EHT 1864 - ≥98%(HPLC) , CAS No.754240-09-0

CAS: 754240-09-0 Cat. No.: E286802 Molecular Weight: 581.47 EC Number: 695-652-1 PubChem CID: 9938202

GRADE & PURITY ≥98%(HPLC)

Synonyms

EHT 1864 2HCl | SW220265-1 | BCP09829 | EHT1864 | EHT-1864 | 4H-Pyran-4-one, 2-(4-morpholinylmethyl)-5-((5-((7-(trifluoromethyl)-4-quinolinyl)thio)pentyl)oxy)-, dihydrochloride | AKOS024374992 | 754240-09-0 (HCl) | EHT 1864 is known as a Rac inhibitor, pa

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

EHT 1864 is an inhibitor of Rac family small GTPases. EHT 1864 directly binds and impairs the ability of this small GTPase to engage critical downstream effectors required for growth transformation. The Kd values are 40, 50, 60, and 230 nM for Rac1, Rac1b, Rac2 and Rac3, respectively. EHT 1864 also potently inhibits other Rac-dependent transformation processes, Tiam1- and Ras-mediated growth transformation. EHT 1864 prevents Aβ 40 and Aβ 42 production in vivo.
EHT 1864 has been used to study the regulation of the adapter protein dishevelled-1 ubiquitylation by Rac1 activity.

Specifications

Synonyms

EHT 1864 2HCl | SW220265-1 | BCP09829 | EHT1864 | EHT-1864 | 4H-Pyran-4-one, 2-(4-morpholinylmethyl)-5-((5-((7-(trifluoromethyl)-4-quinolinyl)thio)pentyl)oxy)-, dihydrochloride | AKOS024374992 | 754240-09-0 (HCl) | EHT 1864 is known as a Rac inhibitor, pa

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

EHT 1864 inhibits Rac function. It prevents Aβ40 and Aβ42 production in vitro without direct inhibition of g-secretase. EHT 1864 induces dissociation of bound nucleotides. EHT 1864 induced inhibition of Rac prevents its association with downstream effecto

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.

Action Type

INHIBITOR

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488196450
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488196450
• Canonical Smiles: C1COCCN1CC2=CC(=O)C(=CO2)OCCCCCSC3=C4C=CC(=CC4=NC=C3)C(F)(F)F.Cl.Cl
• IUPAC Name: 2-(morpholin-4-ylmethyl)-5-[5-[7-(trifluoromethyl)quinolin-4-yl]sulfanylpentoxy]pyran-4-one;dihydrochloride
• InChIKey: LSECOAJFCKFQJG-UHFFFAOYSA-N
• INCHI: 1S/C25H27F3N2O4S.2ClH/c26-25(27,28)18-4-5-20-21(14-18)29-7-6-24(20)35-13-3-1-2-10-33-23-17-34-19(15-22(23)31)16-30-8-11-32-12-9-30;;/h4-7,14-15,17H,1-3,8-13,16H2;2*1H
• Isomeric SMILES: C1COCCN1CC2=CC(=O)C(=CO2)OCCCCCSC3=C4C=CC(=CC4=NC=C3)C(F)(F)F.Cl.Cl
• WGK Germany: 3
• PubChem CID: 9938202
• Molecular Weight: 581.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Quinolines and derivatives
• Alternative Parents: Pyranones and derivatives Alkyl aryl ethers Alkylarylthioethers Aralkylamines Pyridines and derivatives Morpholines Benzenoids Heteroaromatic compounds Trialkylamines Cyclic ketones Sulfenyl compounds Oxacyclic compounds Azacyclic compounds Dialkyl ethers Hydrocarbon derivatives Hydrochlorides Organic oxides Alkyl fluorides Organofluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinoline - Aryl thioether - Alkyl aryl ether - Pyranone - Alkylarylthioether - Aralkylamine - Morpholine - Oxazinane - Pyran - Pyridine - Benzenoid - Heteroaromatic compound - Cyclic ketone - Tertiary amine - Tertiary aliphatic amine - Oxacycle - Dialkyl ether - Ether - Azacycle - Sulfenyl compound - Thioether - Hydrochloride - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic oxygen compound - Hydrocarbon derivative - Alkyl fluoride - Amine - Alkyl halide - Organic nitrogen compound - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as quinolines and derivatives. These are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.
• 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

Associated Targets(Human)

U-87 MG (3946 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAC2 Tbio Ras-related C3 botulinum toxin substrate 2 (1 Activities)

Discover Target: RAC2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAC3 Tbio Ras-related C3 botulinum toxin substrate 3 (2 Activities)

Discover Target: RAC3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CDC42 Tchem Cell division control protein 42 homolog (123 Activities)

Discover Target: CDC42

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

NIH3T3 (5395 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Dissolved in EtOH, maximum concentration (mg/ml): 2.1
• Sensitivity: Moisture sensitive
• Molecular Weight: 581.500 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 10
• Exact Mass: 580.118 Da
• Monoisotopic Mass: 580.118 Da
• Topological Polar Surface Area: 86.200 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 770.000
• 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: 3

XLogP3

References

1. Yuyao Jiang, Yanru Guan, Ruidong Chen, Jason T. Magnuson, Wen Zexin, Zijie Ding, Leyi Zhang, Wumuerzati Maermaer, Yuanyuan Liu, Shuying Li, Wenjun Gui, Daniel Schlenk.  (2025)  Chlorpyrifos cardiotoxic responses may be mediated by phagocytic activation in larval zebrafish.  Environmental Chemistry and Ecotoxicology,      [PMID:] [10.1016/j.enceco.2025.12.001]