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MedKoo Cat#: 414972 | Name: Piperamide Free Base

Description:

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

Piperamide Free Base is a biochemical

Chemical Structure

Piperamide Free Base
Piperamide Free Base
CAS#299-48-9 (free base)

Theoretical Analysis

MedKoo Cat#: 414972

Name: Piperamide Free Base

CAS#: 299-48-9 (free base)

Chemical Formula: C17H28N4O

Exact Mass: 304.2263

Molecular Weight: 304.44

Elemental Analysis: C, 67.07; H, 9.27; N, 18.40; O, 5.26

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 #
299-48-9 (free base); 1252-69-3 (maleate)
Synonym
Piperamide Free Base
IUPAC/Chemical Name
N-(4-(4-(3-(dimethylamino)propyl)piperazin-1-yl)phenyl)acetamide
InChi Key
DPCSPGOPQYRPCP-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H28N4O/c1-15(22)18-16-5-7-17(8-6-16)21-13-11-20(12-14-21)10-4-9-19(2)3/h5-8H,4,9-14H2,1-3H3,(H,18,22)
SMILES Code
CN(CCCN1CCN(c2ccc(NC(C)=O)cc2)CC1)C
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

Preparing Stock Solutions

The following data is based on the product molecular weight 304.44 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
1: Flores N, Ticona JC, Bilbao-Ramos P, Dea-Ayuela MA, Ruiz Macedo JC, Bazzocchi IL, Bolás-Fernández F, Jiménez IA. An unprecedented chlorine-containing piperamide from Piper pseudoarboreum as potential leishmanicidal agent. Fitoterapia. 2019 Apr;134:340-345. doi: 10.1016/j.fitote.2019.03.004. Epub 2019 Mar 3. PMID: 30840916. 2: Takooree H, Aumeeruddy MZ, Rengasamy KRR, Venugopala KN, Jeewon R, Zengin G, Mahomoodally MF. A systematic review on black pepper (Piper nigrum L.): from folk uses to pharmacological applications. Crit Rev Food Sci Nutr. 2019;59(sup1):S210-S243. doi: 10.1080/10408398.2019.1565489. Epub 2019 Feb 11. PMID: 30740986. 3: Shahbazi S, Zakerali T, Frycz BA, Kaur J. The critical role of piperamide derivative D4 in the regulation of inflammatory response by the microglia and astrocytic glial cells. Biomed Pharmacother. 2020 Dec;132:110895. doi: 10.1016/j.biopha.2020.110895. Epub 2020 Oct 28. PMID: 33113430. 4: Shahbazi S, Zakerali T, Frycz B, Kaur J. Impact of novel N-aryl substituted piperamide on NF-kappa B translocation as a potent anti-neuroinflammatory agent. Biomed Pharmacother. 2020 Jul;127:110199. doi: 10.1016/j.biopha.2020.110199. Epub 2020 May 13. PMID: 32416562. 5: Mgbeahuruike EE, Fyhrquist P, Vuorela H, Julkunen-Tiitto R, Holm Y. Alkaloid- Rich Crude Extracts, Fractions and Piperamide Alkaloids of Piper guineense Possess Promising Antibacterial Effects. Antibiotics (Basel). 2018 Nov 9;7(4):98. doi: 10.3390/antibiotics7040098. PMID: 30423994; PMCID: PMC6316075. 6: Suzuki T, Yamato S. Mode of action of piperovatine, an insecticidal piperamide isolated from Piper piscatorum (Piperaceae), against voltage-gated sodium channels. Neurotoxicology. 2018 Dec;69:288-295. doi: 10.1016/j.neuro.2018.07.021. Epub 2018 Aug 8. PMID: 30098356. 7: Shahbazi S, Kaur J, Singh S, Achary KG, Wani S, Jema S, Akhtar J, Sobti RC. Impact of novel N-aryl piperamide NO donors on NF-κB translocation in neuroinflammation: rational drug-designing synthesis and biological evaluation. Innate Immun. 2018 Jan;24(1):24-39. doi: 10.1177/1753425917740727. Epub 2017 Nov 16. PMID: 29145791; PMCID: PMC6830765. 8: de Mattos Duarte C, Verli H, de Araújo-Júnior JX, de Medeiros IA, Barreiro EJ, Fraga CA. New optimized piperamide analogues with potent in vivo hypotensive properties. Eur J Pharm Sci. 2004 Dec;23(4-5):363-9. doi: 10.1016/j.ejps.2004.08.011. PMID: 15567289. 9: Luo Y, Liu HM, Su MB, Sheng L, Zhou YB, Li J, Lu W. Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors. Bioorg Med Chem Lett. 2011 Aug 15;21(16):4844-6. doi: 10.1016/j.bmcl.2011.06.046. Epub 2011 Jun 17. PMID: 21745740. 10: Kiuchi F, Nakamura N, Saitoh M, Komagome K, Hiramatsu H, Takimoto N, Akao N, Kondo K, Tsuda Y. Synthesis and nematocidal activity of aralkyl- and aralkenylamides related to piperamide on second-stage larvae of Toxocara canis. Chem Pharm Bull (Tokyo). 1997 Apr;45(4):685-96. doi: 10.1248/cpb.45.685. PMID: 9145505.