Glaucine

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For Research Use Only.

Category

Alkaloids

Cat.No.

NP0034

CAS

475-81-0

Product Name

Glaucine

Structure

Product Details

Description

Glaucine is an aporphine alkaloid found in Platycapnos tenuiloba, Neolitsea parvigemma, and other organisms. Glaucine is an inhibitor of TNF-alpha and IL-6 production induced by Toll-like receptor (TLR) ligands.

Synonyms

Boldine dimethyl ether; Bromcholitin; S-(+)-Glaucine; 1,2,9,10-Tetramethoxy-6a-alpha-aporphine

IUPAC Name

(6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

Molecular Weight

355.43

Molecular Formula

C21H25NO4

Canonical SMILES

CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)OC)OC)OC

InChI

1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1

InChIKey

RUZIUYOSRDWYQF-HNNXBMFYSA-N

Boiling Point

487.0±45.0 °C at 760 mmHg

Melting Point

246-247°C

Flash Point

140.2±25.9 °C

Purity

98%

Density

1.166±0.06 g/cm3

Solubility

In Vitro:
DMSO : 100 mg/mL(281.35 mM;Need ultrasonic)
In Vivo:
1.Add each solvent one by one:10% DMSO >> 40%PEG300 >> 5%Tween-80 >> 45% saline
Solubility: ≥ 2.5 mg/mL (7.03 mM); Clear solution
2.Add each solvent one by one:10% DMSO >> 90% (20%SBE-β-CDin saline)
Solubility: ≥ 2.5 mg/mL (7.03 mM); Clear solution

Appearance

Powder

Application

Glaucine is a biologically active molecule that is used in the treatment of chronic cough.

Storage

4°C, protect from light
* In solvent :
-80°C, 6 months
-20°C, 1 month (protect from light)

Alpha

D20 +115° (c = 3 in alc)

Color

Pale Beige

EINECS

207-501-5

Form

Solid

MDL

MFCD00075953

pKa

6.35±0.20(Predicted)

Refractive Index

1.5614 (estimate)

Uses

d-Glaucine has bronchodilator and antiinflammatory effects, acting as a PDE4 inhibitor and calcium channel blocker, and is used medically as an antitussive in some countries.

Vapor Pressure

0.0±1.2 mmHg at 25°C

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