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Nicotredole (Tryptamide)

Cat No.:V62163 Purity: ≥98%
Nicotredole (Tryptamide) is an orally bioactive anti-inflammatory agent.
Nicotredole (Tryptamide)
Nicotredole (Tryptamide) Chemical Structure CAS No.: 29876-14-0
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Nicotredole (Tryptamide) is an orally bioactive anti-inflammatory agent. Nicotredole displays significant anti-inflammatory effects comparable to those of Phenylbutazone. Nicotredole has only weak ulcerogenic activity. Nicotredole is studied for pain relief.
Nicotredole (Tryptamide) (CAS 29876-14-0) is a synthetic compound that combines a nicotinic acid (niacin) moiety with a tryptamine moiety. It has the molecular formula C₁₆H₁₅N₃O and a molecular weight of approximately 265.31 g/mol. The compound's structure consists of a nicotinamide group linked to a tryptamine group. Nicotredole may have biological activities related to both its nicotinic acid and tryptamine components. Nicotinic acid is a B vitamin (niacin) involved in energy metabolism, while tryptamine is a monoamine alkaloid with various biological effects. The compound is used as a research chemical for studying the combined effects of nicotinic acid and tryptamine derivatives.
Biological Activity I Assay Protocols (From Reference)
Targets
Multiple targets including nicotinic acid receptors and serotonin receptors. Nicotredole, as a combination of nicotinic acid and tryptamine, may interact with nicotinic acid receptors (GPR109A) and serotonin receptors (5-HT receptors). Nicotinic acid is a ligand for GPR109A, a G protein-coupled receptor involved in lipid metabolism. Tryptamine derivatives are known to interact with serotonin receptors, particularly 5-HT₂ and 5-HT₃ receptors. The compound's biological effects may be mediated through these receptor systems.
ln Vitro
In vitro prostaglandin synthetase activity is inhibited by nicotinedole[1].
In vitro activity data for nicotredole are limited. As a research compound combining nicotinic acid and tryptamine moieties, it may exhibit activities related to both components. Nicotinic acid is known to activate GPR109A, leading to inhibition of lipolysis and reduction of free fatty acid levels. Tryptamine derivatives may have serotonergic effects. The compound's specific in vitro activities would depend on the concentrations tested and the assay systems used. Further studies are needed to characterize its activity profile.
ln Vivo
Rat paw oedema produced by carrageenin responds to intrathecal nicotine]1. In addition to producing analgesic effects, nicotredole reverses pyrogen-induced hyperthermia in rats, increases the duration of hexobarbital sleep in rats, and reduces locomotor activity in both rats and mice[1]. For male rats and male mice, the LD50s of itotrezole (ip) are 1260 mg/kg and 1980 mg/kg, respectively[1]. For male rats and male mice, the LD50s of nicotredole (po) are 8.5 g/kg and 9.3 g/kg, respectively[1]. Nicotredole (25 mg/kg; po or ip) has rapid elimination (t1/2=55.72-74.52 min) and absorption (t1/2=4.92-17.5 min). After 30 min, it can achieve its Cmax (11–13 μg/cm3), and its AUC values fall between 21.40 and 27.30 (μg·h/cm3)[2].
In vivo studies of nicotredole are limited. As a research compound, it may be evaluated for its effects on lipid metabolism, neurological function, or other endpoints. Nicotinic acid has been used clinically for the treatment of dyslipidemia. Tryptamine derivatives have been studied for their effects on mood, cognition, and other neurological functions. Further studies are needed to characterize the compound's specific in vivo activities.
Enzyme Assay
Non-cell-based assays for nicotredole include receptor binding assays using GPR109A or serotonin receptors. Radioligand binding assays can be used to assess the compound's affinity for these receptors. Enzyme assays may be used to assess effects on nicotinic acid-related metabolic pathways. Standard analytical methods including HPLC, NMR, and mass spectrometry are used for compound characterization.
Cell Assay
Cell-based assays for nicotredole use cell lines expressing GPR109A or serotonin receptors. Receptor activation can be assessed by measuring downstream signaling (e.g., cAMP inhibition for GPR109A). Serotonergic activity can be assessed by measuring intracellular calcium or other second messengers. Cell viability and cytotoxicity are assessed using standard assays.
Animal Protocol
In vivo studies of nicotredole are limited. Potential animal models include: dyslipidemia models for evaluating effects on lipid metabolism; and behavioral models for evaluating neurological effects. Standard protocols for these models involve administration of the compound followed by measurement of relevant endpoints.
ADME/Pharmacokinetics
Nicotredole (Tryptamide) has a molecular formula of C₁₆H₁₅N₃O and a molecular weight of approximately 265.31 g/mol. It is a synthetic compound combining nicotinic acid and tryptamine moieties. The compound is soluble in organic solvents such as DMSO. It should be stored as a powder at -20°C for up to 3 years or in solvent at -80°C for 1 year. It is intended for research use only.
Toxicity/Toxicokinetics
Specific toxicity data for nicotredole are limited. As a research compound, its safety profile has not been fully characterized. Standard laboratory safety practices should be followed when handling this compound, including the use of personal protective equipment. It is intended for research use only.
References
[1]. Herman ZS, et, al. Basic pharmacological properties of a novel antiinflammatory drug tryptamide. Pol J Pharmacol Pharm. Nov-Dec 1987;39(6):729-36.
[2]. Szumiło H. Pharmacokinetics of tryptamide following oral and intraperitoneal administration in rats. Acta Pol Pharm. 1990;47(1-2):19-22.
[3]. Kulig D, et, al. A comparison of anti-inflammatory, analgesic and ulcerogenic action of tryptamide, ibuprofen and piroxicam. Pol J Pharmacol Pharm. Nov-Dec 1987;39(6):769-72.
Additional Infomation
Tryptamide is a small molecule drug. The molecular weight of a single isotope of nicotetradamide is 265.12 Da. (Structure can be found in the first source.)
Nicotredole (Tryptamide) is a synthetic compound that combines nicotinic acid (niacin) and tryptamine moieties. Nicotinic acid is a B vitamin (niacin) that plays a critical role in energy metabolism and is used clinically for the treatment of dyslipidemia. Tryptamine is a monoamine alkaloid with various biological effects, including interaction with serotonin receptors. The compound is used as a research chemical for studying the combined effects of nicotinic acid and tryptamine derivatives. It is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H15N3O
Molecular Weight
265.31
Exact Mass
265.121
CAS #
29876-14-0
PubChem CID
65768
Appearance
Light brown to brown solid powder
Density
1.2±0.1 g/cm3
Boiling Point
588.4±35.0 °C at 760 mmHg
Flash Point
309.7±25.9 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.669
LogP
1.94
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
4
Heavy Atom Count
20
Complexity
334
Defined Atom Stereocenter Count
0
SMILES
O=C(C1=C([H])N=C([H])C([H])=C1[H])N([H])C([H])([H])C([H])([H])C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12
InChi Key
ZDAZUJBASMCUAK-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H15N3O/c20-16(13-4-3-8-17-10-13)18-9-7-12-11-19-15-6-2-1-5-14(12)15/h1-6,8,10-11,19H,7,9H2,(H,18,20)
Chemical Name
N-[2-(1H-indol-3-yl)ethyl]pyridine-3-carboxamide
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 25 mg/mL (94.23 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (7.84 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (7.84 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (7.84 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7692 mL 18.8459 mL 37.6918 mL
5 mM 0.7538 mL 3.7692 mL 7.5384 mL
10 mM 0.3769 mL 1.8846 mL 3.7692 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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