O-Demethyl apixaban

Base Information

Chemical Name:O-Demethyl apixaban
CAS No.:503612-76-8
Molecular Formula:C24H23N5O4
Molecular Weight:445.478
Hs Code.:
UNII:SJ0XFQ18OA
DSSTox Substance ID:DTXSID40198415
Wikidata:Q27289230
ChEMBL ID:CHEMBL3549903
Mol file:503612-76-8.mol

Synonyms:O-Demethyl apixaban;503612-76-8;O-Desmethyl apixaban;UNII-SJ0XFQ18OA;SJ0XFQ18OA;1-(4-hydroxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide;1-(4-Hydroxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo(3,4-C)pyridine-3-carboxamide;1-(4-Hydroxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;APIXABAN (M2);SCHEMBL1920519;CHEMBL3549903;APIXABAN METABOLITE (M2);DTXSID40198415;HGHLWAZFIGRAOT-UHFFFAOYSA-N;AKOS040733892;HY-100655;CS-0019893;Q27289230;1-(4-hydroxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo [3,4-c]pyridine-3 -amide;1-(4-hydroxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxylic acid amide;1H-Pyrazolo[3,4-c]pyridine-3-carboxamide, 4,5,6,7-tetrahydro-1-(4-hydroxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-;1H-Pyrazolo[3,4-c]pyridine-3-carboxamide,4,5,6,7-tetrahydro-1-(4-hydroxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-

Suppliers and Price of O-Demethyl apixaban

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

TRC
4-Demethoxy-4-hydroxyApixaban
10mg
$ 75.00

Total 12 raw suppliers

Chemical Property of O-Demethyl apixaban

Chemical Property:

Boiling Point:799.2±60.0 °C(Predicted)
PKA:8.56±0.15(Predicted)
Density:1.48±0.1 g/cm3(Predicted)
Storage Temp.:Hygroscopic, -20°C Freezer, Under inert atmosphere
Solubility.:DMSO (Slightly), Methanol (Slightly, Heated)
XLogP3:1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:445.17500423
Heavy Atom Count:33
Complexity:762

Purity/Quality:

99%, ^*data from raw suppliers

4-Demethoxy-4-hydroxyApixaban ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CCN(C(=O)C1)C2=CC=C(C=C2)N3CCC4=C(C3=O)N(N=C4C(=O)N)C5=CC=C(C=C5)O
Uses 4-Demethoxy-4-hydroxy Apixaban is a metabolite of Apixaban (A726700) which is a potent, direct, selective, and orally active inhibitor of coagulation factor Xa.

Technology Process of O-Demethyl apixaban

There total 9 articles about O-Demethyl apixaban 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: 27.0%

: apixaban

: 503612-76-8
O-Demethylapixaban

Guidance literature:: apixaban; With boron tribromide; In dichloromethane; at -20 ℃; for 3.5h;

With water; In dichloromethane; Cooling with ice;

Reference yield:

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 503612-76-8
O-Demethylapixaban

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / 25 - 60 °C

2.1: sodium sulfide / ethanol / 25 - 80 °C

3.1: sodium nitrite; hydrogenchloride / ethanol; water / 1 h / -5 °C

3.2: 1 h / 0 - 5 °C

4.1: triethylamine; potassium iodide / ethyl acetate / 25 - 80 °C

5.1: formamide; sodium methylate / N,N-dimethyl-formamide / 0 - 5 °C

6.1: palladium 10% on activated carbon; hydrogen / methanol; acetic acid / 45 - 50 °C / 3750.38 - 5250.53 Torr / Autoclave

With hydrogenchloride; sodium sulfide; palladium 10% on activated carbon; hydrogen; sodium methylate; potassium carbonate; formamide; triethylamine; potassium iodide; sodium nitrite; In methanol; ethanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetone;

Reference yield:

: 1620494-28-1
ethyl (2Z)-{[4-(benzyloxy)phenyl]hydrazono}(chloro)acetate

: 503612-76-8
O-Demethylapixaban

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; potassium iodide / ethyl acetate / 25 - 80 °C

2: formamide; sodium methylate / N,N-dimethyl-formamide / 0 - 5 °C

3: palladium 10% on activated carbon; hydrogen / methanol; acetic acid / 45 - 50 °C / 3750.38 - 5250.53 Torr / Autoclave

With palladium 10% on activated carbon; hydrogen; sodium methylate; formamide; triethylamine; potassium iodide; In methanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide;