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Taloxin ((S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)propanoate)

Alias: 75062-54-3; 1H-Indol-3-yl N-((4-methylphenyl)sulphonyl)-L-alaninate; DTXSID10226037; RefChem:1090702; DTXCID10148528;
Cat No.:V65742 Purity: ≥98%
Taloxin is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Taloxin ((S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)propanoate)
Taloxin ((S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)propanoate) Chemical Structure CAS No.: 75062-54-3
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
1g
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Product Description
Taloxin is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research. Taloxin (CAS No.: 75062-54-3, chemical name: (S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)propanoate, also known as N-Tosyl-L-alanine 3-indoxyl ester) is a biochemical reagent with the molecular formula C₁₈H₁₈N₂O₄S and a molecular weight of 358.41 g/mol. This compound is primarily used as a biomaterial for biomedical research or as a sulfonylation reagent in organic synthesis, with broad applications in life science-related research fields. Structurally, it consists of an indoxyl group linked to N-tosyl-L-alanine via an ester bond, appearing as a white to off-white solid powder with a melting point of 38-39°C. It is important to note that Taloxin is intended for research use only and is not approved for human therapeutic or veterinary applications.
Taloxin (CAS 75062-54-3), also known as (S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)propanoate or N-Tosyl-L-alanine 3-indoxyl ester, is a chromogenic indoxyl ester substrate with molecular formula C18H18N2O4S and molecular weight 358.41. This compound is a biochemical reagent for life science research.
Biological Activity I Assay Protocols (From Reference)
Targets
The specific drug target of Taloxin has not been reported in the public literature. As a biochemical reagent, its structure contains a sulfonamide group and an indoxyl ester moiety, suggesting potential enzyme inhibitory activity. Research indicates that certain derivatives in this class may act as AHAS (acetohydroxyacid synthase) inhibitors, a key enzyme in branched-chain amino acid biosynthesis. However, direct evidence of Taloxin itself acting on this target is currently unavailable.
Taloxin does not have a defined pharmacological target as it is a chromogenic substrate and biochemical reagent. The compound is characterized by a tosyl-protected L-alanine ester linked to an indole moiety. As a chromogenic indoxyl ester substrate, it is used in enzyme assays and biochemical research.
ln Vitro
In vitro activity of Taloxin is assessed in chromogenic enzyme assays. The compound serves as a substrate for enzymes that cleave the ester bond, releasing a colored product. This property makes it useful for detecting and measuring enzyme activity in biochemical research.
ln Vivo
No specific in vivo pharmacological activity data have been documented for Taloxin as a therapeutic agent. The compound is used as a chromogenic substrate and biochemical reagent. It is not administered to animals for pharmacological evaluation. Its applications are limited to in vitro biochemical research.
Enzyme Assay
For non-cellular assays, Taloxin is characterized by standard analytical techniques including HPLC, NMR, and mass spectrometry to confirm identity and purity. The compound can be evaluated as a chromogenic substrate in enzyme assays. Typical protocols involve incubating the compound with enzyme samples and detecting the colored product. Molecular weight: 358.41.
Cell Assay
For in vitro cell-based studies, Taloxin is not typically used as a direct test compound. The compound is used as a chromogenic substrate in biochemical assays. If handled in a biological laboratory context, standard safety precautions should be taken.
Animal Protocol
For in vivo animal studies, Taloxin is not typically administered as a test compound. The compound is used as a chromogenic substrate in biochemical research. If used in animal studies for specific research purposes, it would be administered via appropriate routes with suitable formulations.
ADME/Pharmacokinetics
Taloxin has a molecular weight of 358.41 and molecular formula C18H18N2O4S. Storage: keep in a cool, dry place protected from light and moisture. The compound is a solid at room temperature. Solubility: soluble in common organic solvents.
Toxicity/Toxicokinetics
Taloxin is for research use only and not for human consumption. Standard laboratory safety practices should be followed when handling this chemical. Appropriate personal protective equipment including gloves and safety glasses should be worn. Specific LD50 values and detailed toxicological profiles have not been extensively reported.
Additional Infomation
Taloxin (CAS 75062-54-3) is also known as (S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)propanoate and N-Tosyl-L-alanine 3-indoxyl ester. It is a chromogenic indoxyl ester substrate used in enzyme assays and biochemical research. No clinical trials or therapeutic approvals exist.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H18N2O4S
Molecular Weight
358.41
Exact Mass
358.098
CAS #
75062-54-3
PubChem CID
14032422
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
577.9±60.0 °C at 760 mmHg
Melting Point
38-39ºC
Flash Point
303.3±32.9 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.634
LogP
3.71
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
6
Heavy Atom Count
25
Complexity
566
Defined Atom Stereocenter Count
1
SMILES
CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](C)C(=O)OC2=CNC3=CC=CC=C32
InChi Key
CBIVSVOVPJAVRE-ZDUSSCGKSA-N
InChi Code
InChI=1S/C18H18N2O4S/c1-12-7-9-14(10-8-12)25(22,23)20-13(2)18(21)24-17-11-19-16-6-4-3-5-15(16)17/h3-11,13,19-20H,1-2H3/t13-/m0/s1
Chemical Name
1H-indol-3-yl (2S)-2-[(4-methylphenyl)sulfonylamino]propanoate
Synonyms
75062-54-3; 1H-Indol-3-yl N-((4-methylphenyl)sulphonyl)-L-alaninate; DTXSID10226037; RefChem:1090702; DTXCID10148528;
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

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: ~125 mg/mL (348.8 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7901 mL 13.9505 mL 27.9010 mL
5 mM 0.5580 mL 2.7901 mL 5.5802 mL
10 mM 0.2790 mL 1.3951 mL 2.7901 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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)
  • Click the “Calculate” button
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • 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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • 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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