MedKoo Cat#: 591439 | Name: Picoperine

Description:

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

Picoperine is a biochemical.

Chemical Structure

Picoperine
Picoperine
CAS#21755-66-8 (free base)

Theoretical Analysis

MedKoo Cat#: 591439

Name: Picoperine

CAS#: 21755-66-8 (free base)

Chemical Formula: C19H25N3

Exact Mass: 295.2048

Molecular Weight: 295.43

Elemental Analysis: C, 77.25; H, 8.53; N, 14.22

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.
Bulk Inquiry
Related CAS #
24699-40-9 (HCl); 21755-66-8 (free base)
Synonym
Picoperine;
IUPAC/Chemical Name
N-(2-(piperidin-1-yl)ethyl)-N-(pyridin-2-ylmethyl)aniline
InChi Key
MVMXJBMAGBRAHD-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H25N3/c1-3-10-19(11-4-1)22(17-18-9-5-6-12-20-18)16-15-21-13-7-2-8-14-21/h1,3-6,9-12H,2,7-8,13-17H2
SMILES Code
C1(CN(C2=CC=CC=C2)CCN3CCCCC3)=NC=CC=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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 295.43 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: Nazifi M, Oryan S, Eslimi Esfahani D, Moghadamnia AA, Ashrafpour M. Chronic Administration of Piperine Attenuates Behavioural, Biochemical and Histological Alterations induced by Intracerebroventricular Streptozotocin in Rats. Basic Clin Pharmacol Toxicol. 2018 Jun 11. doi: 10.1111/bcpt.13052. [Epub ahead of print] PubMed PMID: 29890032. 2: Skiba MB, Luis PB, Alfarara C, Billheimer D, Schneider C, Funk JL. Curcuminoid Content and Safety-Related Markers of Quality of Turmeric Dietary Supplements Sold in an Urban Retail Marketplace in the United States. Mol Nutr Food Res. 2018 May 29:e1800143. doi: 10.1002/mnfr.201800143. [Epub ahead of print] PubMed PMID: 29808963. 3: Kaur H, He B, Zhang C, Rodriguez E, Hage DS, Moreau R. Piperine potentiates curcumin-mediated repression of mTORC1 signaling in human intestinal epithelial cells: implications for the inhibition of protein synthesis and TNFα signaling. J Nutr Biochem. 2018 Apr 25;57:276-286. doi: 10.1016/j.jnutbio.2018.04.010. [Epub ahead of print] PubMed PMID: 29800814. 4: Wiwattanawanichakun P, Ratwatthananon A, Poonsri W, Yooboon T, Pluempanupat W, Piyasaengthong N, Nobsathian S, Bullangpoti V. The Possibility of Using Isolated Alkaloid Compounds and Crude Extracts of Piper retrofractum (Piperaceae) as Larvicidal Control Agents for Culex quinquefasciatus (Diptera: Culicidae) Larvae. J Med Entomol. 2018 May 23. doi: 10.1093/jme/tjy082. [Epub ahead of print] PubMed PMID: 29796657. 5: Shafiee A, Hoormand M, Shahidi-Dadras M, Abadi A. The effect of topical piperine combined with narrowband UVB on vitiligo treatment: A clinical trial study. Phytother Res. 2018 May 21. doi: 10.1002/ptr.6116. [Epub ahead of print] PubMed PMID: 29781089. 6: Heyns J, Willers C, Haynes RK, Wong HN, Hamman JH, Gouws C. Absorptive and Secretory Transport of Selected Artemisinin Derivatives across Caco-2 Cell Monolayers. Curr Drug Deliv. 2018 May 18. doi: 10.2174/1567201815666180518125113. [Epub ahead of print] PubMed PMID: 29779481. 7: Agrawal M, Saraf S, Saraf S, Antimisiaris SG, Chougule MB, Shoyele SA, Alexander A. Nose-to-brain drug delivery: An update on clinical challenges and progress towards approval of anti-Alzheimer drugs. J Control Release. 2018 May 24;281:139-177. doi: 10.1016/j.jconrel.2018.05.011. [Epub ahead of print] Review. PubMed PMID: 29772289. 8: Kang W, Zhu X, Wang Y, Chen L, Duan Y. Transcriptomic and metabolomic analyses reveal that bacteria promote plant defense during infection of soybean cyst nematode in soybean. BMC Plant Biol. 2018 May 11;18(1):86. doi: 10.1186/s12870-018-1302-9. PubMed PMID: 29751738; PubMed Central PMCID: PMC5948838. 