drug was first seized along with three kilograms of acetylfentanyl in an April 25, 2013 police action in Montreal, Canada, and has reportedly continued to be available on the designer drug black market internationally. Analogues where the para-bromine is replaced by chlorine or a methyl group retain similar activity, as does the meta-hydroxyl derivative.
• Uses: Bromadol is an analytical reference material categorized as an opioid. This product is intended for research and forensic applications.

Technology Process of Bromadol

There total 2 articles about Bromadol 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:

phenethylmagnesium bromide (3277-89-2) + 4-(p-bromophenyl)-4-dimethylaminocyclohexanone (65619-52-5) → 4-(4-Bromo-phenyl)-4-dimethylamino-1-phenethyl-cyclohexanol (77239-98-6) + 4-(4-Bromo-phenyl)-4-dimethylamino-1-phenethyl-cyclohexanol (77239-99-7)

Guidance literature:

In tetrahydrofuran; for 40h; Ambient temperature;

DOI:10.1021/jm00136a010

Reference yield:

→ 4-(4-Bromo-phenyl)-4-dimethylamino-1-phenethyl-cyclohexanol (77239-98-6)

Guidance literature:

Keton 5, C6H5CH2CH2MgBr;

DOI:10.1021/jm00196a001

upstream raw materials:

phenethylmagnesium bromide

4-(p-bromophenyl)-4-dimethylaminocyclohexanone

Refernces