2-[4-[(2R,3R,4S,5S)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carbonyl]piperazin-1-yl]-N-(1-oxo-2,3-dihydroisoindol-4-yl)acetamide

Base Information

Chemical Name:2-[4-[(2R,3R,4S,5S)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carbonyl]piperazin-1-yl]-N-(1-oxo-2,3-dihydroisoindol-4-yl)acetamide
CAS No.:366454-36-6
Molecular Formula:C₂₄H₂₇N₉O₆
Molecular Weight:537.535
Hs Code.:
DSSTox Substance ID:DTXSID40692822
Wikidata:Q82621854
ChEMBL ID:CHEMBL4303238
Mol file:366454-36-6.mol

Synonyms:5'-Deoxy-5'-(4-(2-((2,3-Dihydro-1-oxo-1H-isoindol-4-yl)amino)-2-oxoethyl)-1-piperazinyl)-5'-oxoadenosine dihydrochloride;EB-47

Suppliers and Price of 2-[4-[(2R,3R,4S,5S)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carbonyl]piperazin-1-yl]-N-(1-oxo-2,3-dihydroisoindol-4-yl)acetamide

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

Usbiological
EB 47
10mg
$ 531.00

TRC
EB47
10mg
$ 1320.00

Tocris
EB47 ≥99%(HPLC)
10
$ 265.00

Tocris
EB47 ≥99%(HPLC)
50
$ 1092.00

ChemScene
EB-47
10mg
$ 480.00

ChemScene
EB-47
5mg
$ 280.00

American Custom Chemicals Corporation
EB-47 95.00%
100MG
$ 1963.50

American Custom Chemicals Corporation
EB-47 95.00%
10MG
$ 750.75

Total 5 raw suppliers

Chemical Property of 2-[4-[(2R,3R,4S,5S)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carbonyl]piperazin-1-yl]-N-(1-oxo-2,3-dihydroisoindol-4-yl)acetamide

Chemical Property:

Storage Temp.:−20°C
Solubility.:H2O: 10 mg/mL, soluble
XLogP3:-2.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:5
Exact Mass:537.20842962
Heavy Atom Count:39
Complexity:951

Purity/Quality:

97% ^*data from raw suppliers

EB 47 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1CN(CCN1CC(=O)NC2=CC=CC3=C2CNC3=O)C(=O)C4C(C(C(O4)N5C=NC6=C(N=CN=C65)N)O)O
Isomeric SMILES:C1CN(CCN1CC(=O)NC2=CC=CC3=C2CNC3=O)C(=O)[C@H]4[C@@H]([C@@H]([C@H](O4)N5C=NC6=C(N=CN=C65)N)O)O
Uses EB 47 is a potent inhibitor of poly(ADP-ribose) polymerase-1 (PARP-1). Poly(ADP-ribose) polymerases (PARPs) play a major role in cellular survival and maintenance of energy stores after genotoxic insu lt. EB 47 is a potent inhibitor of poly(ADP-ribose) polymerase-1 (PARP-1). Poly(ADP-ribose) polymerases (PARPs) play a major role in cellular survival and maintenance of energy stores after genotoxic insult.

Technology Process of 2-[4-[(2R,3R,4S,5S)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carbonyl]piperazin-1-yl]-N-(1-oxo-2,3-dihydroisoindol-4-yl)acetamide

There total 8 articles about 2-[4-[(2R,3R,4S,5S)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carbonyl]piperazin-1-yl]-N-(1-oxo-2,3-dihydroisoindol-4-yl)acetamide 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:

: 59382-59-1
2-methyl-3-nitro-benzoic acid methyl ester

: 366454-36-6
EB-47

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / N-bromosuccinimide; 2,2'-azobisisobutyronitrile / CH₂Cl₂ / 16 h / Heating

2: 81 percent / ammonia / methanol / 2 h / 20 °C

3: 83 percent / ammonium formate / Pd/C / dimethylformamide / 0.5 h / 100 °C

4: aq. NaHCO₃ / ethyl acetate / 0.5 h / 20 °C

5: 59 percent / methanol / 48 h / 50 °C

6: 98 percent / HCl / dioxane; methanol / 16 h / 0 - 20 °C

7: diisopropylethylamine; EDAC / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

8: 20 °C / Acid hydrolysis

With hydrogenchloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); ammonia; ammonium formate; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 4: Schotten-Baumann reaction;
DOI:10.1016/j.bmcl.2003.10.007

Reference yield:

: 98475-07-1
2-bromomethyl-3-nitro-benzoic acid methyl ester

: 366454-36-6
EB-47

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / ammonia / methanol / 2 h / 20 °C

2: 83 percent / ammonium formate / Pd/C / dimethylformamide / 0.5 h / 100 °C

3: aq. NaHCO₃ / ethyl acetate / 0.5 h / 20 °C

4: 59 percent / methanol / 48 h / 50 °C

5: 98 percent / HCl / dioxane; methanol / 16 h / 0 - 20 °C

6: diisopropylethylamine; EDAC / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

7: 20 °C / Acid hydrolysis

With hydrogenchloride; ammonia; ammonium formate; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 3: Schotten-Baumann reaction;
DOI:10.1016/j.bmcl.2003.10.007

Reference yield:

: 366452-97-3
4-nitroisoindolin-1-one

: 366454-36-6
EB-47

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / ammonium formate / Pd/C / dimethylformamide / 0.5 h / 100 °C

2: aq. NaHCO₃ / ethyl acetate / 0.5 h / 20 °C

3: 59 percent / methanol / 48 h / 50 °C

4: 98 percent / HCl / dioxane; methanol / 16 h / 0 - 20 °C

5: diisopropylethylamine; EDAC / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

6: 20 °C / Acid hydrolysis

With hydrogenchloride; ammonium formate; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 2: Schotten-Baumann reaction;
DOI:10.1016/j.bmcl.2003.10.007