9: Ding Y, Wang C, Wang Y, Xu Y, Zhao J, Gao M, Ding Y, Peng J, Li L. Development and evaluation of a novel drug delivery: Soluplus(®)/TPGS mixed micelles loaded with piperine in vitro and in vivo. Drug Dev Ind Pharm. 2018 May 27:1-8. doi: 10.1080/03639045.2018.1472277. [Epub ahead of print] PubMed PMID: 29718714. 10: Si L, Yang R, Lin R, Yang S. Piperine functions as a tumor suppressor for human ovarian tumor growth via activation of JNK/p38 MAPK-mediated intrinsic apoptotic pathway. Biosci Rep. 2018 May 31;38(3). pii: BSR20180503. doi: 10.1042/BSR20180503. Print 2018 Jun 29. PubMed PMID: 29717031. 11: Christodoulou MI, Tchoumtchoua J, Skaltsounis AL, Scorilas A, Halabalaki M. Natural alkaloids intervening the insulin pathway: new hopes for anti-diabetic agents? Curr Med Chem. 2018 Apr 30. doi: 10.2174/0929867325666180430152618. [Epub ahead of print] PubMed PMID: 29714135. 12: Ren C, Liang Z. Piperine alleviates lipopolysaccharide-induced inflammatory injury by down-regulating microRNA-127 in murine chondrogenic ATDC5 cells. Biomed Pharmacother. 2018 Jul;103:947-954. doi: 10.1016/j.biopha.2018.04.108. Epub 2018 Apr 24. PubMed PMID: 29710511. 13: Maeda A, Shirao T, Shirasaya D, Yoshioka Y, Yamashita Y, Akagawa M, Ashida H. Piperine Promotes Glucose Uptake through ROS-Dependent Activation of the CAMKK/AMPK Signaling Pathway in Skeletal Muscle. Mol Nutr Food Res. 2018 Jun;62(11):e1800086. doi: 10.1002/mnfr.201800086. Epub 2018 May 17. PubMed PMID: 29683271. 14: Chen X, Ge F, Liu J, Bao S, Chen Y, Li D, Li Y, Huang T, Chen X, Zhu Q, Lian Q, Ge RS. Diverged Effects of Piperine on Testicular Development: Stimulating Leydig Cell Development but Inhibiting Spermatogenesis in Rats. Front Pharmacol. 2018 Mar 28;9:244. doi: 10.3389/fphar.2018.00244. eCollection 2018. PubMed PMID: 29643806; PubMed Central PMCID: PMC5883368. 15: Vieira-Araújo FM, Macedo Rondon FC, Pinto Vieira ÍG, Pereira Mendes FN, Carneiro de Freitas JC, Maia de Morais S. Sinergism between alkaloids piperine and capsaicin with meglumine antimoniate against Leishmania infantum. Exp Parasitol. 2018 May;188:79-82. doi: 10.1016/j.exppara.2018.04.001. Epub 2018 Apr 3. PubMed PMID: 29625099. 16: Takahashi M, Hirose N, Ohno S, Arakaki M, Wada K. Flavor characteristics and antioxidant capacities of hihatsumodoki (Piper retrofractum Vahl) fresh fruit at three edible maturity stages. J Food Sci Technol. 2018 Apr;55(4):1295-1305. doi: 10.1007/s13197-018-3040-2. Epub 2018 Feb 2. PubMed PMID: 29606743; PubMed Central PMCID: PMC5876197. 17: Sedeky AS, Khalil IA, Hefnawy A, El-Sherbiny IM. Development of core-shell nanocarrier system for augmenting piperine cytotoxic activity against human brain cancer cell line. Eur J Pharm Sci. 2018 Jun 15;118:103-112. doi: 10.1016/j.ejps.2018.03.030. Epub 2018 Mar 27. PubMed PMID: 29597041. 18: Baspinar Y, Üstündas M, Bayraktar O, Sezgin C. Curcumin and piperine loaded zein-chitosan nanoparticles: Development and in-vitro characterisation. Saudi Pharm J. 2018 Mar;26(3):323-334. doi: 10.1016/j.jsps.2018.01.010. Epub 2018 Feb 1. PubMed PMID: 29556123; PubMed Central PMCID: PMC5856953. 19: Zwart N, Nio SL, Houtman CJ, de Boer J, Kool J, Hamers T, Lamoree MH. High-Throughput Effect-Directed Analysis Using Downscaled in Vitro Reporter Gene Assays To Identify Endocrine Disruptors in Surface Water. Environ Sci Technol. 2018 Apr 3;52(7):4367-4377. doi: 10.1021/acs.est.7b06604. Epub 2018 Mar 26. PubMed PMID: 29547277; PubMed Central PMCID: PMC5947935. 20: Javadi B. Diet Therapy for Cancer Prevention and Treatment Based on Traditional Persian Medicine. Nutr Cancer. 2018 Apr;70(3):376-403. doi: 10.1080/01635581.2018.1446095. Epub 2018 Mar 15. PubMed PMID: 29543522.