Ameltolide
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Hodoodo CAT#: H591098

CAS#: 787-93-9

Description: Ameltolide, a 4-aminobenzamide derivative, is an anticonvulsant agent which has been shown to be effective at inhibiting seizures in animal models.

Chemical Structure

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Ameltolide
CAS# 787-93-9
Instruction

Theoretical Analysis

Hodoodo Cat#: H591098
Name: Ameltolide
CAS#: 787-93-9
Chemical Formula: C15H16N2O
Exact Mass: 240.13
Molecular Weight: 240.310
Elemental Analysis: C, 74.97; H, 6.71; N, 11.66; O, 6.66

Price and Availability

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500mg USD 330 2 Weeks
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Synonym: Ameltolide;

IUPAC/Chemical Name: 2',6'-Benzoxylidide, 4-amino-

InChi Key: HZIWGOAXOBPQGY-UHFFFAOYSA-N

InChi Code: InChI=1S/C15H16N2O/c1-10-4-3-5-11(2)14(10)17-15(18)12-6-8-13(16)9-7-12/h3-9H,16H2,1-2H3,(H,17,18)

SMILES Code: O=C(NC1=C(C)C=CC=C1C)C2=CC=C(N)C=C2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 240.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Iman M, Saadabadi A, Davood A, Shafaroodi H, Nikbakht A, Ansari A, Abedini M. Docking, Synthesis and Anticonvulsant Activity of N-substituted Isoindoline-1,3-dione. Iran J Pharm Res. 2017 Spring;16(2):586-595. PubMed PMID: 29721024; PubMed Central PMCID: PMC5603866.

2: Iman M, Saadabadi A, Davood A. Docking studies of phthalimide pharmacophore as a sodium channel blocker. Iran J Basic Med Sci. 2013 Sep;16(9):1016-21. PubMed PMID: 24171082; PubMed Central PMCID: PMC3804840.

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4: Yogeeswari P, Sriram D, Sahitya P, Ragavendran JV, Ranganadh V. Synthesis and anticonvulsant activity of 4-(2-(2,6-dimethylphenylamino)-2-oxoethylamino)-N-(substituted)butanamides: a pharmacophoric hybrid approach. Bioorg Med Chem Lett. 2007 Jul 1;17(13):3712-5. Epub 2007 Apr 13. PubMed PMID: 17481896.

5: Yogeeswari P, Sriram D, Thirumurugan R, Raghavendran JV, Sudhan K, Pavana RK, Stables J. Discovery of N-(2,6-dimethylphenyl)-substituted semicarbazones as anticonvulsants: hybrid pharmacophore-based design. J Med Chem. 2005 Oct 6;48(20):6202-11. PubMed PMID: 16190747.

6: Askwith CC, Wemmie JA, Price MP, Rokhlina T, Welsh MJ. Acid-sensing ion channel 2 (ASIC2) modulates ASIC1 H+-activated currents in hippocampal neurons. J Biol Chem. 2004 Apr 30;279(18):18296-305. Epub 2004 Feb 11. PubMed PMID: 14960591.

7: Bourhim M, Poupaert JH, Stables JP, Vallée L, Vamecq J. Design, anticonvulsive and neurotoxic properties of retrobenzamides. N-(Nitrophenyl)benzamides and N-(aminophenyl)benzamides. Arzneimittelforschung. 1999 Feb;49(2):81-7. PubMed PMID: 10083974.

8: Vamecq J, Lambert D, Poupaert JH, Masereel B, Stables JP. Anticonvulsant activity and interactions with neuronal voltage-dependent sodium channel of analogues of ameltolide. J Med Chem. 1998 Aug 27;41(18):3307-13. PubMed PMID: 9719582.

9: Kanyonyo MR, Poupaert JH, Lambert DM. Anticonvulsant profile of 4-amino-(2-methyl-4-aminophenyl)benzamide in mice and rats. Pharmacol Toxicol. 1998 Jan;82(1):47-50. PubMed PMID: 9527647.

10: Bourhim M, Kanyonyo MD, Lambert DM, Poupaert JH, Stables JP, Vamecq J. [Rational conception, synthesis and evaluation of phenytoinergic potential anticonvulsants. A series ofretrobenzamides: N-(nitrophenyl) benzamides and N-(aminophenyl) benzamides]. J Pharm Belg. 1997 Sep-Oct;52(5):181-9. French. PubMed PMID: 9432526.

11: Van Derpoorten K, Balzarini J, De Clercq E, Poupaert JH. Anti-HIV activity of N-1-adamantyl-4-aminophthalimide. Biomed Pharmacother. 1997;51(10):464-8. PubMed PMID: 9863507.

12: Diouf O, Bourhim M, Lambert DM, Poupaert JH, Stables JP, Vamecq J. Anticonvulsant and neurotoxicological properties of 4-amino-N-(2-ethylphenyl)benzamide, a potent ameltolide analogue. Biomed Pharmacother. 1997;51(3):131-6. PubMed PMID: 9181049.

13: Engelhardt JA, Parli CJ, Kovach PM, Shoufler JR, Emmerson JL, Leander JD. Subchronic toxicity, metabolism, and pharmacokinetics of the aminobenzamide anticonvulsant ameltolide (LY201116) in rhesus monkeys. Fundam Appl Toxicol. 1992 Aug;19(2):197-201. PubMed PMID: 1516775.

14: Leander JD. Interaction of the anticonvulsant ameltolide with standard anticonvulsants. Epilepsia. 1992 Jul-Aug;33(4):705-11. PubMed PMID: 1628588.

15: Leander JD, Parli CJ, Potts B, Lodge D. Relation of plasma and brain concentrations of the anticonvulsant ameltolide to its pharmacologic effects. Epilepsia. 1992 Jul-Aug;33(4):696-704. PubMed PMID: 1628587.

16: Leander JD. Fluoxetine, a selective serotonin-uptake inhibitor, enhances the anticonvulsant effects of phenytoin, carbamazepine, and ameltolide (LY201116). Epilepsia. 1992 May-Jun;33(3):573-6. PubMed PMID: 1534297.

17: Pohland RC, Vavrek MT. Ameltolide. II: Placental transfer of radiocarbon following the oral administration of a novel anticonvulsant in rats. Teratology. 1991 Jul;44(1):45-9. PubMed PMID: 1957262.

18: Higdon GL, McKinley ER, Markham JK. Ameltolide. I: Developmental toxicology studies of a novel anticonvulsant. Teratology. 1991 Jul;44(1):37-44. PubMed PMID: 1957261.

19: Robertson DW, Beedle EE, Krushinski JH, Lawson RR, Parli CJ, Potts B, Leander JD. Synthesis and pharmacological evaluation of a major metabolite of ameltolide, a potent anticonvulsant. J Med Chem. 1991 Apr;34(4):1253-7. PubMed PMID: 2016702.

20: Stark LG, Albertson TE. The effects of LY-201116 [4-amino-N-(2,6-dimethylphenyl) benzamide] on the amygdala-kindled rat. Neuropharmacology. 1990 Nov;29(11):1085-9. PubMed PMID: 2087258.