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MedKoo Cat#: 584990 | Name: Flavopereirine chloride

Description:

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

Flavopereirine is a beta-carboline alkaloid.

Chemical Structure

Flavopereirine chloride
Flavopereirine chloride
CAS#Flavopereirine Chloride

Theoretical Analysis

MedKoo Cat#: 584990

Name: Flavopereirine chloride

CAS#: Flavopereirine Chloride

Chemical Formula: C17H15ClN2

Exact Mass: 247.1230

Molecular Weight: 282.77

Elemental Analysis: C, 72.21; H, 5.35; Cl, 12.54; N, 9.91

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 #
486-18-0 (inner salt) 6784-38-9 (cation) Flavopereirine Chloride
Synonym
Flavopereirine; PB 100; PB100; PB-100; Flavoserpentinine; Melinonine G;
IUPAC/Chemical Name
12H-Indolo(2,3-a)quinolizin-5-ium, 3-ethyl-, chloride
InChi Key
MGHKUXYLAVTETL-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H14N2.ClH/c1-2-12-7-8-16-17-14(9-10-19(16)11-12)13-5-3-4-6-15(13)18-17;/h3-11H,2H2,1H3;1H
SMILES Code
CCC1=CC=C(C(NC2=C3C=CC=C2)=C3C=C4)[N+]4=C1.[Cl-]
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 282.77 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: da Silva E Silva JV, Cordovil Brigido HP, Oliveira de Albuquerque KC, Miranda Carvalho J, Ferreira Reis J, Vinhal Faria L, Coelho-Ferreira M, Silveira FT, da Silva Carneiro A, Percário S, do Rosário Marinho AM, Dolabela MF. Flavopereirine-An Alkaloid Derived from Geissospermum vellosii-Presents Leishmanicidal Activity In Vitro. Molecules. 2019 Feb 21;24(4). pii: E785. doi: 10.3390/molecules24040785. PubMed PMID: 30795632; PubMed Central PMCID: PMC6412932. 2: Miskolczy Z, Biczók L, Jablonkai I. Kinetics of the reversible inclusion of flavopereirine in cucurbit[7]uril. Phys Chem Chem Phys. 2016 Dec 21;19(1):766-773. doi: 10.1039/c6cp07553c. PubMed PMID: 27929172. 3: Janot MM, Goutarel R, Le Hir A, Bejar LO. [Flavopereirine. I. Extraction and structure]. Ann Pharm Fr. 1958 Jan;16(1):38-46. French. PubMed PMID: 13571724. 4: Ban Y, Inoue I. The synthesis of beta-carboline derivatives. VI. A synthesis of 3-ethyl-10-methoxy-12H-indolo[2,3-a]quinolizinium salt (10-methoxy-flavopereirine). Chem Pharm Bull (Tokyo). 1964 Nov;12(11):1381-3. PubMed PMID: 5888647. 5: Miskolczy Z, Megyesi M, Biczók L, Görner H. Effect of electrolytes, nucleotides and DNA on the fluorescence of flavopereirine natural alkaloid. Photochem Photobiol Sci. 2011 Apr;10(4):592-600. doi: 10.1039/c0pp00367k. Epub 2011 Jan 25. PubMed PMID: 21264432. 6: Reina M, Ruiz-Mesia W, López-Rodríguez M, Ruiz-Mesia L, González-Coloma A, Martínez-Díaz R. Indole alkaloids from Geissospermum reticulatum. J Nat Prod. 2012 May 25;75(5):928-34. doi: 10.1021/np300067m. Epub 2012 May 2. PubMed PMID: 22551062. 7: Martin NJ, Ferreiro SF, Barbault F, Nicolas M, Lecellier G, Paetz C, Gaysinski M, Alonso E, Thomas OP, Botana LM, Raharivelomanana P. Indole alkaloids from the Marquesan plant Rauvolfia nukuhivensis and their effects on ion channels. Phytochemistry. 2015 Jan;109:84-95. doi: 10.1016/j.phytochem.2014.10.026. Epub 2014 Nov 8. PubMed PMID: 25468537. 8: Görner H, Miskolczy Z, Megyesi M, Biczók L. Photoreduction and ketone-sensitized reduction of alkaloids. Photochem Photobiol. 2011 Mar-Apr;87(2):284-91. doi: 10.1111/j.1751-1097.2010.00880.x. Epub 2011 Jan 24. PubMed PMID: 21182530. 9: Steele JC, Veitch NC, Kite GC, Simmonds MS, Warhurst DC. Indole and beta-carboline alkaloids from Geissospermum sericeum. J Nat Prod. 2002 Jan;65(1):85-8. PubMed PMID: 11809075. 10: Beljanski M, Beljanski MS. Selective inhibition of in vitro synthesis of cancer DNA by alkaloids of beta-carboline class. Exp Cell Biol. 1982;50(2):79-87. PubMed PMID: 7075859. 11: Dorozynski A. French antiviral drug is ruled ineffective. BMJ. 1994 Jul 16;309(6948):148. PubMed PMID: 8044091. 12: Beljanski M, Crochet S, Beljanski MS. PB-100: a potent and selective inhibitor of human BCNU resistant glioblastoma cell multiplication. Anticancer Res. 1993 Nov-Dec;13(6A):2301-8. PubMed PMID: 8297150.