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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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Z412408-5mg
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5mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$271.90
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Z412408-25mg
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25mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
|
$1,224.90
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|
| Synonyms | (R)-5-(2-(benzylamino)ethyl)-1-(6,8-difluorochroman-3-yl)-1H-imidazole-2(3H)-thione | BIA 5-1058 | EX-A3318 | 4-[2-(benzylamino)ethyl]-3-[(3R)-6,8-difluoro-3,4-dihydro-2H-chromen-3-yl]-1H-imidazole-2-thione | UNII-YLU32D0DNV | ZSSLCFLHEFXANG-GOSISDBHSA-N |
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| Biochemical and Physiological Mechanisms | Zamicastat (BIA 5-1058) is an inhibitor of dopamine β-hydroxylase (DBH) that could cross the blood-brain barrier (BBB) and cause central as well as peripheral effects. Zamicastat is also a concentration-dependent dual\xa0P-gp\xa0and\xa0BCRP\xa0inhibitor w |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Action Type | INHIBITOR |
| Mechanism of action | Dopamine beta-hydroxylase inhibitor |
| Product Description |
Information Zamicastat (BIA 5-1058) is an inhibitor of dopamine β-hydroxylase (DBH) that could cross the blood-brain barrier (BBB) and cause central as well as peripheral effects. Zamicastat is also a concentration-dependent dual P-gp and BCRP inhibitor with IC50 of 73.8 μM and 17.0 μM, respectively. Zamicastat reduces high blood pressure. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Benzopyrans |
| Subclass | 1-benzopyrans |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 1-benzopyrans |
| Alternative Parents | Phenylmethylamines Benzylamines Aralkylamines Alkyl aryl ethers N-substituted imidazoles Imidazolethiones Aryl fluorides Heteroaromatic compounds Thioureas Oxacyclic compounds Dialkylamines Azacyclic compounds Organofluorides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 1-benzopyran - Benzylamine - Phenylmethylamine - Alkyl aryl ether - Aralkylamine - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Imidazole-2-thione - N-substituted imidazole - Benzenoid - Azole - Heteroaromatic compound - Imidazole - Thiourea - Azacycle - Oxacycle - Secondary amine - Secondary aliphatic amine - Ether - Organooxygen compound - Organosulfur compound - Organic oxygen compound - Hydrocarbon derivative - Organonitrogen compound - Organic nitrogen compound - Amine - Organohalogen compound - Organofluoride - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. |
| External Descriptors | Not available |
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| ALogP | 3.2 |
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| IUPAC Name | 4-[2-(benzylamino)ethyl]-3-[(3R)-6,8-difluoro-3,4-dihydro-2H-chromen-3-yl]-1H-imidazole-2-thione |
|---|---|
| INCHI | InChI=1S/C21H21F2N3OS/c22-16-8-15-9-18(13-27-20(15)19(23)10-16)26-17(12-25-21(26)28)6-7-24-11-14-4-2-1-3-5-14/h1-5,8,10,12,18,24H,6-7,9,11,13H2,(H,25,28)/t18-/m1/s1 |
| InChIKey | ZSSLCFLHEFXANG-GOSISDBHSA-N |
| Smiles | C1C(COC2=C1C=C(C=C2F)F)N3C(=CNC3=S)CCNCC4=CC=CC=C4 |
| Isomeric SMILES | C1[C@H](COC2=C1C=C(C=C2F)F)N3C(=CNC3=S)CCNCC4=CC=CC=C4 |
| PubChem CID | 25052630 |
| Molecular Weight | 401.5 |
| Molecular Weight | 401.500 g/mol |
|---|---|
| XLogP3 | 3.200 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Exact Mass | 401.137 Da |
| Monoisotopic Mass | 401.137 Da |
| Topological Polar Surface Area | 68.600 Ų |
| Heavy Atom Count | 28 |
| Formal Charge | 0 |
| Complexity | 584.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |