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Merck
CN

SML3765

ISA-2011B

≥97% (HPLC)

Synonym(s):

rel-(5R,10aR)-5-(5-Chloro-1H-indol-3-yl)-8,9,10a,11-tetrahydro-9-methyl-5H-1,3-dioxolo[4,5-g]pyrazino[1,2-b]isoquinoline-7,10-dione

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About This Item

Empirical Formula (Hill Notation):
C22H18ClN3O4
CAS Number:
1259085-33-0
Molecular Weight:
423.85
UNSPSC Code:
12352200
MDL number:
MFCD30533398
NACRES:
NA.21
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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InChI

1S/C22H18ClN3O4/c1-25-9-20(27)26-17(22(25)28)4-11-5-18-19(30-10-29-18)7-13(11)21(26)15-8-24-16-3-2-12(23)6-14(15)16/h2-3,5-8,17,21,24H,4,9-10H2,1H3/t17-,21-/m0/s1

InChI key

FSEZESVJDPKRDS-UWJYYQICSA-N

SMILES string

O=C1N2[C@@H](C3=CC4=C(C=C3C[C@]2(C(N(C)C1)=O)[H])OCO4)C5=CNC6=CC=C(Cl)C=C56

assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell-permeable, selective PIP5K1α inhibitor that blocks its downstream PI3K/AKT phosphorylation and the production of PI(4,5)P2 from its PI(4)P precursor.



ISA-2011B is a cell-permeable, selective PIP5K1α inhibitor that blocks its downstream PI3K/AKT phosphorylation and the production of PI(4,5)P2 from its PI(4)P precursor. ISA-2011B effectively inhibits propagation of both measles and nipah viruses in cell culture (40 - 50 µM) with minimal toxicity, suppresses inflammation, cancer growth and invasion in multiple models.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000526488
0000526488
0000372388
0000372389
0000297750

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Julius Semenas et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(35), E3689-E3698 (2014-07-30)
Nitrogen-containing heterocyclic compounds are an important class of molecules that are commonly used for the synthesis of candidate drugs. Phosphatidylinositol-4-phosphate 5-kinase-α (PIP5Kα) is a lipid kinase, similar to PI3K. However, the role of PIP5K1α in oncogenic processes and the development
Tryptophan-dependent and -independent secretions of tryptophanyl- tRNA synthetase mediate innate inflammatory responses
Cell Reports, 42(1), 111905-111905 (2023)
Tianyan Wang et al.
Frontiers in cell and developmental biology, 10, 798590-798590 (2022-04-08)
PIP5K1α has emerged as a promising drug target for the treatment of castration-resistant prostate cancer (CRPC), as it acts upstream of the PI3K/AKT signaling pathway to promote prostate cancer (PCa) growth, survival and invasion. However, little is known of the

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