Apadenoson

Base Information

Chemical Name:Apadenoson
CAS No.:250386-15-3
Molecular Formula:C23H30 N6 O6
Molecular Weight:486.528
Hs Code.:
UNII:BTS1Y6777M
Nikkaji Number:J1.523.123H,J2.476.679I
Wikidata:Q101432291,Q27074477
NCI Thesaurus Code:C74246
Pharos Ligand ID:YUJ7Q88LMWWD
ChEMBL ID:CHEMBL1950649
Mol file:250386-15-3.mol

Synonyms:4-(3-(6-amino-9-(5-ethylcarbamoyl-3,4-dihydroxytetrahydrofuran-2-yl)-9H-purin-2-yl)prop-2-ynyl)cyclohexanecarboxylic acid methyl ester;ATL 146e;ATL-146e;ATL146e;DWH 146e;DWH-146e

Suppliers and Price of Apadenoson

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
APADENOSON 95.00%
10MG
$ 7750.75

Total 11 raw suppliers

Chemical Property of Apadenoson

Chemical Property:

Boiling Point:°Cat760mmHg
PKA:12.89±0.70(Predicted)
Flash Point:°C
PSA：174.71000
Density:1.54g/cm³
LogP:0.85690
XLogP3:0.8
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:7
Exact Mass:486.22268270
Heavy Atom Count:35
Complexity:839

Purity/Quality:

99% ^*data from raw suppliers

APADENOSON 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCNC(=O)C1C(C(C(O1)N2C=NC3=C(N=C(N=C32)C#CCC4CCC(CC4)C(=O)OC)N)O)O
Isomeric SMILES:CCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=C(N=C32)C#CCC4CCC(CC4)C(=O)OC)N)O)O
Recent ClinicalTrials:A Phase II Optimization Study of BMS068645 and Sestamibi Planar Imaging
Recent EU Clinical Trials:A Phase 3, Randomized, Double-Blind Trial of Apadenoson for the Detection of Myocardial Perfusion Defects Using Single-Photon Emission Computed Tomography (SPECT) Myocardial Perfusion Imaging (MPI)
Uses An A2A adenosine receptor agonist. Adjunct to nuclear myocardial perfusion imaging in patients unable to exercise adequately

Technology Process of Apadenoson

There total 8 articles about Apadenoson 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: 60.0%

: 141018-29-3
2-iodo-5'-N-ethylcarboxamidoadenosine

: 250682-81-6
methyl 4-prop-2-ynylcyclohexanecarboxylate

: 250386-15-3
Apadenoson

Guidance literature:: With copper(l) iodide; TEA; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; acetonitrile; at 60 ℃; for 12h;
DOI:10.1021/jm0003642

Reference yield: 24.0%

: 4-prop-2-ynyl-cyclohexanecarboxylic acid methyl ester

: 141018-29-3
2-iodo-5'-N-ethylcarboxamidoadenosine

: 250386-15-3
Apadenoson

Guidance literature:: With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; at 70 ℃; for 24h;

Reference yield:

: 3236-48-4
trans-1,4-Cyclohexanedimethanol

: 250386-15-3
Apadenoson

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole / dimethylformamide

2: pyridine / CHCl₃

3: tetrabutylammonium fluoride

4: TEA; Pd(PPh₃)4; PPh₃ / CuI / dimethylformamide; acetonitrile / 12 h / 60 °C

With pyridine; 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TEA; tetrabutyl ammonium fluoride; triphenylphosphine; copper(l) iodide; In chloroform; N,N-dimethyl-formamide; acetonitrile; 5: Jones oxidation;
DOI:10.1038/sj.bjp.0703893