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Cinromide

Alias: Vumide; Cinromide
Cat No.:V23237 Purity: ≥98%
Cinromide is an anticonvulsant (antiepileptic/antiseizure).
Cinromide
Cinromide Chemical Structure CAS No.: 58473-74-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Cinromide is an anticonvulsant (antiepileptic/antiseizure). Cinromide inhibits the epithelial neutral amino acid (AA) transporter B0AT1 (SLC6A19) with IC50 of 0.5 μM.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In rats, 5-HT-induced fundus strip contraction is 46% inhibited by cinromide (10-100 μM). Monoamine oxidase produced from rat liver and brain is inhibited by cinromide (100 μM) [3].
ln Vivo
In mice, cinromide causes electroconvulsions and pentetrazo1-induced convulsions, with ED50 values of 60±11 mg/kg, 90±15 mg/kg, and 80±15 mg/kg, 300± 61 mg/kg, correspondingly. After being administered intraperitoneally to rats, cinromide exhibited dose-related action against tepstatazol, with an ED50 of 58 ± 11 mg/kg. Moreover, in an intravenous leptamazole threshold test in rats, cinromide (75 mg/kg) markedly raised the leptamazole concentration needed to cause clonic seizures. Cinromide (300 mg/kg, i.p.) did not significantly affect dogs who were sedated and left with their chests open four hours after treatment, nor did it significantly affect dogs that were awake five hours after oral dose of 300 and 600 mg/kg. cinromide [1]. Neuronal responses to unconditioned maxillary nerve stimulation are inhibited by cinromide (40 mg/kg, IV), which increases latency and decreases spike counts. Segmental inhibition and the latency of unconditioned responses are both dose-dependently increased by cinromide (20, 40, 80 mg/kg, iv). Electroencephalogram and periventricular inhibition are reduced by sinromid [4].
References
[1]. Chiu P, et al. The effect of cinromide on "kindled" seizures in the rat. Neuropharmacology. 1982;21(3):273-276.
[2]. Yadav A, et al. Novel Chemical Scaffolds to Inhibit the Neutral Amino Acid Transporter B0AT1 (SLC6A19), a Potential Target to Treat Metabolic Diseases. Front Pharmacol. 2020;11:140. Published 2020 Feb 28.
[3]. Soroko FE, et al. Cinromide (3-bromo-N-ethylcinnanamide), novel anticonvulsant agent. J Pharm Pharmacol. 1981 Nov;33(11):741-3.
[4]. Fromm GH, et al. Effect of cinromide on inhibitory and excitatory mechanisms. Epilepsia. 1983 Aug;24(4):394-400
Additional Infomation
Cinromide is a member of cinnamamides and a secondary carboxamide.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H12BRNO
Molecular Weight
254.127
Exact Mass
253.01
CAS #
58473-74-8
PubChem CID
688145
Appearance
Typically exists as solid at room temperature
Density
1.369g/cm3
Boiling Point
417.5ºC at 760mmHg
Melting Point
89-91ºC(lit.)
Flash Point
206.3ºC
Index of Refraction
1.591
LogP
2.989
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
3
Heavy Atom Count
14
Complexity
215
Defined Atom Stereocenter Count
0
SMILES
BrC1=C([H])C([H])=C([H])C(=C1[H])/C(/[H])=C(\[H])/C(N([H])C([H])([H])C([H])([H])[H])=O
InChi Key
LDCXGZCEMNMWIL-VOTSOKGWSA-N
InChi Code
InChI=1S/C11H12BrNO/c1-2-13-11(14)7-6-9-4-3-5-10(12)8-9/h3-8H,2H2,1H3,(H,13,14)/b7-6+
Chemical Name
(E)-3-(3-bromophenyl)-N-ethylprop-2-enamide
Synonyms
Vumide; Cinromide
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 : ~250 mg/mL (~983.79 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (8.19 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 (8.19 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 (8.19 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 3.9350 mL 19.6750 mL 39.3499 mL
5 mM 0.7870 mL 3.9350 mL 7.8700 mL
10 mM 0.3935 mL 1.9675 mL 3.9350 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:

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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?
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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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)
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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:
  • 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.

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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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