MedKoo Cat#: 414963 | Name: Pinafide

Description:

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

Pinafide is a rodenticide and anti-protozoal agent. Pinafide shows strong cytostatic activity against both HeLa and KB cells and is moderately toxic to both mice and rats. It has been proved active against experimental tumors and shown to be inhibitor of two DNA viruses. Pinafide blocks cell growth by inhibiting DNA and RNA synthesis. It has been shown to bind to double-helical DNA by intercalation. Pinafide inhibited the activity of M. tuberculosis NAD⁺-dependent DNA ligase A at concentrations of 50 uM. At the chemical screening was found that pinafide inhibited B-Myb transcriptional activity in luciferase assays. The cross placental-barrier studies showed that 3H-pinafide was present in the 14-day fetuses.

Chemical Structure

Pinafide
Pinafide
CAS#54824-20-3

Theoretical Analysis

MedKoo Cat#: 414963

Name: Pinafide

CAS#: 54824-20-3

Chemical Formula: C18H17N3O4

Exact Mass: 339.1219

Molecular Weight: 339.35

Elemental Analysis: C, 63.71; H, 5.05; N, 12.38; O, 18.86

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
Pinafide; NSC300289; NSC-300289; NSC 300289; BRN1553168; BRN-1553168; BRN 1553168
IUPAC/Chemical Name
3-Nitro-N-(2-(1-pyrrolidinyl)ethyl)naphthalimide
InChi Key
SDNHXDMIMAOSMD-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H17N3O4/c22-17-15-13-6-2-1-5-12(13)11-14(21(24)25)16(15)18(23)20(17)10-9-19-7-3-4-8-19/h1-2,5-6,11H,3-4,7-10H2
SMILES Code
O=[N+](C1=C2C(C(N(CCN3CCCC3)C2=O)=O)=C4C=CC=CC4=C1)[O-]
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 339.35 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: Rivera Cid P, Gonzalez Fernandez E, Martin FR, Braña MF. The pharmacokinetics, tissue distribution, and biotransformation of a new class of antitumor agents: mitonafide and pinafide. Eur J Drug Metab Pharmacokinet. 1986 Oct-Dec;11(4):255-67. doi: 10.1007/BF03189110. PMID: 3582420. 2: Nekvinda J, Różycka D, Rykowski S, Wyszko E, Fedoruk-Wyszomirska A, Gurda D, Orlicka-Płocka M, Giel-Pietraszuk M, Kiliszek A, Rypniewski W, Bachorz R, Wojcieszak J, Grüner B, Olejniczak AB. Synthesis of naphthalimide-carborane and metallacarborane conjugates: Anticancer activity, DNA binding ability. Bioorg Chem. 2020 Jan;94:103432. doi: 10.1016/j.bioorg.2019.103432. Epub 2019 Nov 19. PMID: 31776032. 3: Rykowski S, Gurda-Woźna D, Orlicka-Płocka M, Fedoruk-Wyszomirska A, Giel- Pietraszuk M, Wyszko E, Kowalczyk A, Stączek P, Bak A, Kiliszek A, Rypniewski W, Olejniczak AB. Design, Synthesis, and Evaluation of Novel 3-Carboranyl-1,8-Naphthalimide Derivatives as Potential Anticancer Agents. Int J Mol Sci. 2021 Mar 9;22(5):2772. doi: 10.3390/ijms22052772. PMID: 33803403; PMCID: PMC7967199. 4: Korycka-Machala M, Nowosielski M, Kuron A, Rykowski S, Olejniczak A, Hoffmann M, Dziadek J. Naphthalimides Selectively Inhibit the Activity of Bacterial, Replicative DNA Ligases and Display Bactericidal Effects against Tubercle Bacilli. Molecules. 2017 Jan 17;22(1):154. doi: 10.3390/molecules22010154. PMID: 28106753; PMCID: PMC6155577. 5: Sottile F, Gnemmi I, Cantilena S, D'Acunto WC, Sala A. A chemical screen identifies the chemotherapeutic drug topotecan as a specific inhibitor of the B-MYB/MYCN axis in neuroblastoma. Oncotarget. 2012 May;3(5):535-45. doi: 10.18632/oncotarget.498. PMID: 22619121; PMCID: PMC3388183. 6: Braña MF, Castellano JM, Roldán CM, Santos A, Vázquez D, Jiménez A. Synthesis and mode(s) of action of a new series of imide derivatives of 3-nitro-1,8 naphthalic acid. Cancer Chemother Pharmacol. 1980;4(1):61-6. doi: 10.1007/BF00255461. PMID: 6153938. 7: Stockert JC, Cañete M, Braña MF. Drogas antitumorales aplicadas como fluorocromos [Antineoplastic drugs used as fluorochromes]. Rev Esp Oncol. 1982;29(3):439-44. Spanish. PMID: 6927016. 8: Osuna A, Castanys S, Mascaró C, Adroher FJ, Braña MF, Roldan CM. In vitro action of three benzo (de) isoquinoline-1,3-dione derivatives against Trypanosoma cruzi. Rev Inst Med Trop Sao Paulo. 1983 Sep-Oct;25(5):254-8. PMID: 6369489. 9: Osuna A, Castanys S, Ortega G, Gamarro F, Aneiros J, Braña MF, Roldan CM. Estudio ultraestructural de la acción de dos derivados benzo (de) isoquinolil-1,3-diona sobre Trypanosoma cruzi "in vitro" [Ultrastructural study of the effect of 2 derivatives benzo (de) isoquinoline-1,3-dione on Trypanosoma cruzi in vitro]. Rev Inst Med Trop Sao Paulo. 1983 May-Jun;25(3):133-8. Spanish. PMID: 6351229.