dasatinib (anhydrous) (CHEBI:49375)

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CHEBI:49375 - dasatinib (anhydrous)

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ChEBI ID	CHEBI:49375
ChEBI Name	dasatinib (anhydrous)
Stars
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).
Secondary ChEBI IDs	CHEBI:38943, CHEBI:49372
Last Modified	30 March 2022
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C22H26ClN7O2S
Net Charge	0
Average Mass	488.017
Monoisotopic Mass	487.15572
SMILES	Cc1nc(Nc2ncc(C(=O)Nc3c(C)cccc3Cl)s2)cc(N2CCN(CCO)CC2)n1
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

Wikipedia

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	anticoronaviral agent Any antiviral agent which inhibits the activity of coronaviruses. tyrosine kinase inhibitor Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
Application:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	dasatinib (anhydrous) (CHEBI:49375) has role anticoronaviral agent (CHEBI:149553)
	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 N-(2-hydroxyethyl)piperazine (CHEBI:46851)
	dasatinib (anhydrous) (CHEBI:49375) is a N-arylpiperazine (CHEBI:46848)
	dasatinib (anhydrous) (CHEBI:49375) is a 1,3-thiazoles (CHEBI:38418)
	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)
	dasatinib (anhydrous) (CHEBI:49375) is conjugate base of dasatinib(1+) (CHEBI:190514)
Incoming Relation(s)
	dasatinib monohydrate (CHEBI:70839) has part dasatinib (anhydrous) (CHEBI:49375)
	dasatinib(1+) (CHEBI:190514) is conjugate acid of 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	Source
dasatinib	WHO MedNet
dasatinibum	WHO MedNet
dasatinib	WHO MedNet
dasatinib	WHO MedNet

Synonyms	Source
BMS Dasatinib	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
BMS-354825	ChEBI
anhydrous dasatinib	ChEBI
dasatinib (anh.)	ChEBI
anh. dasatinib	ChEBI

Manual Xrefs	Databases
1N1	PDBeChem
DB01254	DrugBank
D03658	KEGG DRUG
Dasatinib	Wikipedia
HMDB0015384	HMDB
US7941725	Patent
US7125875	Patent
WO2010139979	Patent
WO2010067374	Patent
LSM-1020	LINCS
785	DrugCentral

Registry Numbers	Sources
Reaxys:9966762	Reaxys
CAS:302962-49-8	ChemIDplus

Citations