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Opaganib

Opaganib structure

CAS No:
915385-81-8
Formula:
C23H25ClN2O
Chemical Name:
Opaganib
Synonyms:
Tricyclo[3.3.1.13,7]decane-1-carboxamide,3-(4-chlorophenyl)-N-(4-pyridinylmethyl)-;3-(4-Chlorophenyl)-N-(4-pyridinylmethyl)tricyclo[3.3.1.13,7]decane-1-carboxamide;ABC 294640;Opaganib
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Opaganib (ABC294640) is a selective, competitive sphingosine kinase 2 (SK2) inhibitor with Ki of 9.8 μM.

3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)-1-adamantanecarboxamide is an organochlorine compound.|Opaganib, also known as ABC294640, is a selective [sphingosine kinase-2 (SK2)](https://go.drugbank.com/polypeptides/Q9NRA0) inhibitor that is orally administered. This drug has potential anticancer, anti-inflammatory, and antiviral activities, with potential applications in oncology, inflammation, the gastrointestinal system, and COVID-19.|Opaganib is an orally available, aryladamantane compound and selective inhibitor of sphingosine kinase-2 (SK2) with potential antineoplastic activity. Upon administration, opaganib competitively binds to and inhibits SK2, thereby preventing the phosphorylation of the pro-apoptotic amino alcohol sphingosine to sphingosine 1-phosphate (S1P), the lipid mediator that is pro-survival and critical for immunomodulation. This may eventually lead to the induction of apoptosis and may result in an inhibition of cell proliferation in cancer cells overexpressing SK2. SK2 and its isoenzyme SK1 are overexpressed in numerous cancer cell types.

Opaganib Basic Attributes

Molecular Weight：

380.9104

Exact Mass：

380.91

UNII：

DRG21OQ517

NCI Thesaurus Code：

C98278

Characteristics

PSA：

Density：

1.3±0.1 g/cm3

Flash Point：

310.3±30.1 °C

Refractive Index：

1.632

Drug Information

Mechanism of Action：

Opaganib selectively inhibits [sphingosine kinase-2 (SK2)](https://go.drugbank.com/polypeptides/Q9NRA0). This inhibition blocks the synthesis of sphingosine 1-phosphate (S1P) and its activities (which includes regulation of fundamental biological processes such as cell proliferation, migration, immune cell trafficking, angiogenesis, immune-modulation, and suppression of innate immune responses from T-cells). This drug has dual anti-inflammatory and antiviral activity targeting a host cell component and is unaffected by viral mutation, contributing to minimization of the likelihood of resistance. It is currently being investigated against COVID-19 as it has demonstrated anti-SARS-CoV-2 activity in studies.

MeSH Entry Terms：

3-(4-chlorophenyl)-adamantane-1-carboxylic acid (pyridin-4-ylmethyl)amide

Computed Properties

Molecular Weight:380.9
XLogP3:4.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:380.1655411
Monoisotopic Mass:380.1655411
Topological Polar Surface Area:42
Heavy Atom Count:27
Complexity:551
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Opaganib

Hefei Heyu Chemical New Materials Co., Ltd Contact Supplier

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4 YRS

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Trader Supplier of 13-Dimethyladamantane,1-Bromo-35-dimethyladamantane,perhydroacenaphthylene,4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol,CYCLOBUTANE-1,2-DICARBOXYLIC ACID DIMETHYL ESTER, TRANS

3-(4-Chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide

CAS No.: 915385-81-8

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Henan Lihao Chem Plant Limited Contact Supplier

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5 YRS

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ABC294640 99% see COA Kanbei kanbei

CAS No.: 915385-81-8

Grade: Industrial Grade

Content: 99%

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