Higenamine hydrochloride - ≥99% , CAS No.11041-94-4

CAS: 11041-94-4 Cat. No.: H413084 Fórmula: C₁₆H₁₇NO₃.HCl Peso molecular: 307.77 Número CE: 802-566-1

GRADE & PURITY ≥99%

Synonyms

6,7-ISOQUINOLINEDIOL, 1,2,3,4-TETRAHYDRO-1-((4-HYDROXYPHENYL)METHYL)-, HYDROCHLORIDE, (+/-)- | DTXSID10911673 | 6,7-dihydroxy-1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride | CCG-267555 | DEMETHYLCOCLAURINE HYDROCHLORIDE, (+/-)- | Higena

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Visão geral

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 

Specifications

Sinónimos

6,7-ISOQUINOLINEDIOL, 1,2,3,4-TETRAHYDRO-1-((4-HYDROXYPHENYL)METHYL)-, HYDROCHLORIDE, (+/-)- | DTXSID10911673 | 6,7-dihydroxy-1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride | CCG-267555 | DEMETHYLCOCLAURINE HYDROCHLORIDE, (+/-)- | Higena

Especificações e pureza

≥99%

Mecanismos bioquímicos e fisiológicos

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.

Condições de armazenamento de armazenamento

Protected from light,Store at -20°C,Argon charged

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Tipo de ação

INHIBITOR

Pureza

≥99%

Propriedades do produto

ALogP

3.031

Contagem HBD

4

Ligação rotativa

2

Nomes e identificadores

Pubchem Sid

504757586

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504757586

Sorrisos canónicos

C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O.Cl

IUPAC Name

1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol;hydrochloride

InChIKey

SWWQQSDRUYSMAR-UHFFFAOYSA-N

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

SMILES isoméricas

C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O.Cl

Peso molecular

307.77

Reaxy-Rn

5190862

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5190862&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Isoquinolines and derivatives
      • Subclass Benzylisoquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: 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
• Descrição: 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propriedades químicas e físicas

• Solubilidade: Solubility (25°C) In vitro DMSO: 61 mg/mL (198.19 mM)
• Sensibilidade: Light and humidity sensitive
• DMSO (mg/mL) Solubilidade máxima: 61
• DMSO (mM) Solubilidade máxima: 198.1999545
• Peso molecular: 307.770 g/mol
• 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

XLogP3