Art. -Nr.: HY-W012732

Isoquinoline

2 Cited Publications

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Based on 2 publication(s) in Google Scholar

Isoquinoline is an analog of pyridine. Isoquinoline-based alkaloids, such as p-tolyl bisisoquinoline, phthaloyl isoquinoline, and naphthyl isoquinoline, exhibit anticancer activity. Berberine, an isoquinoline alkaloid, exerts anti-inflammatory effects in diabetic mice by downregulating the gene expression ratios of pro-/anti-inflammatory and Th1/Th2 cytokines. Additionally, some isoquinoline-based compounds also possess antidepressant, antibacterial, antimalarial, and anti-HIV activities.

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Reinheit: 99.28%
CAS. Nr.: 119-65-3
Formel: C₉H₇N
Molecular Weight:129.16

Speicherung:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Isoquinoline Chemical Structure

CAS. Nr.: 119-65-3

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Biologische Aktivität
- Beschreibung
- In Vitro
- In Vivo
Chemical Information
Publications (2)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

Alle TNF Receptor Isoform-spezifische Produkte anzeigen :

Alle Interleukin Related Isoform-spezifische Produkte anzeigen :

Alle NF-κB Isoform-spezifische Produkte anzeigen :

Alle Parasite Isoform-spezifische Produkte anzeigen :

Alle HIV Isoform-spezifische Produkte anzeigen :

In Vitro

Isoquinoline alkaloids exhibit inhibitory activity against Plasmodium falciparum (drug-resistant mutant strain K1). Among them, dehydrodiscretine and berberine have IC₅₀ values of less than 1 μM, while sallocrytopine, columbamine, dehydroocoteine, jatrorrhizine, norcorydine, thalifendine, and ushinsuninehad have IC₅₀ values ranging from 1 to 10 μM^[5].
Berberine (A kind of Isoquinoline) (20-80 μM, 14 days) exerts neuroprotective effects against brain ischemia by modulating apoptotic protein changes and reducing microglial activation^[6].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Western Blot Analysis^[6]

Cell Line:

Hippocampal neurons (rat)
Concentration:

20-80 μM
Incubation Time:

14 days
Result:

Led that the Bax/Bcl-2 ratio was altered, reduced expression of apoptotic marker Caspase-3.

In Vivo

The isoquinoline compound, 7-fluoro-1,3-diphenylisoquinoline-1-amine (FDPI) (0.1 and 1 mg/kg, i.g., once daily for 35 days) abolishes chronic unpredictable mild stress-induced depressive-like behavior in adult Swiss mice^[3].
The isoquinoline alkaloid berberine (50-500 mg/kg, i.g., once daily for 14 weeks) exerts a protective effect on spontaneous inflammation in the spleen, liver, and kidney of mice (non-obese diabetic (NOD) mice that spontaneously develop type 1) diabetes by downregulating the gene expression ratios of pro-/anti-inflammatory and Th1/Th2 cytokines^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Chronic unpredictable mild stress (CUMS)-induced depressive-like male adult Swiss mice model (25–35 g)
Dosage:

0.1 and 1 mg/kg
Administration:

Intragastric administration (i.g), once daily for 35 days
Result:

Effectively abolished depressive-like behavior in CUMS-exposed mice, improving self-care and motivation in the splash test and reducing immobility time in the TST and modified FST.
Did not affect spontaneous locomotion, ruling out psychostimulant interference.
Prevented the CUMS-induced increase in NF-κB and pro-inflammatory cytokines (TNF-α, INF-γ, IL-1, IL-6) in the prefrontal cortex and serum, while restoring IL-10 levels.
FDPI prevented the CUMS-induced elevation of corticosterone and ACTH, counteracting the increase in adrenal weight, suggesting regulation of HPA axis hyperactivity.
Prevented the CUMS-induced increase in 5-HT uptake in synaptosomes, indicating modulation of serotonergic neurotransmission.
Counteracted the CUMS-induced increase in pro-BDNF and decrease in TrkB in the prefrontal cortex, suggesting a role in neuroplasticity restoration.
Exerted antidepressant-like effects at lower doses than paroxetine, but its superiority over paroxetine could not be confirmed due to different administration routes (intragastric vs. intraperitoneal).
Demonstrated potential as a multi-target antidepressant, with effects mediated by anti-inflammatory actions, HPA axis modulation, serotonin system regulation, and neurotrophic signaling pathways. Further studies on chronic administration and side effects are needed.

