Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H22N6O.ClH |
| Molecular Weight | 422.911 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.NC1=C2C(=NC=N1)N(N=C2C3=CC=C(OC4=CC=CC=C4)C=C3)[C@@H]5CCCNC5
InChI
InChIKey=ATLAMSZMAHXMSQ-PKLMIRHRSA-N
InChI=1S/C22H22N6O.ClH/c23-21-19-20(15-8-10-18(11-9-15)29-17-6-2-1-3-7-17)27-28(22(19)26-14-25-21)16-5-4-12-24-13-16;/h1-3,6-11,14,16,24H,4-5,12-13H2,(H2,23,25,26);1H/t16-;/m1./s1
| Molecular Formula | C22H22N6O |
| Molecular Weight | 386.4497 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine is a chemical precursor of BTK inhibitor ibrutinib and related compounds. (R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine lacks the propenamide group that is responsible for covalent binding to cysteine residue of BTK kinase.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Discovery of (R)-1-(3-(4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)-2-(dimethylamino)ethanone (CHMFL-FLT3-122) as a Potent and Orally Available FLT3 Kinase Inhibitor for FLT3-ITD Positive Acute Myeloid Leukemia. | 2015-12-24 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 20:29:00 GMT 2025
by
admin
on
Wed Apr 02 20:29:00 GMT 2025
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| Record UNII |
A47WCA4UFG
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| Record Status |
Validated (UNII)
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| Record Version |
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Systematic Name | English | ||
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Preferred Name | English | ||
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78357770
Created by
admin on Wed Apr 02 20:29:00 GMT 2025 , Edited by admin on Wed Apr 02 20:29:00 GMT 2025
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1553977-42-6
Created by
admin on Wed Apr 02 20:29:00 GMT 2025 , Edited by admin on Wed Apr 02 20:29:00 GMT 2025
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A47WCA4UFG
Created by
admin on Wed Apr 02 20:29:00 GMT 2025 , Edited by admin on Wed Apr 02 20:29:00 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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RACEMATE -> ENANTIOMER |
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![Structure of 3-(4-phenoxyphenyl)-1-[(3r)-piperidin-3-yl]-1h-pyrazolo[3,4-d]pyrimidin-4-amine hydrochloride, (R/S)-](/img/de526664-57ce-4288-a5e4-1ff5082a80cf.svg "Structure of 3-(4-phenoxyphenyl)-1-[(3r)-piperidin-3-yl]-1h-pyrazolo[3,4-d]pyrimidin-4-amine hydrochloride, (R/S)-")