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Basic information
- CAS
148589-13-3- Standard SMILES
Cn1c(=O)c2c(nc(C=Cc3cccc(Cl)c3)n2C)n(C)c1=O- InChIKey
WBWFIUAVMCNYPG-UHFFFAOYSA-N- Molecular formula
- C16H15ClN4O2
- Average molar mass
- 330.77 g/mol
- Monoisotopic mass
- 330.0883534
Names & identifiers
- Preferred name
- 8-[2-(3-Chlorophenyl)ethen-1-yl]-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione
- IUPAC
- 8-[2-(3-chlorophenyl)ethenyl]-1,3,7-trimethylpurine-2,6-dione
- English name
- 8-[2-(3-Chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
- Molecular formula
- C16H15ClN4O2
- Molecular weight
- 330.77
Names & synonyms
SCHEMBL537055orb1703869SCHEMBL29908314HMS3369A088-[2-(3-Chlorophenyl)ethen-1-yl]-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione8CSC8-CSC8 CSC1H-Purine-2,6-dione, 8-[2-(3-chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-trimethyl-
Database identifiers
- CAS
148589-13-3- PubChem CID
- 1902
- DTXSID
DTXSID1040401
Properties
Computed structural propertiesFilling in
- XLogP
- 2.5
- Topological polar surface area
- 58.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 526
Chemistry & industry
Applications
Uses8-(3-Chlorostyryl)caffeine (CSC) is an adenosine antagonist with selective activity at the A2a adenosine receptor. 8-(3-Chlorostyryl)caffeine showed 520-fold selectivity in radioligand binding experiments in rat brain. Antagonism of adenylylase by 8-(3-Chlorostyryl)caffeine shows 22-fold selectivity in rat chromaffin cells When 8-(3-Chlorostyryl)caffeine is co-administered with the A1-selective antagonist CPX, It can also further increase exercise activity. 8-(3-Chlorostyryl)caffeine exhibits good MAO-B inhibitory activity in primate mitochondria. 8-(3-Chlorostyryl)caffeine also has excellent A2A receptor affinity[1].
Suppliers3 total
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Additional notes
DefinitionChEBI: 8-(3-chlorostyryl)caffeine is caffeine substituted at its 8-position by an (E)-3-chlorostyryl group. It has a role as an adenosine A2A receptor antagonist and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is a trimethylxanthine and a member of monochlorobenzenes. It is functionally related to a caffeine.
Related reactions
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Compound notes
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