Dasatinib (monohydrate) - 10mM in DMSO , CAS No.863127-77-9

CAS: 863127-77-9 Cat. No.: D426403 Formula: C₂₂H₂₆ClN₇O₂S • (H₂O₎ Molecular Weight: 506.03 EC Number: 638-874-6

GRADE & PURITY 10mM in DMSO

Synonyms

AM20030145 | dasatinib.H2O | A16320 | N-(2-chloro-6-methylphenyl)-2-({6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}amino)-1,3-thiazole-5-carboxamide--water (1/1) | DTXSID50235486 | 863127-77-9 (hydrate) | BD164354 | DASATINIB [JAN] | Dasati

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Dasatinib is a 2-aminothiazole-derived inhibitor of Src family kinases. Dasatinib inhibits c-Abl and Bcr-Abl tyrosine kinase activity and shows efficacy against imatinib-resistant Bcr-Abl mutations.

Specifications

Synonyms

AM20030145 | dasatinib.H2O | A16320 | N-(2-chloro-6-methylphenyl)-2-({6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}amino)-1,3-thiazole-5-carboxamide--water (1/1) | DTXSID50235486 | 863127-77-9 (hydrate) | BD164354 | DASATINIB [JAN] | Dasati

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Product Properties

Ki Data

Tyrosine-protein kinase LCK: Ki= 0.064 nM (mouse); Hck: Ki= 0.316 nM (human); SRMS: Ki= 0.631 nM (human); SIK2: Ki= 0.794 nM (human); PDGFRA: Ki= 1.26 nM (human)

Names and Identifiers

Pubchem Sid

528775782

Canonical Smiles

CC1=C(C(=CC=C1)Cl)NC(=O)C2=CN=C(S2)NC3=CC(=NC(=N3)C)N4CCN(CC4)CCO.O

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;hydrate

InChIKey

XHXFZZNHDVTMLI-UHFFFAOYSA-N

INCHI

1S/C22H26ClN7O2S.H2O/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);1H2

Isomeric SMILES

CC1=C(C(=CC=C1)Cl)NC(=O)C2=CN=C(S2)NC3=CC(=NC(=N3)C)N4CCN(CC4)CCO.O

Alternate CAS

863127-77-9

MeSH Entry Terms

(18F)-N-(2-chloro-6-methylphenyl)-2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-carboxamide;354825, BMS;BMS 354825;BMS-354825;BMS354825;dasatinib;N-(2-chloro-6-methylphenyl)-2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methyl

Molecular Weight

506.03

Reaxy-Rn

14444783

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14444783&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Anilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Anilides
• Intermediate Tree Nodes: Not available
• Direct Parent: Aromatic anilides
• Alternative Parents: N-arylpiperazines Thiazolecarboxamides 2-heteroaryl carboxamides Dialkylarylamines 2,5-disubstituted thiazoles Toluenes Aminopyrimidines and derivatives Chlorobenzenes N-alkylpiperazines 2-amino-1,3-thiazoles Aryl chlorides Imidolactams Heteroaromatic compounds Trialkylamines Amino acids and derivatives Secondary carboxylic acid amides 1,2-aminoalcohols Azacyclic compounds Secondary amines Hydrocarbon derivatives Organopnictogen compounds Primary alcohols Organochlorides Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aromatic anilide - N-arylpiperazine - 2-heteroaryl carboxamide - Thiazolecarboxamide - Thiazolecarboxylic acid or derivatives - Dialkylarylamine - Halobenzene - 2,5-disubstituted 1,3-thiazole - Chlorobenzene - Aminopyrimidine - Toluene - N-alkylpiperazine - 1,4-diazinane - Piperazine - Pyrimidine - Aryl chloride - Aryl halide - 1,3-thiazol-2-amine - Imidolactam - Heteroaromatic compound - Thiazole - Azole - Amino acid or derivatives - Tertiary amine - 1,2-aminoalcohol - Tertiary aliphatic amine - Carboxamide group - Secondary carboxylic acid amide - Alkanolamine - Azacycle - Organoheterocyclic compound - Secondary amine - Carboxylic acid derivative - Amine - Organic nitrogen compound - Alcohol - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organohalogen compound - Organochloride - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.
• External Descriptors: hydrate

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• x_refractive_index: n20D1.69 (Predicted)
• x_melt_point_char: 261-285° C
• Molecular Weight: 506.000 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 505.166 Da
• Monoisotopic Mass: 505.166 Da
• Topological Polar Surface Area: 136.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 642.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3