Aloisine A

Modify Date: 2025-08-26 00:47:31

Aloisine A Structure
Aloisine A structure
Common Name Aloisine A
CAS Number 496864-16-5 Molecular Weight 267.32600
Density 1.227g/cm3 Boiling Point N/A
Molecular Formula C16H17N3O Melting Point 281-283ºC
MSDS N/A Flash Point N/A

 Use of Aloisine A


Aloisine A (RP107) is a a potent cyclin-dependent kinase (CDK) inhibitor with IC50s of 0.15 μM, 0.12 μM, 0.4 μM, 0.16 μM for CDK1/cyclin B, CDK2/cyclin A, CDK2/cyclin E, CDK5/p35, respectively. Aloisine A ininhibits GSK-3α (IC50=0.5 µM) and GSK-3β (IC50=1.5 µM). Aloisine A stimulates wild-type CFTR and mutated CFTR, with submicromolar affinity by a cAMP-independent mechanism. Aloisine A has the potential for CFTR-related diseases, including cystic fibrosis research[1][2].

 Names

Name 4-(7-butyl-1,5-dihydropyrrolo[2,3-b]pyrazin-6-ylidene)cyclohexa-2,5-dien-1-one
Synonym More Synonyms

 Aloisine A Biological Activity

Description Aloisine A (RP107) is a a potent cyclin-dependent kinase (CDK) inhibitor with IC50s of 0.15 μM, 0.12 μM, 0.4 μM, 0.16 μM for CDK1/cyclin B, CDK2/cyclin A, CDK2/cyclin E, CDK5/p35, respectively. Aloisine A ininhibits GSK-3α (IC50=0.5 µM) and GSK-3β (IC50=1.5 µM). Aloisine A stimulates wild-type CFTR and mutated CFTR, with submicromolar affinity by a cAMP-independent mechanism. Aloisine A has the potential for CFTR-related diseases, including cystic fibrosis research[1][2].
Related Catalog
Target

CDK1/cyclinB:0.15 μM (IC50)

CDK2/cyclinA:0.12 μM (IC50)

CDK2/cyclinE:0.4 μM (IC50)

CDK5/p35:0.16 μM (IC50)

GSK-3β:0.5 μM (IC50)

GSK-3α:1.5 μM (IC50)

JNK:3-10 μM (IC50)

ERK1:18 μM (IC50)

ERK2:22 μM (IC50)

In Vitro Aloisine A ininhibits erk1 (IC50=18 µM), erk2 (IC50=22 µM), c-Jun N-terminal kinase (JNK; IC50~3-10 µM). Aloisine A has no effect on protein kinase C α, β1, β2, γ, δ, ε, η, ξ (all IC50>100 µM)[1]. Aloisine A (0.1, 1, 10, 100 µM) completely blocks the proliferation of dividing NT2 cells (IC50=7 μM) and differentiated postmitotic neurons (hNT; IC50=10.5 μM), and very few cells actually die[1]. Aloisine A acts as a submicromolar activator of wild-type (WT)-CFTR [human airway epithelial Calu-3 and WT-CFTR-Chinese hamster ovary (CHO) cells], G551D-CFTR (G551D-CFTR-CHO cells), and F508del-CFTR (in temperature-corrected human airway epithelial F508del/F508del CF15 cells)[2].
References

[1]. Yvette Mettey, et al. Aloisines, a new family of CDK/GSK-3 inhibitors. SAR study, crystal structure in complex with CDK2, enzyme selectivity, and cellular effects. J Med Chem. 2003 Jan 16;46(2):222-36.

[2]. Sabrina Noel, et al. Discovery of pyrrolo[2,3-b]pyrazines derivatives as submicromolar affinity activators of wild type, G551D, and F508del cystic fibrosis transmembrane conductance regulator chloride channels. J Pharmacol Exp Ther. 2006 Oct;319(1):349-59.

 Chemical & Physical Properties

Density 1.227g/cm3
Melting Point 281-283ºC
Molecular Formula C16H17N3O
Molecular Weight 267.32600
Exact Mass 267.13700
PSA 61.80000
LogP 3.67310
Index of Refraction 1.655
InChIKey PRIGRJPRGZCFAS-UHFFFAOYSA-N
SMILES CCCCc1c(-c2ccc(O)cc2)[nH]c2nccnc12

 Safety Information

HS Code 2933990090

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

1ung
RP107
Aloisine A RP107
ALOISINE A
ALH
4-(7-butyl-5H-pyrrolo[2,3-b]pyrazin-6-yl)phenol
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