Riparin III | CAS#112356-54-4 | antidepressant

MedKoo Cat#: 461343 | Name: Riparin III

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Riparin III is an alcamide isolated from Aniba riparia that has presented effects of antidepressant and anxiolytic activities in acute stress behavioral models.

Chemical Structure

Riparin III

CAS#112356-54-4

Theoretical Analysis

MedKoo Cat#: 461343

Name: Riparin III

CAS#: 112356-54-4

Chemical Formula: C16H17NO4

Exact Mass: 287.1158

Molecular Weight: 287.31

Elemental Analysis: C, 66.89; H, 5.96; N, 4.88; O, 22.27

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Riparin III;

IUPAC/Chemical Name

2,6-dihydroxy-N-(4-methoxyphenethyl)benzamide

InChi Key

UNMMJIGEEXRNET-UHFFFAOYSA-N

InChi Code

InChI=1S/C16H17NO4/c1-21-12-7-5-11(6-8-12)9-10-17-16(20)15-13(18)3-2-4-14(15)19/h2-8,18-19H,9-10H2,1H3,(H,17,20)

SMILES Code

O=C(NCCC1=CC=C(OC)C=C1)C2=C(O)C=CC=C2O

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

>3 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

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 287.31 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.

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

1: Vasconcelos AS, Oliveira IC, Vidal LT, Rodrigues GC, Gutierrez SJ, Barbosa-Filho JM, Vasconcelos SM, de França Fonteles MM, Gaspar DM, de Sousa FC. Subchronic administration of riparin III induces antidepressive-like effects and increases BDNF levels in the mouse hippocampus. Fundam Clin Pharmacol. 2015 Aug;29(4):394-403. doi: 10.1111/fcp.12120. Epub 2015 Apr 24. Erratum in: Fundam Clin Pharmacol. 2017 Aug;31(4):481. Vidal, LT [corrected to Vidal, LM]. PubMed PMID: 25846646. 2: Garcia DC, Pereira AC, Gutierrez SJ, Barbosa-Filho JM, Lemos VS, Côrtes SF. Structure-related blockage of calcium channels by vasodilator alkamides in mice mesenteric artery. Vascul Pharmacol. 2016 Jul;82:60-5. doi: 10.1016/j.vph.2016.05.001. Epub 2016 May 10. PubMed PMID: 27173831. 3: Melo CT, de Carvalho AM, Moura BA, Teixeira CP, Vasconcelos LF, Feitosa ML, de Oliveira GV, Barbosa-Filho JM, Chavez Gutierrez SJ, de França Fonteles MM, Vasconcelos SM, de Sousa FC. Evidence for the involvement of the serotonergic, noradrenergic, and dopaminergic systems in the antidepressant-like action of riparin III obtained from Aniba riparia (Nees) Mez (Lauraceae) in mice. Fundam Clin Pharmacol. 2013 Feb;27(1):104-12. doi: 10.1111/j.1472-8206.2011.00968.x. Epub 2011 Jul 27. PubMed PMID: 21793900. 4: de Melo CT, Monteiro AP, Leite CP, de Araújo FL, Lima VT, Barbosa-Filho JM, de França Fonteles MM, de Vasconcelos SM, de Barros Viana GS, de Sousa FC. Anxiolytic-like effects of (O-methyl)-N-2,6-dihydroxybenzoyl-tyramine (riparin III) from Aniba riparia (Nees) Mez (Lauraceae) in mice. Biol Pharm Bull. 2006 Mar;29(3):451-4. PubMed PMID: 16508144. 5: Sousa FC, Melo CT, Monteiro AP, Lima VT, Gutierrez SJ, Pereira BA, Barbosa-Filho JM, Vasconcelos SM, Fonteles MF, Viana GS. Antianxiety and antidepressant effects of riparin III from Aniba riparia (Nees) Mez (Lauraceae) in mice. Pharmacol Biochem Behav. 2004 May;78(1):27-33. PubMed PMID: 15159131. 6: de Sousa FC, Monteiro AP, de Melo CT, de Oliveira GR, Vasconcelos SM, de França Fonteles MM, Gutierrez SJ, Barbosa-Filho JM, Viana GS. Antianxiety effects of riparin I from Aniba riparia (Nees) Mez (Lauraceae) in mice. Phytother Res. 2005 Dec;19(12):1005-8. PubMed PMID: 16372363. 7: dos Santos SG, Queiroga KF, de Oliveira AM, Tavares JF, Gutierrez SJ, Diniz Mde F, Barbosa-Filho JM, da Silva MS. Blood matrix effects for male and female Wistar rats, in simultaneous HPLC-UV determination of riparin I and III from Aniba riparia (Nees) Mez. (Lauraceae). Talanta. 2011 Oct 30;86:233-40. doi: 10.1016/j.talanta.2011.09.008. Epub 2011 Sep 10. PubMed PMID: 22063536. 8: Thomas G, Branco UJ, Barbosa Filho JM, Bachelet M, Vargaftig BB. Studies on the mechanism of spasmolytic activity of (O-methyl-)-N-(2,6-dihydroxybenzoyl)tyramine, a constituent of Aniba riparia (Nees) Mez. (Lauraceae), in rat uterus, rabbit aorta and guinea-pig alveolar leucocytes. J Pharm Pharmacol. 1994 Feb;46(2):103-7. PubMed PMID: 8021798. 9: Araújo FL, Melo CT, Rocha NF, Moura BA, Leite CP, Amaral JF, Barbosa-Filho JM, Gutierrez SJ, Vasconcelos SM, Viana GS, de Sousa FC. Antinociceptive effects of (O-methyl)-N-benzoyl tyramine (riparin I) from Aniba riparia (Nees) Mez (Lauraceae) in mice. Naunyn Schmiedebergs Arch Pharmacol. 2009 Oct;380(4):337-44. doi: 10.1007/s00210-009-0433-9. Epub 2009 Jun 26. PubMed PMID: 19557396.