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Viaminate

Cat No.:V60637 Purity: ≥98%
Viaminate is an analogue of retinoic acid used to treat severe acne and other keratinizing conditions.
Viaminate
Viaminate Chemical Structure CAS No.: 53839-71-7
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes

Other Forms of Viaminate:

  • 13-cis-N-[4-(Ethoxycarbonyl)phenyl]retinamide
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Viaminate is an analogue of retinoic acid used to treat severe acne and other keratinizing conditions.
Viaminate (CAS# 53839-71-7) is a synthetic retinoic acid derivative and a vitamin A analog with hepatoprotective and anti-inflammatory properties. It has the molecular formula C₂₉H₃₇NO₃ and a molecular weight of 447.61 g/mol. Viaminate is a derivative of retinoic acid formed by the combination of retinoic acid and ethyl p-aminobenzoate. It is used for the treatment of severe acne and other keratinization disorders. Viaminate can be taken orally or applied topically in prepared gels and creams.
Biological Activity I Assay Protocols (From Reference)
Targets
Viaminate targets retinoic acid receptors (RARs), influencing cell differentiation, immune response, and fibrotic processes. As a retinoic acid derivative, it binds to retinoic acid receptors and modulates gene expression. The compound's effects on keratinization disorders and acne are mediated through regulation of epithelial cell differentiation and sebum production. Its hepatoprotective and anti-inflammatory properties suggest additional activities on liver cells and inflammatory pathways.
ln Vitro
Tretinoin and ethyl p-aminobenzoate combine to generate the amide chemical known as viaminate, in which the end group of Tretinoin is converted into an ester chain and an amide[1].
In vitro, Viaminate acts as a retinoic acid derivative that influences cell differentiation and immune response. As a vitamin A analog, it modulates gene expression through retinoic acid receptors (RARs). The compound's effects on keratinization and acne are mediated through regulation of epithelial cell differentiation. Viaminate also exhibits hepatoprotective and anti-inflammatory properties. However, detailed in vitro activity data including IC₅₀ values have not been extensively published.
ln Vivo
In vivo, Viaminate is used for the treatment of severe acne and other keratinization disorders. It can be taken orally or applied topically in prepared gels and creams. As a retinoic acid derivative, it modulates cell differentiation and immune response, reducing the severity of acne and other keratinization disorders. The compound also exhibits hepatoprotective and anti-inflammatory properties. Viaminate is a pharmaceutical used in clinical practice.
Enzyme Assay
In vitro assays for Viaminate are not extensively documented in the available literature. As a retinoic acid derivative, potential assays could include evaluation of retinoic acid receptor (RAR) binding or activation using reporter gene assays. The compound's effects on cell differentiation can be assessed in keratinocyte or other epithelial cell cultures. Anti-inflammatory activity can be evaluated by measuring cytokine production in immune cells. The compound's purity is assessed by HPLC (≥98%).
Cell Assay
In vitro cellular assays for Viaminate could include evaluation of its effects on keratinocyte differentiation, sebocyte function, or immune cell modulation. Cells are treated with the compound and differentiation markers, cytokine production, or signaling pathway activation is measured. The compound's hepatoprotective effects can be assessed in liver cell models. Viaminate is typically handled as a solid and stored at 2-8°C.
Animal Protocol
In vivo animal experiments for Viaminate would have been conducted during its development as a pharmaceutical for acne and keratinization disorders. However, specific study protocols and results are not detailed in the available literature. The compound is used clinically for the treatment of severe acne and other keratinization disorders.
ADME/Pharmacokinetics
Pharmacokinetic properties of Viaminate have been characterized as part of its pharmaceutical development. The compound has a molecular weight of 447.61 g/mol and a molecular formula of C₂₉H₃₇NO₃. As a lipophilic retinoic acid derivative, it is expected to have good oral bioavailability and tissue distribution. Viaminate can be administered orally or topically. Storage: 2-8°C. Purity ≥98%.
Toxicity/Toxicokinetics
The toxicological profile of Viaminate is consistent with other retinoids. As a retinoic acid derivative used for the treatment of severe acne and keratinization disorders, it may have teratogenic potential and other adverse effects associated with retinoid therapy, including mucocutaneous dryness, lipid abnormalities, and hepatotoxicity. Viaminate should not be used during pregnancy. The compound has hepatoprotective properties at therapeutic doses. Comprehensive toxicological data are available from the pharmaceutical literature.
References
[1]. Zhang H, et al. Fatal Hepatotoxicity Due to Viaminate. Am J Med Sci. 2018 Jul;356(1):84-86.
Additional Infomation
Viaminate (CAS# 53839-71-7, molecular formula C₂₉H₃₇NO₃, molecular weight 447.61) is a synthetic retinoic acid derivative used for the treatment of severe acne and other keratinization disorders. It targets retinoic acid receptors (RARs) and has hepatoprotective and anti-inflammatory properties. Can be taken orally or applied topically. No specific clinical trial information beyond existing approvals has been identified. Purity ≥98%. Storage: 2-8°C.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C29H37NO3
Molecular Weight
447.60898
Exact Mass
447.277
CAS #
53839-71-7
Related CAS #
(Z)-Viaminate;251441-94-8
PubChem CID
6438483
Appearance
Typically exists as solid at room temperature
Density
1.071 g/cm3
Boiling Point
619.4ºCat 760 mmHg
Melting Point
177-182 °C
Flash Point
328.4ºC
LogP
7.406
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
9
Heavy Atom Count
33
Complexity
846
Defined Atom Stereocenter Count
0
SMILES
CCOC(=O)C1=CC=C(C=C1)NC(=O)/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C)CCCC2(C)C
InChi Key
VRSMJNVXOITYPE-FSDIUQKZSA-N
InChi Code
InChI=1S/C29H37NO3/c1-7-33-28(32)24-14-16-25(17-15-24)30-27(31)20-22(3)11-8-10-21(2)13-18-26-23(4)12-9-19-29(26,5)6/h8,10-11,13-18,20H,7,9,12,19H2,1-6H3,(H,30,31)/b11-8+,18-13+,21-10+,22-20+
Chemical Name
ethyl 4-[[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]amino]benzoate
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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 2.2341 mL 11.1704 mL 22.3409 mL
5 mM 0.4468 mL 2.2341 mL 4.4682 mL
10 mM 0.2234 mL 1.1170 mL 2.2341 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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