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dasatinib (anhydrous) (CHEBI:49375)

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ChEBI Name dasatinib (anhydrous)
ChEBI ID CHEBI:49375
Definition An aminopyrimidine that is 2-methylpyrimidine which is substituted at position 4 by the primary amino group of 2-amino-1,3-thiazole-5-carboxylic acid and at position 6 by a 4-(2-hydroxyethyl)piperazin-1-yl group, and in which the carboxylic acid group has been formally condensed with 2-chloro-6-methylaniline to afford the corresponding amide. A multi-targeted kinase inhibitor, it is used, particularly as the monohydrate, for the treatment of chronic, accelerated, or myeloid or lymphoid blast phase chronic myeloid leukemia. Note that the name 'dasatinib' is used to refer to the monohydrate (USAN) as well as to anhydrous dasatinib (INN).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:49372, CHEBI:38943
Supplier Information
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Formula Source
C22H26ClN7O2S ChemIDplus
Net Charge 0
Average Mass 488.00652
InChI
InChI=1S/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)
InChIKey
ZBNZXTGUTAYRHI-UHFFFAOYSA-N
SMILES
Cc1nc(Nc2ncc(s2)C(=O)Nc2c(C)cccc2Cl)cc(n1)N1CCN(CCO)CC1
Roles Classification
Chemical Role(s): tyrosine kinase inhibitor
Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
Biological Role(s): tyrosine kinase inhibitor
Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing dasatinib (anhydrous) (CHEBI:49375) has role antineoplastic agent (CHEBI:35610)
dasatinib (anhydrous) (CHEBI:49375) has role tyrosine kinase inhibitor (CHEBI:38637)
dasatinib (anhydrous) (CHEBI:49375) is a 1,3-thiazole (CHEBI:38418)
dasatinib (anhydrous) (CHEBI:49375) is a N-(2-hydroxyethyl)piperazine (CHEBI:46851)
dasatinib (anhydrous) (CHEBI:49375) is a N-arylpiperazine (CHEBI:46848)
dasatinib (anhydrous) (CHEBI:49375) is a aminopyrimidine (CHEBI:38338)
dasatinib (anhydrous) (CHEBI:49375) is a monocarboxylic acid amide (CHEBI:29347)
dasatinib (anhydrous) (CHEBI:49375) is a organochlorine compound (CHEBI:36683)
dasatinib (anhydrous) (CHEBI:49375) is a secondary amino compound (CHEBI:50995)
dasatinib (anhydrous) (CHEBI:49375) is a tertiary amino compound (CHEBI:50996)
Incoming dasatinib monohydrate (CHEBI:70839) has part dasatinib (anhydrous) (CHEBI:49375)
IUPAC Name
N-(2-chloro-6-methylphenyl)-2-({6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}amino)-1,3-thiazole-5-carboxamide
INNs Sources
dasatinib WHO MedNet
dasatinib WHO MedNet
dasatinib
Note: (2012-11-05) Note that the name 'dasatinib' is used to refer to the monohydrate (USAN) as well as to anhydrous dasatinib (INN).
WHO MedNet
dasatinibum WHO MedNet
Synonyms Sources
anh. dasatinib ChEBI
anhydrous dasatinib ChEBI
BMS Dasatinib ChEBI
BMS-354825 ChEBI
dasatinib (anh.) ChEBI
N-(2-CHLORO-6-METHYLPHENYL)-2-({6-[4-(2-HYDROXYETHYL)PIPERAZIN-1-YL]-2-METHYLPYRIMIDIN-4-YL}AMINO)-1,3-THIAZOLE-5-CARBOXAMIDE PDBeChem
Database Links Databases
1N1 PDBeChem
D03658 KEGG DRUG
Dasatinib Wikipedia
DB01254 DrugBank
HMDB15384 HMDB
US7125875 Patent
US7941725 Patent
WO2010067374 Patent
WO2010139979 Patent
View more database links
Registry Numbers Types Sources
302962-49-8 CAS Registry Number ChemIDplus
9966762 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16775234 PubMed citation CiteXplore
17154512 PubMed citation CiteXplore
18020922 PubMed citation CiteXplore
18784745 PubMed citation CiteXplore
18797457 PubMed citation CiteXplore
18823558 PubMed citation CiteXplore
19494352 PubMed citation CiteXplore
19502192 PubMed citation CiteXplore
19640584 PubMed citation CiteXplore
21226671 PubMed citation CiteXplore
22411867 PubMed citation CiteXplore
22740998 PubMed citation CiteXplore
22992064 PubMed citation CiteXplore
23065516 PubMed citation CiteXplore
General Comments
2012-11-05 .
2012-11-05 .
 
Last Modified
05 November 2012

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