Ecabapide

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MedKoo CAT#: 413917

CAS#: 104775-36-2

Description: Ecabapide is a compound with antiulcer and gastroprokinetic activity. Evidence from basic studies in animal models suggests that the drug acts on peripheral mechanisms of neural control. In the stomach, ecabapide acts to suppress firing in vagal afferent nerves and thereby reduce the flow of sensory information into the dorsal vagal complex. The mechanism of action of ecabapide in suppressing discharge in vagal afferent terminals appears to mimic that of nitric oxide by stimulating formation of cGMP and activation of an inhibitory transduction cascade in the sensory fibres. In this respect the mechanism of its pro-kinetic action differs from other promoter agents. Ecabapide development has been discontinued.

Chemical Structure

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Ecabapide
CAS# 104775-36-2
Instruction

Theoretical Analysis

MedKoo Cat#: 413917
Name: Ecabapide
CAS#: 104775-36-2
Chemical Formula: C20H25N3O4
Exact Mass: 371.18
Molecular Weight: 371.440
Elemental Analysis: C, 64.67; H, 6.78; N, 11.31; O, 17.23

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Ecabapide; DQ 2511; DQ-2511; DQ2511

IUPAC/Chemical Name: Benzamide, 3-((2-((2-(3,4-dimethoxyphenyl)ethyl)amino)-2-oxoethyl)amino)-N-methyl-

InChi Key: JTAGHJPZEDNHHA-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H25N3O4/c1-21-20(25)15-5-4-6-16(12-15)23-13-19(24)22-10-9-14-7-8-17(26-2)18(11-14)27-3/h4-8,11-12,23H,9-10,13H2,1-3H3,(H,21,25)(H,22,24)

SMILES Code: O=C(NC)C1=CC=CC(NCC(NCCC2=CC=C(OC)C(OC)=C2)=O)=C1

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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 371.44 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: Furuhama K. Ecabapide, a novel gastroprokinetic agent, ameliorates gastric emptying of stroke-prone spontaneously hypertensive rats (SHRSP). J Vet Med Sci. 1997 Dec;59(12):1153-5. doi: 10.1292/jvms.59.1153. PMID: 9450247.

2: Furuhama K, Wood JD. Pharmacology of the gastric pro-kinetic drug ecabapide (DQ-2511). J Pharm Pharmacol. 1997 Dec;49(12):1168-74. doi: 10.1111/j.2042-7158.1997.tb06064.x. PMID: 9466337.

3: Nakaoka M, Tsumura M, Ichikawa E, Suzuki W, Hakusui H, Nakazawa T. Identification of major biliary and urinary metabolites of ecabapide in rats. Xenobiotica. 1996 Sep;26(9):983-94. doi: 10.3109/00498259609052500. PMID: 8893045.

4: Fujimaki Y, Arai N, Inaba T. Identification of cytochromes P450 involved in human liver microsomal metabolism of ecabapide, a prokinetic agent. Xenobiotica. 1999 Dec;29(12):1273-82. doi: 10.1080/004982599237930. PMID: 10647912.

5: Jiang W, Grundy D. Modulation of gastrointestinal afferent sensitivity by a novel substituted benzamide (ecabapide). J Auton Nerv Syst. 2000 Jan 14;78(2-3):99-108. doi: 10.1016/s0165-1838(99)00063-6. PMID: 10789688.

6: Hosokami T, Tabuchi Y, Furuhama K. [Effects of 2-(3,4-dimethoxyphenyl)ethylamine derivative (ecabapide, DQ-2511) and its metabolites on water-immersion restraint stress-induced gastric ulcers in rats]. Yakugaku Zasshi. 1995 Feb;115(2):114-9. Japanese. doi: 10.1248/yakushi1947.115.2_114. PMID: 7722878.

7: Fujimaki Y, Hosokami T, Ono K. Identification of urinary metabolites of ecabapide in rat. Xenobiotica. 1995 May;25(5):501-10. doi: 10.3109/00498259509061869. PMID: 7571723.

8: Sakai H, Ikari A, Kumano E, Takeguchi N. A cyclic GMP-dependent housekeeping Cl- channel in rabbit gastric parietal cells activated by a vasodilator ecabapide. Br J Pharmacol. 1996 Dec;119(8):1591-9. doi: 10.1111/j.1476-5381.1996.tb16077.x. PMID: 8982506; PMCID: PMC1915798.

9: Hatanaka S, Kawarabayashi K, Iseri M, Tsubokura K, Furuhama K. Enhancing effect of DQ-2511 on gastric emptying of spontaneously hypertensive rats. Life Sci. 1995;56(19):PL377-82. doi: 10.1016/0024-3205(95)00133-q. PMID: 7723581.

10: Hatanaka S, Niijima A, Furuhama K. Possible mechanisms underlying the suppression of gastric vagal afferents due to ecabapide (DQ-2511), a gastroprokinetic agent, in rats. Jpn J Pharmacol. 1997 May;74(1):105-8. doi: 10.1254/jjp.74.105. PMID: 9195305.