Chemical Information

CAS. Nr. 119-65-3
Appearance Solid
Molecular Weight 129.16
Formel C₉H₇N
Color Light yellow to yellow
SMILES

C12=C(C=NC=C2)C=CC=C1
Initial Source
- Marine natural products
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Publications (2)

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PLoS Biol

A high-throughput behavioral screening platform for measuring chemotaxis by C. elegans. [Abstract]

2024 Jun 27;22(6):e3002672. PMID: 38935621
bioRxiv

An efficient behavioral screening platform classifies natural products and other chemical cues according to their chemosensory valence in C. elegans. [Abstract]

2024 Apr 3:2023.06.02.542933. PMID: 37333363

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 100 mg/mL (774.23 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

7.7423 mL

38.7117 mL

77.4233 mL

5 mM

1.5485 mL

7.7423 mL

15.4847 mL

10 mM

0.7742 mL

3.8712 mL

7.7423 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (19.36 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.5 mg/mL (19.36 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (19.36 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (311 KB)
SDS (481 KB)
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- Norwegian - NO (481 KB)
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COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Zhi-Xing Qing, et al. Anticancer and Reversing Multidrug Resistance Activities of Natural Isoquinoline Alkaloids and Their Structure-activity Relationship. Curr Med Chem [Content Brief]

[2]. Iwasa K, et al. Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents. Bioorg Med Chem. 2001 Nov;9(11):2871-84. [Content Brief]

[3]. Pesarico AP, et al. A novel isoquinoline compound abolishes chronic unpredictable mild stress-induced depressive-like behavior in mice. Behav Brain Res. 2016 Jul 1;307:73-83. [Content Brief]

[4]. Chueh W H, et al. Protective effect of isoquinoline alkaloid berberine on spontaneous inflammation in the spleen, liver and kidney of non-obese diabetic mice through downregulating gene expression ratios of pro-/anti-inflammatory and Th1/Th2 cytokines[J]. Food Chemistry, 2012, 131(4): 1263-1271.

[5]. Wright CW, et al. In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. J Nat Prod. 2000 Dec;63(12):1638-40. [Content Brief]

[6]. Kim M, et al. Inhibitory Effects of Isoquinoline Alkaloid Berberine on Ischemia-Induced Apoptosis via Activation of Phosphoinositide 3-Kinase/Protein Kinase B Signaling Pathway. Int Neurourol J. 2014 Sep;18(3):115-25. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	7.7423 mL	38.7117 mL	77.4233 mL	193.5584 mL
	5 mM	1.5485 mL	7.7423 mL	15.4847 mL	38.7117 mL
	10 mM	0.7742 mL	3.8712 mL	7.7423 mL	19.3558 mL
	15 mM	0.5162 mL	2.5808 mL	5.1616 mL	12.9039 mL
	20 mM	0.3871 mL	1.9356 mL	3.8712 mL	9.6779 mL
	25 mM	0.3097 mL	1.5485 mL	3.0969 mL	7.7423 mL
	30 mM	0.2581 mL	1.2904 mL	2.5808 mL	6.4519 mL
	40 mM	0.1936 mL	0.9678 mL	1.9356 mL	4.8390 mL
	50 mM	0.1548 mL	0.7742 mL	1.5485 mL	3.8712 mL
	60 mM	0.1290 mL	0.6452 mL	1.2904 mL	3.2260 mL
	80 mM	0.0968 mL	0.4839 mL	0.9678 mL	2.4195 mL
	100 mM	0.0774 mL	0.3871 mL	0.7742 mL	1.9356 mL

Keywords

Isoquinoline

2 Cited Publications

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Isoquinoline

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Publications Citing Use of MedChemExpress (MCE) Isoquinoline

Alle TNF Receptor Isoform-spezifische Produkte anzeigen

Alle Interleukin Related Isoform-spezifische Produkte anzeigen

Alle NF-κB Isoform-spezifische Produkte anzeigen

Alle Parasite Isoform-spezifische Produkte anzeigen

Alle HIV Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Publications (2)

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Isoquinoline Related Classifications

HY-W012732 Related Classifications