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Merck

SML2937

iHAP1

≥98% (HPLC)

Synonym(s):

(2-Chloro-10H-phenothiazin-10-yl)(4-methoxyphenyl)methanone, 2-Chloro-10-(4-methoxybenzoyl)-10H-phenothiazine

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About This Item

Empirical Formula (Hill Notation):
C20H14ClNO2S
CAS Number:
105925-39-1
Molecular Weight:
367.85
MDL number:
MFCD01245092
UNSPSC Code:
12352200
NACRES:
NA.77

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

S1c2c(cc(cc2)Cl)N(c4c1cccc4)C(=O)c3ccc(cc3)OC

InChI key

CSWHYHPUEDNIQY-UHFFFAOYSA-N

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This Item
T8516E5406SML2065
iHAP1 ≥98% (HPLC)

Sigma-Aldrich

SML2937

iHAP1

Trifluoperazine dihydrochloride ≥99%, powder

Sigma-Aldrich

T8516

Trifluoperazine dihydrochloride

Ethopropazine hydrochloride ≥98% (HPLC), powder

Sigma-Aldrich

E5406

Ethopropazine hydrochloride

Mequitazine ≥98% (HPLC)

Sigma-Aldrich

SML2065

Mequitazine

form

powder

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥99%

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

DMSO: 2 mg/mL, clear

solubility

ethanol: soluble 5 mg/mL, H2O: soluble 50 mg/mL, clear, colorless to yellow, DMSO: soluble

solubility

DMSO: >5 mg/mL at ~60 °C, clear

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

white to off-white

color

white

color

white to beige

Biochem/physiol Actions

iHAP1 is a potent activator of protein phosphatase 2A (PP2A) that allosterically facilitates assembly and activation of PP2A holoenzyme complex consisting PPP2R1A, PPP2R5E (B56ε, regulatory), and PPP2CA subunits. iHAP1 induces dephosphorylation of MYBL2 transcription factor on Ser241, causing irreversible cell cycle arrest of leukemia and other cancer cells in prometaphase. iHAP1 exhibits significant antitumor activity and lack of toxicity in T-ALL xenograft mice models. Normal CD34+ HSPCs are appears to be resistant to iHAP1. iHAP1 does not inhibit dopamine receptor D2.
potent allosteric activator of protein phosphatase 2A (PP2A) containing regulatory subunit PPP2R5E (B56ε)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Ken Morita et al.
Cell, 181(3), 702-715 (2020-04-22)
Protein phosphatase 2A (PP2A) enzymes can suppress tumors, but they are often inactivated in human cancers overexpressing inhibitory proteins. Here, we identify a class of small-molecule iHAPs (improved heterocyclic activators of PP2A) that kill leukemia cells by allosterically assembling a

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