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| SKU | Size | Availability |
Price | Qty |
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H420598-1ml
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1ml |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$69.90
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β-adrenergic receptor Selective Inhibitors | Agonists | Antagonists
| Synonyms | Higenamine hydrochloride | 11041-94-4 | Higenamine HCl | Demethyl | 6,7-dihydroxy-1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride | (+-)-Demethylcoclaurine hydrochloride | Demethylcoclaurine hydrochloride | MFCD01717353 | Higenamine (hydrochloride) | PQ432 |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| Biochemical and Physiological Mechanisms | Higenamine (Norcoclaurine, (+-)-Demethylcoclaurine), also known as Norcoclaurine HCl, is a non-selective β2 adrenoceptor agonist which is a chemical compound naturally occurring in a number of plants. |
| Storage Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
Information Higenamine (Norcoclaurine, (+-)-Demethylcoclaurine), also known as Norcoclaurine HCl, is a non-selectiveβ2 adrenoceptoragonist which is a chemical compound naturally occurring in a number of plants. Targets β2-adrenoceptor ; α1-adrenoceptor In vitro Higenamine is a potential β2-adrenoceptor agonist. As a potent cardiotonic and vasodilator, It is also an α1 antagonist and a weak α2 agonist. Higenamine decreases the intracellular dopamine content dose-dependently and shows 55.2% inhibition of dopamine content in PC12 cells at a concentration of 2OM with 24h incubation. The IC50 value of higenamine for inhibiting dopamine biosynthesis in PC12 cells is 18.2 μM. Dopamine content is lowered and reaches minimal level at 12—24h after exposure to higenamine. In vivo Higenamine can produce relaxation in tracheal muscle. Higenamine has anti-thrombotic effects in both mouse acute thrombosis model and rat arterio-venous shunt (AV-shunt) models. The oral administration of higenamine (50 or 100 mg/kg) increases the recovery rates from the acute thrombotic challenge in mice and lowers the weight of thrombus formed inside the AV-shunt tube in rats. Cell Research(from reference) Cell lines:PC12 cells Concentrations:5-20 μM Incubation Time:12-48 h |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Isoquinolines and derivatives |
| Subclass | Benzylisoquinolines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzylisoquinolines |
| Alternative Parents | Tetrahydroisoquinolines Aralkylamines 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Dialkylamines Azacyclic compounds Organopnictogen compounds Organooxygen compounds Hydrochlorides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Benzylisoquinoline - Tetrahydroisoquinoline - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Secondary aliphatic amine - Secondary amine - Azacycle - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Amine - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Hydrochloride - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. |
| External Descriptors | Not available |
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| ALogP | 3.031 |
|---|---|
| HBD Count | 4 |
| Rotatable Bond | 2 |
| IUPAC Name | 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol;hydrochloride |
|---|---|
| INCHI | InChI=1S/C16H17NO3.ClH/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14;/h1-4,8-9,14,17-20H,5-7H2;1H |
| InChIKey | SWWQQSDRUYSMAR-UHFFFAOYSA-N |
| Smiles | C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O.Cl |
| Isomeric SMILES | C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O.Cl |
| Molecular Weight | 307.77 |
| Reaxy-Rn | 5190862 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5190862&ln= |
| Sensitivity | Light and humidity sensitive |
|---|---|
| DMSO(mg / mL) Max Solubility | 61 |
| DMSO(mM) Max Solubility | 198.1999545 |
| Molecular Weight | 307.770 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 307.098 Da |
| Monoisotopic Mass | 307.098 Da |
| Topological Polar Surface Area | 72.700 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 317.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |