UM-164 - ≥99% , CAS No.903564-48-7

CAS: 903564-48-7 Cat. No.: U414125 Molecular Weight: 640.68 PubChem CID: 11714353

GRADE & PURITY ≥99%

Synonyms

5-​Thiazolecarboxamide,2-​[[6-​[4-​(2-​hydroxyethyl)​-​1-​piperazinyl]​-​2-​methyl-​4-​pyrimidinyl]​amino]​-​N-​[2-​methyl-​5-​[[3-​(trifluoromethyl)​benzoyl]​amino]​phenyl]​-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

UM-164 is a highly potent, dualc-Src/p38inhibitor ofc-Srcwith a binding constant Kd of 2.7 nM for c-Src and inhibits both p38α and p38β.

Targets

p38α ; p38β ; c-Src (Cell-free assay) ; 2.7 nM(Kd)

In vitro

UM-164 binds the inactive kinase conformation of c-Src. UM-164 alters the cell localization of c-Src in TNBC (anti-triple-negative breast cancer) cells. It has potent antiproliferative activity (average GI50 = 160 nmol/L) in all TNBC cell lines tested. UM-164 is a potent inhibitor of p38α and p38β. p38 MAPK phosphorylation is completely absent in SUM 149 cells treated with 50 nmol/L of UM-164. UM-164 can suppress both cell motility and invasion of MDA-MB 231 and SUM 149 cell lines with an IC50 = 50 nmol/L. FAK phosphorylation is inhibited by UM-164 in SUM 149 cells. UM-164 also efficiently reduces activation of EGFR (at both Tyr-845 and Tyr-1068), AKT, and ERK1/2, all of which are not direct targets of UM-164..

In vivo

In xenograft models of TNBC (anti-triple-negative breast cancer), UM-164 results in a significant decrease of tumor growth compared with controls, with limited in vivo toxicity.

Cell Research(from reference)

Cell lines：MDA-MB 468 cells 

Concentrations：5 μM 

Incubation Time：4 h 

Specifications

Synonyms

5-​Thiazolecarboxamide, 2-​[[6-​[4-​(2-​hydroxyethyl)​-​1-​piperazinyl]​-​2-​methyl-​4-​pyrimidinyl]​amino]​-​N-​[2-​methyl-​5-​[[3-​(trifluoromethyl)​benzoyl]​amino]​phenyl]​-

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

UM-164 is a highly potent, dual c-Src/p38inhibitor of c-Src with a binding constant Kd of 2.7 nM for c-Src and inhibits both p38α and p38β.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥99%

Product Properties

• ALogP: 4.501
• HBD Count: 4
• Rotatable Bond: 10

Names and Identifiers

• Pubchem Sid: 504766665
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766665
• Canonical Smiles: CC1=C(C=C(C=C1)NC(=O)C2=CC(=CC=C2)C(F)(F)F)NC(=O)C3=CN=C(S3)NC4=CC(=NC(=N4)C)N5CCN(CC5)CCO
• IUPAC Name: 2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-N-[2-methyl-5-[[3-(trifluoromethyl)benzoyl]amino]phenyl]-1,3-thiazole-5-carboxamide
• InChIKey: ANEBQUSWQAQFQB-UHFFFAOYSA-N
• INCHI: 1S/C30H31F3N8O3S/c1-18-6-7-22(37-27(43)20-4-3-5-21(14-20)30(31,32)33)15-23(18)38-28(44)24-17-34-29(45-24)39-25-16-26(36-19(2)35-25)41-10-8-40(9-11-41)12-13-42/h3-7,14-17,42H,8-13H2,1-2H3,(H,37,43)(H,38,44)(H,34,35,36,39)
• Isomeric SMILES: CC1=C(C=C(C=C1)NC(=O)C2=CC(=CC=C2)C(F)(F)F)NC(=O)C3=CN=C(S3)NC4=CC(=NC(=N4)C)N5CCN(CC5)CCO
• PubChem CID: 11714353
• Molecular Weight: 640.68

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Anilides
        • Level5 Aromatic anilides
          • Level6 Benzanilides

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

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

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (156.08 mM); Water: Insoluble; Ethanol: Insoluble
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 156.084160579384
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 640.700 g/mol
• XLogP3: 4.700
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 9
• Exact Mass: 640.219 Da
• Monoisotopic Mass: 640.219 Da
• Topological Polar Surface Area: 164.000 Ų
• Heavy Atom Count: 45
• Formal Charge: 0
• Complexity: 991.000
• 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: 1