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Higenamine hydrochloride - 10mM in DMSO, high purity , CAS No.11041-94-4

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
H420598
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H420598-1ml
1ml
Available within 8-12 weeks(?)
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$69.90

β-adrenergic receptor Selective Inhibitors | Agonists | Antagonists

Basic Description

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 

Taxonomic Classification

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

Product Properties

ALogP 3.031
HBD Count 4
Rotatable Bond 2

Names and Identifiers

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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

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

Solution Calculators

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