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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H22N6O
Molecular Weight 386.4497
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IBRUTINIB N-DESACRYLOYL IMPURITY

SMILES

NC1=C2C(=NC=N1)N(N=C2C3=CC=C(OC4=CC=CC=C4)C=C3)[C@@H]5CCCNC5

InChI

InChIKey=GPSQYTDPBDNDGI-MRXNPFEDSA-N
InChI=1S/C22H22N6O/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)/t16-/m1/s1

HIDE SMILES / InChI

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

(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

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:04:33 GMT 2023
Edited
by admin
on Sat Dec 16 19:04:33 GMT 2023
Record UNII
NR6GN4MC2R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IBRUTINIB N-DESACRYLOYL IMPURITY
Common Name English
1H-PYRAZOLO(3,4-D)PYRIMIDIN-4-AMINE, 3-(4-PHENOXYPHENYL)-1-(3R)-3-PIPERIDINYL-
Common Name English
(R)-3-(4-PHENOXYPHENYL)-1-(PIPERIDIN-3-YL)-1H-PYRAZOLO(3,4-D)PYRIMIDIN-4-AMINE
Common Name English
Code System Code Type Description
PUBCHEM
58223272
Created by admin on Sat Dec 16 19:04:34 GMT 2023 , Edited by admin on Sat Dec 16 19:04:34 GMT 2023
PRIMARY
CAS
1022150-12-4
Created by admin on Sat Dec 16 19:04:34 GMT 2023 , Edited by admin on Sat Dec 16 19:04:34 GMT 2023
PRIMARY
FDA UNII
NR6GN4MC2R
Created by admin on Sat Dec 16 19:04:34 GMT 2023 , Edited by admin on Sat Dec 16 19:04:34 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY